MiMeDB: Showing metabocard for 8-oxo-GMP (MMDBc0055660)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:01:29 UTC

Update Date

2025-10-07 16:09:16 UTC

Metabolite ID

MMDBc0055660

Metabolite Identification

Common Name

8-oxo-GMP

Description

8-oxo-GMP is a modified nucleotide belonging to the class of oxidized guanosine monophosphates. Its chemical structure features an oxidized guanine base, which is a result of oxidative stress, leading to the formation of reactive oxygen species. In cellular pathways, 8-oxo-GMP is involved in nucleotide metabolism, particularly through its conversion and interconversion with other oxidized nucleotides. For instance, it can be produced from the hydrolysis of 8-oxo-GTP and 8-oxo-dGTP by specific enzymes such as GTP cyclohydrolase II (PMID:9756871 ). Moreover, the MutT protein plays a crucial role in preventing the misincorporation of 8-oxo-GMP into DNA by cleaving 8-oxo-GTP and 8-oxo-GDP, thus regulating its levels and preventing the formation of 8-oxo-GDP from 8-oxo-GMP (PMID:23376345 ). Additionally, purified enzymes exhibit 5' nucleotidase activity on 8-oxo-GMP, highlighting its biochemical relevance (PMID:20658964 ). Overall, 8-oxo-GMP serves as a significant intermediate in the oxidative nucleotide metabolism, reflecting the cellular response to oxidative damage.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222012D          

 29 31  0  0  1  0            999 V2000
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.9391   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -3.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7867   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.8642    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4164   -3.6139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -2.0824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -1.5666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15  6  1  0  0  0  0
  8 15  1  1  0  0  0
 15 10  1  0  0  0  0
  4 16  1  6  0  0  0
  5 17  1  6  0  0  0
 18  7  1  0  0  0  0
 19 10  1  0  0  0  0
 23  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24  8  1  0  0  0  0
 25 20  1  0  0  0  0
 25 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  1  0  0  0  0
  2 26  1  6  0  0  0
  4 27  1  1  0  0  0
  5 28  1  1  0  0  0
  8 29  1  6  0  0  0
M  CHG  2  18  -1  19  -1
M  END


  Mrv1652306172222012D          

 29 31  0  0  1  0            999 V2000
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.9391   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -3.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7867   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.8642    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4164   -3.6139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -2.0824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -1.5666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15  6  1  0  0  0  0
  8 15  1  1  0  0  0
 15 10  1  0  0  0  0
  4 16  1  6  0  0  0
  5 17  1  6  0  0  0
 18  7  1  0  0  0  0
 19 10  1  0  0  0  0
 23  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24  8  1  0  0  0  0
 25 20  1  0  0  0  0
 25 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  1  0  0  0  0
  2 26  1  6  0  0  0
  4 27  1  1  0  0  0
  5 28  1  1  0  0  0
  8 29  1  6  0  0  0
M  CHG  2  18  -1  19  -1
M  END
> <DATABASE_ID>
MMDBc0055660

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(O)(O)=O)O[C@@]([H])(N2C([O-])=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O9P/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(24-8)1-23-25(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H2,20,21,22)(H3,11,13,14,18)/p-2/t2-,4-,5-,8-/m1/s1

> <INCHI_KEY>
MDSQIQSLWQTQDK-UMMCILCDSA-L

> <FORMULA>
C10H12N5O9P

> <MOLECULAR_WEIGHT>
377.207

> <EXACT_MASS>
377.038361144

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.938506047538617

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-3,9-dihydro-2H-purine-6,8-bis(olate)

> <JCHEM_LOGP>
-2.0428022436087367

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.238246093846934

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.281259640144012

> <JCHEM_PKA_STRONGEST_BASIC>
0.31144697525945264

> <JCHEM_POLAR_SURFACE_AREA>
228.62999999999997

> <JCHEM_REFRACTIVITY>
108.62990000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-3H-purine-6,8-bis(olate)

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -3.454  -6.934   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.208  -6.029   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.744  -6.505   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.161  -5.259   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.198  -2.843   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -0.268  -7.970   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.701  -5.259   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0      -2.713  -1.303   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0      -7.353  -8.118   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -7.012  -5.967   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.202  -8.459   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.861  -6.308   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.208  -4.489   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      -6.107  -7.213   0.000  0.00  0.00           P+0
HETATM   26  H   UNK     0      -1.967  -7.550   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.777  -6.746   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.861  -3.887   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.833  -2.924   0.000  0.00  0.00           H+0
CONECT    1    2   23                                                       
CONECT    2    1    4   24   26                                             
CONECT    3    6    7   12                                                  
CONECT    4    2    5   16   27                                             
CONECT    5    4    8   17   28                                             
CONECT    6    3   13   15                                                  
CONECT    7    3   14   18                                                  
CONECT    8    5   15   24   29                                             
CONECT    9   11   13   14                                                  
CONECT   10   12   15   19                                                  
CONECT   11    9                                                            
CONECT   12    3   10                                                       
CONECT   13    6    9                                                       
CONECT   14    7    9                                                       
CONECT   15    6    8   10                                                  
CONECT   16    4                                                            
CONECT   17    5                                                            
CONECT   18    7                                                            
CONECT   19   10                                                            
CONECT   20   25                                                            
CONECT   21   25                                                            
CONECT   22   25                                                            
CONECT   23    1   25                                                       
CONECT   24    2    8                                                       
CONECT   25   20   21   22   23                                             
CONECT   26    2                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    8                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

Synonyms

Value	Source
9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-3,9-dihydro-2H-purine-6,8-bis(olic acid)	Generator

Molecular Formula

C₁₀H₁₂N₅O₉P

Average Mass

377.207

Monoisotopic Mass

377.038361144

IUPAC Name

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-3,9-dihydro-2H-purine-6,8-bis(olate)

Traditional Name

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-2-imino-3H-purine-6,8-bis(olate)

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP(O)(O)=O)O[C@@]([H])(N2C([O-])=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C10H14N5O9P/c11-9-13-6-3(7(18)14-9)12-10(19)15(6)8-5(17)4(16)2(24-8)1-23-25(20,21)22/h2,4-5,8,16-17H,1H2,(H,12,19)(H2,20,21,22)(H3,11,13,14,18)/p-2/t2-,4-,5-,8-/m1/s1

InChI Key

MDSQIQSLWQTQDK-UMMCILCDSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Pentose monosaccharide
Purinone
Imidazopyrimidine
Purine
Aminopyrimidine
Pyrimidone
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Vinylogous amide
Oxolane
Azole
Heteroaromatic compound
Imidazole
Secondary alcohol
Urea
1,2-diol
Organoheterocyclic compound
Azacycle
Oxacycle
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Amine
Primary amine
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2	ChemAxon
pKa (Strongest Acidic)	1.28	ChemAxon
pKa (Strongest Basic)	0.31	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	228.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.63 m³·mol⁻¹	ChemAxon
Polarizability	30.94 Å³	ChemAxon
Number of Rings	3	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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	8-oxo-GMP_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C([O-])=NC2=C1[NH]C(=N)N=C2[O-]	standard non polar	2025-10-24	2005.95
Gas Chromatography	8-oxo-GMP_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O	standard non polar	2025-10-24	2656.57
Gas Chromatography	8-oxo-GMP_TMS_3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2347.5
Gas Chromatography	8-oxo-GMP_TMS_4	C[Si](C)(C)N1C(=N)N=C([O-])C2=C1N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)C([O-])=N2	standard non polar	2025-10-24	1775.3
Gas Chromatography	8-oxo-GMP_TMS_5	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)C([O-])=N2	standard non polar	2025-10-24	1420.49
Gas Chromatography	8-oxo-GMP_TMS_6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1777.06
Gas Chromatography	8-oxo-GMP_TMS_7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1[NH]C(=N)N=C2[O-]	standard non polar	2025-10-24	1468.67
Gas Chromatography	8-oxo-GMP_TMS_8	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard non polar	2025-10-24	1896.06
Gas Chromatography	8-oxo-GMP_TMS_9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C([O-])=NC2=C1N([Si](C)(C)C)C(=N)N=C2[O-]	standard non polar	2025-10-24	2012.08
Gas Chromatography	8-oxo-GMP_TMS_10	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O	standard non polar	2025-10-24	1956.13
Gas Chromatography	8-oxo-GMP_TMS_11	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O)C([O-])=N2	standard non polar	2025-10-24	2139.46
Gas Chromatography	8-oxo-GMP_TMS_12	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O	standard non polar	2025-10-24	504.214
Gas Chromatography	8-oxo-GMP_TMS_13	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-24	2829.19
Gas Chromatography	8-oxo-GMP_TMS_14	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O)C([O-])=N2	standard non polar	2025-10-24	2872.09
Gas Chromatography	8-oxo-GMP_TMS_15	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2021.69
Gas Chromatography	8-oxo-GMP_TMS_16	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2188.71
Gas Chromatography	8-oxo-GMP_TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2507.79
Gas Chromatography	8-oxo-GMP_TMS_18	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard non polar	2025-10-24	2846.38
Gas Chromatography	8-oxo-GMP_TMS_19	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2593.18
Gas Chromatography	8-oxo-GMP_TMS_20	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1[NH]C(=N)N=C2[O-]	standard non polar	2025-10-24	1655.74
Gas Chromatography	8-oxo-GMP_TMS_21	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard non polar	2025-10-24	2363.51
Gas Chromatography	8-oxo-GMP_TMS_22	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1N([Si](C)(C)C)C(=N)N=C2[O-]	standard non polar	2025-10-24	1246.25
Gas Chromatography	8-oxo-GMP_TMS_23	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1424.89
Gas Chromatography	8-oxo-GMP_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O	standard non polar	2025-10-24	2179.97
Gas Chromatography	8-oxo-GMP_TMS_25	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)C([O-])=N2	standard non polar	2025-10-24	1621.41
Gas Chromatography	8-oxo-GMP_TMS_26	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O	standard non polar	2025-10-24	2328.58
Gas Chromatography	8-oxo-GMP_TMS_27	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2378.33
Gas Chromatography	8-oxo-GMP_TMS_28	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O)C([O-])=N2	standard non polar	2025-10-24	2395.45
Gas Chromatography	8-oxo-GMP_TMS_29	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-24	2038.65
Gas Chromatography	8-oxo-GMP_TMS_30	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1458.54
Gas Chromatography	8-oxo-GMP_TMS_31	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1360.35
Gas Chromatography	8-oxo-GMP_TMS_32	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard non polar	2025-10-24	2781.03
Gas Chromatography	8-oxo-GMP_TMS_33	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2964.42
Gas Chromatography	8-oxo-GMP_TMS_34	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	3465.28
Gas Chromatography	8-oxo-GMP_TMS_35	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard non polar	2025-10-24	1638.85
Gas Chromatography	8-oxo-GMP_TMS_36	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1N([Si](C)(C)C)C(=N)N=C2[O-]	standard non polar	2025-10-24	2558.88
Gas Chromatography	8-oxo-GMP_TMS_37	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1399.94
Gas Chromatography	8-oxo-GMP_TMS_38	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)C([O-])=N2	standard non polar	2025-10-24	925.962
Gas Chromatography	8-oxo-GMP_TMS_39	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O	standard non polar	2025-10-24	2305.17
Gas Chromatography	8-oxo-GMP_TMS_40	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1614.06
Gas Chromatography	8-oxo-GMP_TMS_41	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1980.54
Gas Chromatography	8-oxo-GMP_TMS_42	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard non polar	2025-10-24	1944.67
Gas Chromatography	8-oxo-GMP_TMS_43	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2691.0
Gas Chromatography	8-oxo-GMP_TMS_44	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2648.94
Gas Chromatography	8-oxo-GMP_TMS_45	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2625.34
Gas Chromatography	8-oxo-GMP_TMS_46	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	1655.4
Gas Chromatography	8-oxo-GMP_TMS_47	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2174.68
Gas Chromatography	8-oxo-GMP_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C([O-])=NC2=C1[NH]C(=N)N=C2[O-]	standard polar	2025-10-24	1729.06
Gas Chromatography	8-oxo-GMP_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O	standard polar	2025-10-24	2271.2
Gas Chromatography	8-oxo-GMP_TMS_3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@H](O)[C@@H]1O	standard polar	2025-10-24	1806.67
Gas Chromatography	8-oxo-GMP_TMS_4	C[Si](C)(C)N1C(=N)N=C([O-])C2=C1N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)C([O-])=N2	standard polar	2025-10-24	2203.92
Gas Chromatography	8-oxo-GMP_TMS_5	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)C([O-])=N2	standard polar	2025-10-24	1824.56
Gas Chromatography	8-oxo-GMP_TMS_6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1863.33
Gas Chromatography	8-oxo-GMP_TMS_7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1[NH]C(=N)N=C2[O-]	standard polar	2025-10-24	2656.21
Gas Chromatography	8-oxo-GMP_TMS_8	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard polar	2025-10-24	2565.57
Gas Chromatography	8-oxo-GMP_TMS_9	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C([O-])=NC2=C1N([Si](C)(C)C)C(=N)N=C2[O-]	standard polar	2025-10-24	1540.34
Gas Chromatography	8-oxo-GMP_TMS_10	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O	standard polar	2025-10-24	1427.53
Gas Chromatography	8-oxo-GMP_TMS_11	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O)C([O-])=N2	standard polar	2025-10-24	1766.39
Gas Chromatography	8-oxo-GMP_TMS_12	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O	standard polar	2025-10-24	2459.5
Gas Chromatography	8-oxo-GMP_TMS_13	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-24	1772.49
Gas Chromatography	8-oxo-GMP_TMS_14	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O)C([O-])=N2	standard polar	2025-10-24	1956.43
Gas Chromatography	8-oxo-GMP_TMS_15	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@H](O)[C@@H]1O	standard polar	2025-10-24	2037.44
Gas Chromatography	8-oxo-GMP_TMS_16	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	1648.58
Gas Chromatography	8-oxo-GMP_TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1460.21
Gas Chromatography	8-oxo-GMP_TMS_18	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard polar	2025-10-24	1571.05
Gas Chromatography	8-oxo-GMP_TMS_19	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1759.62
Gas Chromatography	8-oxo-GMP_TMS_20	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1[NH]C(=N)N=C2[O-]	standard polar	2025-10-24	1925.16
Gas Chromatography	8-oxo-GMP_TMS_21	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard polar	2025-10-24	2072.2
Gas Chromatography	8-oxo-GMP_TMS_22	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1N([Si](C)(C)C)C(=N)N=C2[O-]	standard polar	2025-10-24	1912.87
Gas Chromatography	8-oxo-GMP_TMS_23	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	2542.88
Gas Chromatography	8-oxo-GMP_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O	standard polar	2025-10-24	2434.71
Gas Chromatography	8-oxo-GMP_TMS_25	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)C([O-])=N2	standard polar	2025-10-24	2304.73
Gas Chromatography	8-oxo-GMP_TMS_26	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O	standard polar	2025-10-24	2084.27
Gas Chromatography	8-oxo-GMP_TMS_27	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	772.047
Gas Chromatography	8-oxo-GMP_TMS_28	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O)C([O-])=N2	standard polar	2025-10-24	439.722
Gas Chromatography	8-oxo-GMP_TMS_29	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-24	3245.59
Gas Chromatography	8-oxo-GMP_TMS_30	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	2065.41
Gas Chromatography	8-oxo-GMP_TMS_31	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2[NH]C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2064.41
Gas Chromatography	8-oxo-GMP_TMS_32	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard polar	2025-10-24	1189.38
Gas Chromatography	8-oxo-GMP_TMS_33	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1248.36
Gas Chromatography	8-oxo-GMP_TMS_34	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	949.098
Gas Chromatography	8-oxo-GMP_TMS_35	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard polar	2025-10-24	2676.31
Gas Chromatography	8-oxo-GMP_TMS_36	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C([O-])=NC2=C1N([Si](C)(C)C)C(=N)N=C2[O-]	standard polar	2025-10-24	2616.93
Gas Chromatography	8-oxo-GMP_TMS_37	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	2495.95
Gas Chromatography	8-oxo-GMP_TMS_38	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)C([O-])=N2	standard polar	2025-10-24	1976.71
Gas Chromatography	8-oxo-GMP_TMS_39	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O	standard polar	2025-10-24	1345.74
Gas Chromatography	8-oxo-GMP_TMS_40	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	2656.98
Gas Chromatography	8-oxo-GMP_TMS_41	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	3506.53
Gas Chromatography	8-oxo-GMP_TMS_42	C[Si](C)(C)N=C1N=C([O-])C2=C([NH]1)N([C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)C([O-])=N2	standard polar	2025-10-24	3307.21
Gas Chromatography	8-oxo-GMP_TMS_43	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C([O-])=NC3=C2N([Si](C)(C)C)C(=N)N=C3[O-])[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2541.54
Gas Chromatography	8-oxo-GMP_TMS_44	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	552.903
Gas Chromatography	8-oxo-GMP_TMS_45	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	2413.24
Gas Chromatography	8-oxo-GMP_TMS_46	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	911.964
Gas Chromatography	8-oxo-GMP_TMS_47	C[Si](C)(C)N=C1N=C([O-])C2=C(N([C@@H]3O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C([O-])=N2)N1[Si](C)(C)C	standard polar	2025-10-24	1790.75

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

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

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
Bacteria/Eubacteria	Actinobacteria	2	Human
Bacteria	Proteobacteria	2	Human
Bacteria/Eubacteria	Proteobacteria	3	Human

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173374

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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 8-oxo-GMP (MMDBc0055660)

MOL for #<Metabolite:0x00007fadc6809820>

3D MOL for #<Metabolite:0x00007fadc6809820>

3D SDF for #<Metabolite:0x00007fadc6809820>

3D-SDF for #<Metabolite:0x00007fadc6809820>

PDB for #<Metabolite:0x00007fadc6809820>

3D PDB for #<Metabolite:0x00007fadc6809820>

SMILES for #<Metabolite:0x00007fadc6809820>

INCHI for #<Metabolite:0x00007fadc6809820>

Structure for #<Metabolite:0x00007fadc6809820>

3D Structure for #<Metabolite:0x00007fadc6809820>