MiMeDB: Showing metabocard for Cyclic pyranopterin monophosphate (MMDBc0030209)

Microbial

Plant

Animal

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:58:29 UTC

Update Date

2022-08-31 17:40:42 UTC

Metabolite ID

MMDBc0030209

Metabolite Identification

Common Name

Cyclic pyranopterin monophosphate

Description

Cyclic pyranopterin monophosphate is a member of the chemical class known as Pterins and Derivatives. These are polycyclic aromatic compounds containing a pterin moeity, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one. cPMP is a precursor to molybdenum cofactor, which is required for the enyzme activity of sulfite oxidase, xanthine dehydrogenase/oxidase and aldehyde oxidase. The transition element molybdenum (Mo) has been long known as an essential micronutrient across the kingdoms of plants, animals, fungi and bacteria. However, molybdate itself is catalytically inactive and, with the exception of bacterial nitrogenase, needs to be activated through complexation by a special cofactor. There are several molybdenum cofactors, including molybdopterin (MPT), guanylyl molybdenum cofactor (MGD), cytidylyl molybdenum cofactor, or others. In Escherichia coli, the MoaD protein plays a central role in the conversion of precursor Z to molybdopterin (MPT) during molybdenum cofactor biosynthesis. (PMID 17223713 ) In Escherichia coli, MPT is formed by incorporation of two sulfur atoms into precursor Z, which is catalyzed by MPT synthase. (PMID 11459846 )

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000392D          

 28 31  0  0  0  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873   -1.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -1.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9559   -3.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256   -2.1123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14  6  1  0  0  0  0
 14  9  1  0  0  0  0
 15  7  2  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 17 10  1  0  0  0  0
 18 10  1  0  0  0  0
 21  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22  8  1  0  0  0  0
 23  5  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
  2 25  1  1  0  0  0
  4 26  1  1  0  0  0
  5 27  1  1  0  0  0
  8 28  1  1  0  0  0
M  END

HMDB0304838
     RDKit          3D
Fosdenopterin
 38 41  0  0  0  0  0  0  0  0999 V2000
    5.9696    0.1855   -1.4959 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7839    0.4244   -1.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620    1.6898   -0.8425 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    2.0287   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530    3.3407   -0.1894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2868    1.0335    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -0.2711   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -0.5587   -0.6527 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8085   -1.3018    0.2307 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478   -1.0900    0.6485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4627   -1.2244   -0.3733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -1.5630    0.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6115   -1.6740   -1.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9459   -1.8992   -0.7711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4628   -0.5719    0.0989 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.7946   -0.9497    0.7531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    0.7611   -0.8942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -0.1702    1.2434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -0.6078    1.1681 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2142    0.6442    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5341    1.3245    2.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.4520    0.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379    0.2718    1.2685 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9920    1.2989    0.5506 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424   -0.7544   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8384    3.6798   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402   -1.5615   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -2.2815    0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -1.8763    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6007   -2.6075    0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2680   -2.5391   -1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956   -0.7785   -1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6891    1.5677   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -1.0792    2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8316    2.2286    2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    0.9771   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755    0.2085    2.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    2.2429    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
  8  2  1  0
 23 10  1  0
 24  6  1  0
 19 12  1  0
  1 25  1  0
  5 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 12 30  1  1
 13 31  1  0
 13 32  1  0
 17 33  1  0
 19 34  1  1
 21 35  1  0
 22 36  1  0
 23 37  1  1
 24 38  1  0
M  END


  Mrv1652309042000392D          

 28 31  0  0  0  0            999 V2000
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873   -1.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -1.7466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9559   -3.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256   -2.1123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  6  1  0  0  0  0
 13  8  1  0  0  0  0
 14  6  1  0  0  0  0
 14  9  1  0  0  0  0
 15  7  2  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 17 10  1  0  0  0  0
 18 10  1  0  0  0  0
 21  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22  8  1  0  0  0  0
 23  5  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 24 23  1  0  0  0  0
  2 25  1  1  0  0  0
  4 26  1  1  0  0  0
  5 27  1  1  0  0  0
  8 28  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030209

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12COP(O)(=O)O[C@]1([H])C(O)(O)[C@]1([H])NC3=C(NC(=N)N=C3O)N[C@]1([H])O2

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O8P/c11-9-14-6-3(7(16)15-9)12-4-8(13-6)22-2-1-21-24(19,20)23-5(2)10(4,17)18/h2,4-5,8,12,17-18H,1H2,(H,19,20)(H4,11,13,14,15,16)/t2-,4-,5+,8-/m1/s1

> <INCHI_KEY>
CZAKJJUNKNPTTO-AJFJRRQVSA-N

> <FORMULA>
C10H14N5O8P

> <MOLECULAR_WEIGHT>
363.2206

> <EXACT_MASS>
363.057998961

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.905945201646507

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aR,5aR,11aR,12aS)-2,10,12,12-tetrahydroxy-8-imino-4,4a,5a,6,7,8,11,11a,12,12a-decahydro-2H-1,3,5-trioxa-6,7,9,11-tetraaza-2lambda5-phosphatetracen-2-one

> <ALOGPS_LOGP>
-1.97

> <JCHEM_LOGP>
-3.2132054315971716

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.32903949674661

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8044973819288246

> <JCHEM_PKA_STRONGEST_BASIC>
3.963713204456798

> <JCHEM_POLAR_SURFACE_AREA>
197.97999999999996

> <JCHEM_REFRACTIVITY>
93.0351

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,5aR,11aR,12aS)-2,10,12,12-tetrahydroxy-8-imino-4,4a,5a,6,7,11,11a,12a-octahydro-1,3,5-trioxa-6,7,9,11-tetraaza-2lambda5-phosphatetracen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304838
     RDKit          3D
Fosdenopterin
 38 41  0  0  0  0  0  0  0  0999 V2000
    5.9696    0.1855   -1.4959 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7839    0.4244   -1.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620    1.6898   -0.8425 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    2.0287   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530    3.3407   -0.1894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2868    1.0335    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -0.2711   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -0.5587   -0.6527 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8085   -1.3018    0.2307 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478   -1.0900    0.6485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4627   -1.2244   -0.3733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -1.5630    0.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6115   -1.6740   -1.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9459   -1.8992   -0.7711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4628   -0.5719    0.0989 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.7946   -0.9497    0.7531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    0.7611   -0.8942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -0.1702    1.2434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -0.6078    1.1681 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2142    0.6442    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5341    1.3245    2.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.4520    0.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379    0.2718    1.2685 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9920    1.2989    0.5506 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424   -0.7544   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8384    3.6798   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402   -1.5615   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -2.2815    0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -1.8763    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6007   -2.6075    0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2680   -2.5391   -1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956   -0.7785   -1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6891    1.5677   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -1.0792    2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8316    2.2286    2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    0.9771   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755    0.2085    2.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    2.2429    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
  8  2  1  0
 23 10  1  0
 24  6  1  0
 19 12  1  0
  1 25  1  0
  5 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 12 30  1  1
 13 31  1  0
 13 32  1  0
 17 33  1  0
 19 34  1  1
 21 35  1  0
 22 36  1  0
 23 37  1  1
 24 38  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.002  -7.700   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       2.667  -7.700   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.335  -7.700   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       6.668  -5.390   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.723  -3.260   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.723  -3.260   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.518  -5.657   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.528  -3.943   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      -4.001  -5.390   0.000  0.00  0.00           P+0
HETATM   25  H   UNK     0      -1.334  -8.470   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.334  -8.470   0.000  0.00  0.00           H+0
CONECT    1    2   21                                                       
CONECT    2    1    5   22   25                                             
CONECT    3    6    7   12                                                  
CONECT    4    8   10   12   26                                             
CONECT    5    2   10   23   27                                             
CONECT    6    3   13   14                                                  
CONECT    7    3   15   16                                                  
CONECT    8    4   13   22   28                                             
CONECT    9   11   14   15                                                  
CONECT   10    4    5   17   18                                             
CONECT   11    9                                                            
CONECT   12    3    4                                                       
CONECT   13    6    8                                                       
CONECT   14    6    9                                                       
CONECT   15    7    9                                                       
CONECT   16    7                                                            
CONECT   17   10                                                            
CONECT   18   10                                                            
CONECT   19   24                                                            
CONECT   20   24                                                            
CONECT   21    1   24                                                       
CONECT   22    2    8                                                       
CONECT   23    5   24                                                       
CONECT   24   19   20   21   23                                             
CONECT   25    2                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    8                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0059639
HETATM    1  N1  UNL     1      -6.226   0.610   0.243  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.022   0.149   0.185  1.00  0.00           C  
HETATM    3  N2  UNL     1      -4.855  -1.189   0.095  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.615  -1.737   0.030  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.451  -3.123  -0.062  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.558  -0.869   0.061  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.716   0.514   0.153  1.00  0.00           C  
HETATM    8  N3  UNL     1      -3.970   0.986   0.214  1.00  0.00           N  
HETATM    9  N4  UNL     1      -1.562   1.320   0.178  1.00  0.00           N  
HETATM   10  C5  UNL     1      -0.302   0.838   0.652  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.737   1.620   0.095  1.00  0.00           O  
HETATM   12  C6  UNL     1       1.978   1.186   0.522  1.00  0.00           C  
HETATM   13  C7  UNL     1       3.019   2.097  -0.052  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.290   1.884   0.511  1.00  0.00           O  
HETATM   15  P1  UNL     1       4.726   0.293   0.063  1.00  0.00           P  
HETATM   16  O4  UNL     1       5.096  -0.522   1.280  1.00  0.00           O  
HETATM   17  O5  UNL     1       5.996   0.279  -1.024  1.00  0.00           O  
HETATM   18  O6  UNL     1       3.357  -0.359  -0.722  1.00  0.00           O  
HETATM   19  C8  UNL     1       2.287  -0.233   0.120  1.00  0.00           C  
HETATM   20  C9  UNL     1       1.048  -0.743  -0.615  1.00  0.00           C  
HETATM   21  O7  UNL     1       0.806   0.175  -1.632  1.00  0.00           O  
HETATM   22  O8  UNL     1       1.195  -2.025  -1.066  1.00  0.00           O  
HETATM   23  C10 UNL     1      -0.076  -0.614   0.421  1.00  0.00           C  
HETATM   24  N5  UNL     1      -1.230  -1.346  -0.001  1.00  0.00           N  
HETATM   25  H1  UNL     1      -7.055  -0.023   0.222  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.028  -3.568   0.742  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.079   2.018   0.282  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.660   2.305  -0.171  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.261   1.082   1.755  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.007   1.323   1.637  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.155   1.939  -1.148  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.779   3.167   0.121  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.875  -0.415  -1.730  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.364  -0.830   1.047  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.267  -0.204  -2.368  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.475  -2.604  -0.339  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.287  -1.072   1.381  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.080  -2.308  -0.385  1.00  0.00           H  
CONECT    1    2    2   25
CONECT    2    3    8
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   26
CONECT    6    7    7   24
CONECT    7    8    9
CONECT    8   27
CONECT    9   10   28
CONECT   10   11   23   29
CONECT   11   12
CONECT   12   13   19   30
CONECT   13   14   31   32
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   33
CONECT   18   19
CONECT   19   20   34
CONECT   20   21   22   23
CONECT   21   35
CONECT   22   36
CONECT   23   24   37
CONECT   24   38
END

HMDB0304838
     RDKit          3D
Fosdenopterin
 38 41  0  0  0  0  0  0  0  0999 V2000
    5.9696    0.1855   -1.4959 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7839    0.4244   -1.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620    1.6898   -0.8425 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    2.0287   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530    3.3407   -0.1894 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2868    1.0335    0.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -0.2711   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -0.5587   -0.6527 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8085   -1.3018    0.2307 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478   -1.0900    0.6485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4627   -1.2244   -0.3733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7293   -1.5630    0.1202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6115   -1.6740   -1.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9459   -1.8992   -0.7711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4628   -0.5719    0.0989 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.7946   -0.9497    0.7531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    0.7611   -0.8942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3804   -0.1702    1.2434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -0.6078    1.1681 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2142    0.6442    1.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5341    1.3245    2.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4944    1.4520    0.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379    0.2718    1.2685 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9920    1.2989    0.5506 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424   -0.7544   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8384    3.6798   -0.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402   -1.5615   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858   -2.2815    0.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -1.8763    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6007   -2.6075    0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2680   -2.5391   -1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4956   -0.7785   -1.7272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6891    1.5677   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -1.0792    2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8316    2.2286    2.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597    0.9771   -0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755    0.2085    2.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6019    2.2429    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
  8  2  1  0
 23 10  1  0
 24  6  1  0
 19 12  1  0
  1 25  1  0
  5 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  1
 12 30  1  1
 13 31  1  0
 13 32  1  0
 17 33  1  0
 19 34  1  1
 21 35  1  0
 22 36  1  0
 23 37  1  1
 24 38  1  0
M  END

Synonyms

Value	Source
CPMP	ChEBI
Cyclic pyranopterin monophoshate	ChEBI
Precursor Z, hydrated	ChEBI
Cyclic pyranopterin phosphate	Kegg
Cyclic pyranopterin monophoshic acid	Generator
Cyclic pyranopterin phosphoric acid	Generator
Cyclic pyranopterin monophosphoric acid	Generator
CPMP CPD	MeSH, HMDB

Molecular Formula

C₁₀H₁₄N₅O₈P

Average Mass

363.2206

Monoisotopic Mass

363.057998961

IUPAC Name

(4aR,5aR,11aR,12aS)-2,10,12,12-tetrahydroxy-8-imino-4,4a,5a,6,7,8,11,11a,12,12a-decahydro-2H-1,3,5-trioxa-6,7,9,11-tetraaza-2lambda5-phosphatetracen-2-one

Traditional Name

(4aR,5aR,11aR,12aS)-2,10,12,12-tetrahydroxy-8-imino-4,4a,5a,6,7,11,11a,12a-octahydro-1,3,5-trioxa-6,7,9,11-tetraaza-2lambda5-phosphatetracen-2-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12COP(O)(=O)O[C@]1([H])C(O)(O)[C@]1([H])NC3=C(NC(=N)N=C3O)N[C@]1([H])O2

InChI Identifier

InChI=1S/C10H14N5O8P/c11-9-14-6-3(7(16)15-9)12-4-8(13-6)22-2-1-21-24(19,20)23-5(2)10(4,17)18/h2,4-5,8,12,17-18H,1H2,(H,19,20)(H4,11,13,14,15,16)/t2-,4-,5+,8-/m1/s1

InChI Key

CZAKJJUNKNPTTO-AJFJRRQVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranopterins and derivatives. These are pterin derivatives in which a pyran ring is fused either to the pyrimidine ring or the pyrazine ring of the pterin moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Pyranopterins and derivatives

Alternative Parents

Substituents

Pyranopterin
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Carbonyl hydrate
Polyol
Oxacycle
Azacycle
Secondary amine
Organic nitrogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary amine
Hydrocarbon derivative
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heterotetracyclic compound (CHEBI:60210 )
oxacycle (CHEBI:60210 )
organonitrogen heterocyclic compound (CHEBI:60210 )
ketone hydrate (CHEBI:60210 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	9.05 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.8	ChemAxon
pKa (Strongest Basic)	3.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.98 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.04 m³·mol⁻¹	ChemAxon
Polarizability	29.91 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03yi-0954000000-c0c03f7b7051e69aa940	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0h50-7792680000-b9bc8825f210f215306e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0009000000-409073732cecfccd1306	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01qa-1069000000-41d8aad4b65debf6b22f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0560-5970000000-c418a7d872c8d58d4e1f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1749000000-d08212ceb7e994db0f40	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-3b25595e096bedd044e0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0059-9200000000-90cd7a3b87256a3d7e40	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0009000000-0a09be49d6be31174b51	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01t9-9546000000-0c075e6e07d269d52a15	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fb9-7913000000-28a74b00aeba67eb0c5a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0009000000-06a4f7b91a99ab66773a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0019000000-c17d8fe2f9f9b3e52c16	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-1910000000-91b6cb0fac8b32075acd	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	713.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	527.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	60.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	264.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (void)	2025-10-23	366.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	345.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	698.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	1002.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	1092.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	188.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	485.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	195.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	13.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	686.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	799.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	101.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	419.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	921.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	721.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_1	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard non polar	2025-10-24	2157.45
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_2	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard non polar	2025-10-24	2615.7
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_3	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(N[C@H]3C(O)(O)[C@H]2O1)C(O)=NC(=N)[NH]4	standard non polar	2025-10-24	1509.61
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_4	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]31)[NH]C(=N)N=C2O	standard non polar	2025-10-24	2292.41
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_5	C[Si](C)(C)N1C2=C(N[C@@H]3[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C3(O)O)C(O)=NC1=N	standard non polar	2025-10-24	2159.53
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_6	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	2346.12
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_7	C[Si](C)(C)N1C2=C(N[C@@H]3[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C3(O)O)C(O)=NC(=N)[NH]2	standard non polar	2025-10-24	1934.35
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_8	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard non polar	2025-10-24	1138.92
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_9	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	1267.17
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_10	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard non polar	2025-10-24	1723.32
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_11	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	2336.48
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_12	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard non polar	2025-10-24	1799.01
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_13	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1735.04
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_14	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	2224.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_15	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard non polar	2025-10-24	1587.51
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_16	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1654.62
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_17	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard non polar	2025-10-24	2473.44
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_18	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard non polar	2025-10-24	1409.84
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_19	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	2420.99
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_20	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](NC4=C([NH]C(=N)N=C4O)N3[Si](C)(C)C)C(O)(O)[C@H]2O1	standard non polar	2025-10-24	1629.55
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_21	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(N[C@H]3C(O)(O)[C@H]2O1)C(O)=NC(=N)N4[Si](C)(C)C	standard non polar	2025-10-24	1602.74
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_22	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	2513.31
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_23	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(C(O)=NC(=N)[NH]4)N([Si](C)(C)C)[C@H]3C(O)(O)[C@H]2O1	standard non polar	2025-10-24	2409.96
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_24	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	1870.07
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_25	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]31)N([Si](C)(C)C)C(=N)N=C2O	standard non polar	2025-10-24	2207.14
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_26	C[Si](C)(C)N1C2=C(C(O)=NC(=N)[NH]2)N([Si](C)(C)C)[C@@H]2[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C2(O)O	standard non polar	2025-10-24	3259.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_27	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1942.78
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_28	C[Si](C)(C)N1C2=C(N[C@@H]3[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C3(O)O)C(O)=NC(=N)N2[Si](C)(C)C	standard non polar	2025-10-24	2406.91
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_29	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2	standard non polar	2025-10-24	1856.92
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_30	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2050.68
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_31	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard non polar	2025-10-24	1781.55
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_32	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	1935.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_33	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard non polar	2025-10-24	2781.95
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_34	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	2090.67
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_35	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	2014.85
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_36	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	1182.38
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_37	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	2069.71
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_38	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	1876.18
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_39	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	2211.14
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_40	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2183.54
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_41	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	2503.42
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_42	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard non polar	2025-10-24	2014.2
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_43	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	2392.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_44	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	1381.29
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_45	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	2382.77
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_46	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	1679.79
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_47	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	1552.49
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_48	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2007.21
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_49	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	2289.32
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_50	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	1424.07
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_51	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1318.8
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_52	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard non polar	2025-10-24	1794.75
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_53	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard non polar	2025-10-24	2162.8
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_54	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	1516.78
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_55	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1835.08
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_56	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2	standard non polar	2025-10-24	1793.33
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_57	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	1344.99
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_58	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard non polar	2025-10-24	1261.16
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_59	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	2736.56
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_60	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	2312.76
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_61	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](N([Si](C)(C)C)C4=C([NH]C(=N)N=C4O)N3[Si](C)(C)C)C(O)(O)[C@H]2O1	standard non polar	2025-10-24	2616.79
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_62	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2	standard non polar	2025-10-24	1286.01
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_63	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](NC4=C(N3[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C4O)C(O)(O)[C@H]2O1	standard non polar	2025-10-24	1457.0
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_64	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2540.11
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_65	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(C(O)=NC(=N)N4[Si](C)(C)C)N([Si](C)(C)C)[C@H]3C(O)(O)[C@H]2O1	standard non polar	2025-10-24	1962.53
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_66	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	1339.41
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_67	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	844.953
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_68	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	2553.57
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_69	C[Si](C)(C)N1C2=C(C(O)=NC(=N)N2[Si](C)(C)C)N([Si](C)(C)C)[C@@H]2[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C2(O)O	standard non polar	2025-10-24	684.984
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_70	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2203.83
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_71	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1440.86
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_72	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	2279.12
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_73	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2013.06
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_74	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1689.88
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_75	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	3029.25
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_76	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	1911.21
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_77	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard non polar	2025-10-24	2697.61
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_78	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1960.89
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_79	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	1858.15
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_80	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	2049.63
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_81	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	835.507
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_82	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	1977.2
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_83	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1704.15
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_84	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	1511.64
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_85	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	2207.01
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_86	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1290.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_87	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	1407.98
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_88	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	2209.28
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_89	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2231.98
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_90	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2008.21
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_91	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	1309.74
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_92	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	2168.47
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_93	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	1426.07
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_94	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2077.51
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_95	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	811.998
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_96	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	1194.38
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_97	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	1987.59
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_98	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	1339.81
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_99	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1951.59
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_100	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	1119.04
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_101	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	779.535
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_102	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	1491.48
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_103	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	2306.79
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_104	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2090.96
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_105	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2340.48
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_106	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2555.68
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_107	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2	standard non polar	2025-10-24	1975.49
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_108	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	2614.45
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_109	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard non polar	2025-10-24	2409.27
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_110	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	2302.33
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_111	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	1512.61
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_112	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2366.97
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_113	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1439.68
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_114	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	2378.62
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_115	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	1884.03
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_116	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	1512.65
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_117	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](N([Si](C)(C)C)C4=C(N3[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C4O)C(O)(O)[C@H]2O1	standard non polar	2025-10-24	1847.65
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_118	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2343.05
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_119	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1621.92
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_120	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1421.54
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_121	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1834.43
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_122	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2580.3
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_123	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1269.42
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_124	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1612.45
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_125	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1212.94
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_126	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	135.632
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_127	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	3263.41
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_128	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1914.84
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_129	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2562.86
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_130	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2457.59
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_131	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard non polar	2025-10-24	1245.52
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_132	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	2150.2
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_133	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	2419.07
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_134	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2113.2
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_135	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard non polar	2025-10-24	3168.69
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_136	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	838.36
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_137	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	1933.74
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_138	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	1156.88
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_139	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	3043.55
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_140	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1568.67
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_141	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1611.48
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_142	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	1628.96
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_143	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	1857.74
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_144	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard non polar	2025-10-24	2384.25
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_145	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1199.61
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_146	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1052.4
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_147	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1755.2
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_148	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2066.46
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_149	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	2282.1
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_150	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2492.16
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_151	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	1451.35
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_152	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	2627.36
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_153	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2075.35
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_154	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1238.48
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_155	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2714.01
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_156	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2912.2
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_157	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	850.771
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_158	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	2435.53
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_159	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard non polar	2025-10-24	2188.55
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_160	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1162.33
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_161	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2771.7
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_162	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2208.22
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_163	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard non polar	2025-10-24	768.197
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_164	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	3498.37
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_165	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1849.31
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_166	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	64.962
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_167	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2347.11
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_168	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1395.29
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_169	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	3161.22
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_170	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	909.537
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_171	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1018.59
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_172	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	947.191
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_173	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard non polar	2025-10-24	1728.73
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_174	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1527.78
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_175	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2671.99
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_176	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2242.64
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_177	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1330.37
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_178	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2233.11
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_179	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	1633.23
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_180	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	2134.5
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_181	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1701.56
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_182	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1465.54
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_183	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	1316.51
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_184	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1880.83
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_185	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2970.17
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_186	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard non polar	2025-10-24	1081.38
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_187	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard non polar	2025-10-24	1266.29
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_188	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2719.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_189	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	2665.08
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_190	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard non polar	2025-10-24	859.286
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_1	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard polar	2025-10-24	2692.34
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_2	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard polar	2025-10-24	2962.42
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_3	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(N[C@H]3C(O)(O)[C@H]2O1)C(O)=NC(=N)[NH]4	standard polar	2025-10-24	1783.98
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_4	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]31)[NH]C(=N)N=C2O	standard polar	2025-10-24	1763.73
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_5	C[Si](C)(C)N1C2=C(N[C@@H]3[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C3(O)O)C(O)=NC1=N	standard polar	2025-10-24	3027.68
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_6	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard polar	2025-10-24	1701.87
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_7	C[Si](C)(C)N1C2=C(N[C@@H]3[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C3(O)O)C(O)=NC(=N)[NH]2	standard polar	2025-10-24	1037.57
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_8	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard polar	2025-10-24	2676.65
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_9	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	3425.42
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_10	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard polar	2025-10-24	3348.58
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_11	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	3320.49
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_12	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard polar	2025-10-24	2174.21
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_13	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	1783.95
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_14	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	1678.16
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_15	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard polar	2025-10-24	2144.05
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_16	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard polar	2025-10-24	1540.31
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_17	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard polar	2025-10-24	2003.22
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_18	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard polar	2025-10-24	1579.88
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_19	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	1631.23
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_20	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](NC4=C([NH]C(=N)N=C4O)N3[Si](C)(C)C)C(O)(O)[C@H]2O1	standard polar	2025-10-24	1810.19
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_21	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(N[C@H]3C(O)(O)[C@H]2O1)C(O)=NC(=N)N4[Si](C)(C)C	standard polar	2025-10-24	2534.44
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_22	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard polar	2025-10-24	3354.18
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_23	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(C(O)=NC(=N)[NH]4)N([Si](C)(C)C)[C@H]3C(O)(O)[C@H]2O1	standard polar	2025-10-24	2727.9
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_24	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	2449.17
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_25	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]31)N([Si](C)(C)C)C(=N)N=C2O	standard polar	2025-10-24	2357.59
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_26	C[Si](C)(C)N1C2=C(C(O)=NC(=N)[NH]2)N([Si](C)(C)C)[C@@H]2[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C2(O)O	standard polar	2025-10-24	1617.01
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_27	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2916.22
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_28	C[Si](C)(C)N1C2=C(N[C@@H]3[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C3(O)O)C(O)=NC(=N)N2[Si](C)(C)C	standard polar	2025-10-24	1215.56
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_29	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2	standard polar	2025-10-24	2591.81
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_30	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	3379.16
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_31	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)[NH]3	standard polar	2025-10-24	1192.91
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_32	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	2626.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_33	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard polar	2025-10-24	2466.75
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_34	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	1254.35
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_35	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	1883.54
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_36	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	2900.86
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_37	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	2430.68
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_38	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	2394.21
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_39	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	2284.13
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_40	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	896.507
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_41	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	2313.73
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_42	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard polar	2025-10-24	2774.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_43	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	1472.57
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_44	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	2297.4
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_45	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	1515.33
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_46	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	1848.34
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_47	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	1344.97
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_48	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1511.87
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_49	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	2230.05
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_50	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	2651.82
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_51	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)[NH]1	standard polar	2025-10-24	2055.69
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_52	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard polar	2025-10-24	2449.66
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_53	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard polar	2025-10-24	2248.79
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_54	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	2042.89
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_55	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1857.38
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_56	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2	standard polar	2025-10-24	2505.16
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_57	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	2216.28
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_58	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O	standard polar	2025-10-24	1198.97
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_59	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	2541.74
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_60	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	1752.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_61	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](N([Si](C)(C)C)C4=C([NH]C(=N)N=C4O)N3[Si](C)(C)C)C(O)(O)[C@H]2O1	standard polar	2025-10-24	2413.58
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_62	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2	standard polar	2025-10-24	1205.25
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_63	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](NC4=C(N3[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C4O)C(O)(O)[C@H]2O1	standard polar	2025-10-24	1987.27
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_64	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1160.99
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_65	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@H]3NC4=C(C(O)=NC(=N)N4[Si](C)(C)C)N([Si](C)(C)C)[C@H]3C(O)(O)[C@H]2O1	standard polar	2025-10-24	2526.0
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_66	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	2170.6
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_67	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2251.29
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_68	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2418.99
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_69	C[Si](C)(C)N1C2=C(C(O)=NC(=N)N2[Si](C)(C)C)N([Si](C)(C)C)[C@@H]2[C@H]1O[C@@H]1COP(=O)(O)O[C@@H]1C2(O)O	standard polar	2025-10-24	2750.11
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_70	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	3089.65
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_71	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2928.23
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_72	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	3860.02
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_73	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1515.11
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_74	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2045.74
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_75	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1764.74
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_76	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	1308.54
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_77	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(N[C@H]21)C(O)=NC(=N)N3[Si](C)(C)C	standard polar	2025-10-24	1757.08
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_78	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	1620.76
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_79	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)[NH]3)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	2298.55
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_80	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	2882.49
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_81	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	2720.81
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_82	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	2716.81
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_83	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1486.33
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_84	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	1939.99
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_85	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	1603.25
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_86	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	1003.96
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_87	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	2499.22
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_88	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	2790.64
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_89	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1587.3
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_90	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1858.39
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_91	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	3052.68
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_92	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	1584.73
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_93	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	1877.17
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_94	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2094.46
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_95	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1260.08
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_96	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	2538.05
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_97	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	2188.13
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_98	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	2023.09
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_99	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	3204.24
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_100	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	2725.85
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_101	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	2122.32
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_102	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2710.04
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_103	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	2178.82
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_104	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2206.86
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_105	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1856.32
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_106	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2951.42
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_107	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2	standard polar	2025-10-24	2052.14
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_108	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	1836.08
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_109	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O	standard polar	2025-10-24	2650.07
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_110	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	1165.89
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_111	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	1648.36
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_112	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1272.7
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_113	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1919.75
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_114	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2630.09
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_115	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	2377.36
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_116	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	1722.27
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_117	C[Si](C)(C)OP1(=O)OC[C@H]2O[C@@H]3[C@@H](N([Si](C)(C)C)C4=C(N3[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C4O)C(O)(O)[C@H]2O1	standard polar	2025-10-24	1682.86
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_118	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1159.14
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_119	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2718.91
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_120	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2622.65
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_121	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)[NH]1	standard polar	2025-10-24	2721.28
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_122	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1710.2
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_123	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1757.42
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_124	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1423.55
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_125	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	3375.14
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_126	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	1254.63
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_127	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	2714.5
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_128	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	191.707
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_129	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2671.11
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_130	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	3051.31
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_131	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C([NH]C(=N)N=C1O)N2[Si](C)(C)C	standard polar	2025-10-24	1858.7
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_132	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	1819.1
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_133	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1NC1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	2064.79
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_134	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1488.23
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_135	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@H]2NC3=C(C(O)=NC(=N)N3[Si](C)(C)C)N([Si](C)(C)C)[C@H]21	standard polar	2025-10-24	3308.01
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_136	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	1466.05
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_137	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2266.38
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_138	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	1443.65
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_139	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2522.06
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_140	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	3114.97
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_141	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2473.49
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_142	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	2364.04
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_143	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	1728.01
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_144	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O)O[Si](C)(C)C	standard polar	2025-10-24	1542.15
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_145	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2996.19
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_146	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1829.62
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_147	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2546.53
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_148	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	3233.57
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_149	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	661.772
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_150	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	1123.7
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_151	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2824.64
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_152	C[Si](C)(C)OC1(O)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	1445.37
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_153	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1994.93
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_154	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2154.55
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_155	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2905.23
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_156	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2168.97
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_157	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	284.559
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_158	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2619.71
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_159	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O)N2[Si](C)(C)C	standard polar	2025-10-24	2908.04
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_160	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	601.423
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_161	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	3496.51
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_162	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2136.94
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_163	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2	standard polar	2025-10-24	898.283
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_164	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	2506.85
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_165	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@H](N2)O[C@@H]2COP(=O)(O[Si](C)(C)C)O[C@@H]2C1(O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	3135.14
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_166	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2819.32
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_167	C[Si](C)(C)OC1=NC(=N)[NH]C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2061.77
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_168	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	1580.21
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_169	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1204.15
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_170	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2450.76
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_171	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2270.52
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_172	C[Si](C)(C)N=C1N=C(O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2989.35
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_173	C[Si](C)(C)OC1(O[Si](C)(C)C)[C@H]2OP(=O)(O[Si](C)(C)C)OC[C@H]2O[C@@H]2[C@H]1N([Si](C)(C)C)C1=C(N2[Si](C)(C)C)N([Si](C)(C)C)C(=N)N=C1O	standard polar	2025-10-24	1249.22
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_174	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2221.22
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_175	C[Si](C)(C)N=C1N=C(O)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2161.14
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_176	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	3428.13
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_177	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2084.34
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_178	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2179.75
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_179	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	2205.54
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_180	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	2766.08
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_181	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1841.85
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_182	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1977.99
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_183	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	3123.11
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_184	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2459.29
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_185	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1968.15
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_186	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]1N2[Si](C)(C)C	standard polar	2025-10-24	1824.06
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_187	C[Si](C)(C)OC1=NC(=N)N([Si](C)(C)C)C2=C1N([Si](C)(C)C)[C@@H]1[C@@H](O[C@@H]3COP(=O)(O[Si](C)(C)C)O[C@@H]3C1(O[Si](C)(C)C)O[Si](C)(C)C)N2[Si](C)(C)C	standard polar	2025-10-24	3316.39
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_188	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1689.48
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_189	C[Si](C)(C)N=C1N=C(O)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O[Si](C)(C)C)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	1483.1
Gas Chromatography	Cyclic pyranopterin monophosphate_TMS_190	C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)C2=C(N([Si](C)(C)C)[C@@H]3O[C@@H]4COP(=O)(O[Si](C)(C)C)O[C@@H]4C(O)(O[Si](C)(C)C)[C@@H]3N2[Si](C)(C)C)N1[Si](C)(C)C	standard polar	2025-10-24	2377.39

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0193380	Molybdopterin synthase sulfur carrier subunit	Enzyme	O96033	Homo sapiens
MMDBp0193381	Molybdopterin synthase catalytic subunit	Enzyme	O96007	Homo sapiens
MMDBp0193383	Molybdenum cofactor biosynthesis protein 1	Unknown	Q9NZB8	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
GTP Degradation and Molybdenum Cofactor Biosynthesis

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018838	Guanosine triphosphate	Cyclic pyranopterin monophosphate	GTP 3',8-cyclase	Cycle formation	PathBank	31602464
MMDBr0018839	Cyclic pyranopterin monophosphate	Molybdopterin	Molybdopterin synthase sulfur carrier subunit	Synthesis	PathBank	31602464
MMDBr0024809	Cyclic pyranopterin monophosphate	Molybdopterin	Molybdopterin synthase catalytic subunit	Synthesis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	227	Human ; Human feces; Human feces; pleural fluid plaque; bal; Pig ; Cattle ; Turkey ; Sheep ; Chicken	Unknown
Archaea/Archaea	Crenarchaeota	4
Bacteria/Eubacteria	Firmicutes	70	Human feces; Human ; Catfish ; Cattle
Bacteria/Eubacteria	Aquificae	1
Archaea/Archaea	Euryarchaeota	20
Bacteria	Proteobacteria	5	Human ; Human feces; Human feces; pleural fluid plaque; bal; Pig ; Cattle ; Turkey ; Sheep ; Chicken	Unknown
Bacteria/Eubacteria	Chloroflexi	7
Bacteria/Eubacteria	Actinobacteria	10	Cattle ; Human
Bacteria/Eubacteria	Deinococcus-thermus	2
Bacteria/Eubacteria	Cyanobacteria	5
Bacteria	Actinobacteria	1	Cattle ; Human
Bacteria	Firmicutes	1	Human feces; Human ; Catfish ; Cattle
Bacteria/Eubacteria	Planctomycetes	1
Archaea	Crenarchaeota	1
Bacteria/Eubacteria	Bacteroidetes	1
Bacteria/Eubacteria	Chlorobi	1
Bacteria	nah	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0304838

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030760

KNApSAcK ID

Not Available

Chemspider ID

17221217

KEGG Compound ID

C18239

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16061579

PDB ID

Not Available

ChEBI ID

60210

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Cyclic pyranopterin monophosphate (MMDBc0030209)

MOL for #<Metabolite:0x00007f9aaf9e7680>

3D MOL for #<Metabolite:0x00007f9aaf9e7680>

3D SDF for #<Metabolite:0x00007f9aaf9e7680>

3D-SDF for #<Metabolite:0x00007f9aaf9e7680>

PDB for #<Metabolite:0x00007f9aaf9e7680>

3D PDB for #<Metabolite:0x00007f9aaf9e7680>

SMILES for #<Metabolite:0x00007f9aaf9e7680>

INCHI for #<Metabolite:0x00007f9aaf9e7680>

Structure for #<Metabolite:0x00007f9aaf9e7680>

3D Structure for #<Metabolite:0x00007f9aaf9e7680>