MiMeDB: Showing metabocard for SB 253517 (MMDBc0003799)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:05:43 UTC

Update Date

2025-10-07 16:04:46 UTC

Metabolite ID

MMDBc0003799

Metabolite Identification

Common Name

SB 253517

Description

SB 253517 is a metabolite belonging to the class of compounds known as small molecules. There is limited literature available on this metabolite, indicating a need for further research to understand its properties and potential biological effects.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152100052D          

 49 51  0  0  1  0            999 V2000
   -2.7487  -11.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7957  -11.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9788  -11.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372  -12.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673  -11.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744  -12.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443  -12.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859  -12.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558  -12.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975  -12.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674  -12.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090  -13.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789  -12.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2823  -11.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7206  -13.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6416  -12.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9746  -12.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1321  -13.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9552  -13.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5657  -11.4804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4905  -13.0362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9380  -12.9060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7252  -13.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9021  -13.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3136  -13.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940  -10.6655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4639  -10.3691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1055  -10.8877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9772  -11.7027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0581  -13.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5437  -13.7771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7618  -12.8620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0304  -12.4436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4419  -12.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524  -10.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922   -9.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8755  -10.5914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8552  -13.8448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073  -11.9990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6188  -12.2213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4175  -14.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8269  -14.8143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240  -10.9618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3622  -13.8512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1141  -12.9499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223   -9.8505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3356  -11.1841    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339  -10.0728    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7471  -11.4063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
 20  2  1  1  0  0  0
 21 15  1  0  0  0  0
 21 18  1  0  0  0  0
 22 16  1  0  0  0  0
 23 19  2  0  0  0  0
 23 22  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 31 24  2  0  0  0  0
 31 25  1  4  0  0  0
 32 17  1  0  0  0  0
 32 22  1  0  0  0  0
 32 30  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  2  0  0  0  0
 26 35  1  6  0  0  0
 27 36  1  6  0  0  0
 28 37  1  1  0  0  0
 38 30  2  0  0  0  0
 39 20  1  0  0  0  0
 39 29  1  0  0  0  0
 21 40  1  1  0  0  0
 29 40  1  6  0  0  0
 41 23  1  0  0  0  0
 41 30  1  0  0  0  0
 42 19  1  0  0  0  0
 20 43  1  6  0  0  0
 21 44  1  1  0  0  0
 22 45  1  6  0  0  0
 26 46  1  1  0  0  0
 27 47  1  6  0  0  0
 28 48  1  6  0  0  0
 29 49  1  1  0  0  0
M  END


  Mrv1652305152100052D          

 49 51  0  0  1  0            999 V2000
   -2.7487  -11.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7957  -11.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9788  -11.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3372  -12.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5673  -11.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744  -12.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443  -12.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859  -12.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2558  -12.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8975  -12.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6674  -12.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090  -13.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789  -12.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2823  -11.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7206  -13.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6416  -12.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9746  -12.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1321  -13.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9552  -13.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5657  -11.4804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4905  -13.0362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9380  -12.9060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7252  -13.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9021  -13.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3136  -13.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940  -10.6655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4639  -10.3691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1055  -10.8877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9772  -11.7027    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0581  -13.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5437  -13.7771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7618  -12.8620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0304  -12.4436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4419  -12.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0524  -10.1468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922   -9.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8755  -10.5914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8552  -13.8448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073  -11.9990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6188  -12.2213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4175  -14.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8269  -14.8143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9240  -10.9618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3622  -13.8512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1141  -12.9499    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223   -9.8505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3356  -11.1841    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339  -10.0728    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7471  -11.4063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
 20  2  1  1  0  0  0
 21 15  1  0  0  0  0
 21 18  1  0  0  0  0
 22 16  1  0  0  0  0
 23 19  2  0  0  0  0
 23 22  1  0  0  0  0
 24 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
 29 28  1  0  0  0  0
 31 24  2  0  0  0  0
 31 25  1  4  0  0  0
 32 17  1  0  0  0  0
 32 22  1  0  0  0  0
 32 30  1  0  0  0  0
 33 24  1  0  0  0  0
 34 25  2  0  0  0  0
 26 35  1  6  0  0  0
 27 36  1  6  0  0  0
 28 37  1  1  0  0  0
 38 30  2  0  0  0  0
 39 20  1  0  0  0  0
 39 29  1  0  0  0  0
 21 40  1  1  0  0  0
 29 40  1  6  0  0  0
 41 23  1  0  0  0  0
 41 30  1  0  0  0  0
 42 19  1  0  0  0  0
 20 43  1  6  0  0  0
 21 44  1  1  0  0  0
 22 45  1  6  0  0  0
 26 46  1  1  0  0  0
 27 47  1  6  0  0  0
 28 48  1  6  0  0  0
 29 49  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003799

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C(=O)N=C(O)C[C@]([H])(CCCCCCCCCCCCC)O[C@]1([H])O[C@@]([H])(C)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)=C1/OC(=O)N2CCC[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H50N2O9/c1-3-4-5-6-7-8-9-10-11-12-13-15-21(40-29-28(37)27(36)26(35)20(2)39-29)18-24(33)31-25(34)19-23-22-16-14-17-32(22)30(38)41-23/h19-22,26-29,35-37H,3-18H2,1-2H3,(H,31,33,34)/b23-19+/t20-,21-,22+,26-,27+,28+,29-/m0/s1

> <INCHI_KEY>
ACEGJCGROBMIPR-RECQNDHXSA-N

> <FORMULA>
C30H50N2O9

> <MOLECULAR_WEIGHT>
582.735

> <EXACT_MASS>
582.351631198

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
65.03360689574544

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-N-{2-[(1E,7aR)-3-oxo-hexahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl}-3-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexadecanimidic acid

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
4.051096972999999

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.224389875725509

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.25586058017411

> <JCHEM_PKA_STRONGEST_BASIC>
-2.599415961389212

> <JCHEM_POLAR_SURFACE_AREA>
158.34999999999997

> <JCHEM_REFRACTIVITY>
151.7382

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-N-{2-[(1E,7aR)-3-oxo-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl}-3-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexadecanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -5.131 -22.398   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.085 -21.983   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.694 -21.845   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.496 -22.813   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.059 -22.260   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.139 -23.228   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.576 -22.675   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.774 -23.643   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.211 -23.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.409 -24.058   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.846 -23.505   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.043 -24.473   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.481 -23.919   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.060 -21.684   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.678 -24.888   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.864 -22.654   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.353 -22.521   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.313 -25.302   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.583 -26.132   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.523 -21.430   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.116 -24.334   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.418 -24.091   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.020 -25.579   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.750 -24.749   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.385 -25.164   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.762 -19.909   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.199 -19.356   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.397 -20.324   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.157 -21.845   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      22.509 -25.446   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      15.948 -25.717   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      21.955 -24.009   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0      14.990 -23.228   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      17.625 -23.643   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.564 -18.941   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      10.439 -17.834   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      12.834 -19.771   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      23.996 -25.844   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       9.720 -22.398   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      12.355 -22.813   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      21.313 -26.417   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0      18.344 -27.653   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       7.325 -20.462   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      11.876 -25.856   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      18.880 -24.173   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       9.002 -18.388   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       9.960 -20.877   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      11.637 -18.802   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      12.595 -21.292   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   20                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   15                                                       
CONECT   14   16   17                                                       
CONECT   15   13   21                                                       
CONECT   16   14   22                                                       
CONECT   17   14   32                                                       
CONECT   18   21   24                                                       
CONECT   19   23   25   42                                                  
CONECT   20    2   26   39   43                                             
CONECT   21   15   18   40   44                                             
CONECT   22   16   23   32   45                                             
CONECT   23   19   22   41                                                  
CONECT   24   18   31   33                                                  
CONECT   25   19   31   34                                                  
CONECT   26   20   27   35   46                                             
CONECT   27   26   28   36   47                                             
CONECT   28   27   29   37   48                                             
CONECT   29   28   39   40   49                                             
CONECT   30   32   38   41                                                  
CONECT   31   24   25                                                       
CONECT   32   17   22   30                                                  
CONECT   33   24                                                            
CONECT   34   25                                                            
CONECT   35   26                                                            
CONECT   36   27                                                            
CONECT   37   28                                                            
CONECT   38   30                                                            
CONECT   39   20   29                                                       
CONECT   40   21   29                                                       
CONECT   41   23   30                                                       
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   22                                                            
CONECT   46   26                                                            
CONECT   47   27                                                            
CONECT   48   28                                                            
CONECT   49   29                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  102    0
END

Synonyms

Not Available

Molecular Formula

C₃₀H₅₀N₂O₉

Average Mass

582.735

Monoisotopic Mass

582.351631198

IUPAC Name

(3S)-N-{2-[(1E,7aR)-3-oxo-hexahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl}-3-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexadecanimidic acid

Traditional Name

(3S)-N-{2-[(1E,7aR)-3-oxo-tetrahydropyrrolo[1,2-c][1,3]oxazol-1-ylidene]acetyl}-3-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexadecanimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(C(=O)N=C(O)C[C@]([H])(CCCCCCCCCCCCC)O[C@]1([H])O[C@@]([H])(C)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)=C1/OC(=O)N2CCC[C@]12[H]

InChI Identifier

InChI=1S/C30H50N2O9/c1-3-4-5-6-7-8-9-10-11-12-13-15-21(40-29-28(37)27(36)26(35)20(2)39-29)18-24(33)31-25(34)19-23-22-16-14-17-32(22)30(38)41-23/h19-22,26-29,35-37H,3-18H2,1-2H3,(H,31,33,34)/b23-19+/t20-,21-,22+,26-,27+,28+,29-/m0/s1

InChI Key

ACEGJCGROBMIPR-RECQNDHXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
N-acyl-amine
Oxane
Oxazolidinone
Carboxylic acid imide
Dicarboximide
Enol ester
Carboxylic acid imide, n-unsubstituted
Oxazolidine
Carbamic acid ester
Pyrrolidine
Secondary alcohol
Carbonic acid derivative
Azacycle
Acetal
Oxacycle
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Organooxygen compound
Organopnictogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	3.71	ALOGPS
logP	4.05	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.35 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	151.74 m³·mol⁻¹	ChemAxon
Polarizability	65.03 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	Yes	ChemAxon

Spectra

Not Available

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	142.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	66.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	685.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	779.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	735.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	164.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3567.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	182.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	292.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	603.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	71.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	168.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	237.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	8.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	171.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	347.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	520.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2006.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1492.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	SB 253517_TMS_1	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2092.92
Gas Chromatography	SB 253517_TMS_2	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	2664.47
Gas Chromatography	SB 253517_TMS_3	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2317.44
Gas Chromatography	SB 253517_TMS_4	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2146.68
Gas Chromatography	SB 253517_TMS_5	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1971.07
Gas Chromatography	SB 253517_TMS_6	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1045.43
Gas Chromatography	SB 253517_TMS_7	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2832.32
Gas Chromatography	SB 253517_TMS_8	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1784.87
Gas Chromatography	SB 253517_TMS_9	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1936.24
Gas Chromatography	SB 253517_TMS_10	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2320.99
Gas Chromatography	SB 253517_TMS_11	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1300.16
Gas Chromatography	SB 253517_TMS_12	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	294.652
Gas Chromatography	SB 253517_TMS_13	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1332.3
Gas Chromatography	SB 253517_TMS_14	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1217.07
Gas Chromatography	SB 253517_TMS_15	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-23	3058.28
Gas Chromatography	SB 253517_TMS_1	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1840.08
Gas Chromatography	SB 253517_TMS_2	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	3194.8
Gas Chromatography	SB 253517_TMS_3	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2320.24
Gas Chromatography	SB 253517_TMS_4	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2503.68
Gas Chromatography	SB 253517_TMS_5	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	4209.27
Gas Chromatography	SB 253517_TMS_6	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	3802.58
Gas Chromatography	SB 253517_TMS_7	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1894.59
Gas Chromatography	SB 253517_TMS_8	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1851.63
Gas Chromatography	SB 253517_TMS_9	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1686.7
Gas Chromatography	SB 253517_TMS_10	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	1793.22
Gas Chromatography	SB 253517_TMS_11	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1786.54
Gas Chromatography	SB 253517_TMS_12	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2914.01
Gas Chromatography	SB 253517_TMS_13	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2333.4
Gas Chromatography	SB 253517_TMS_14	CCCCCCCCCCCCC[C@@H](CC(O)=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	2024.52
Gas Chromatography	SB 253517_TMS_15	CCCCCCCCCCCCC[C@@H](CC(=NC(=O)/C=C1/OC(=O)N2CCC[C@H]12)O[Si](C)(C)C)O[C@@H]1O[C@@H](C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-23	523.614

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	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human subgingival plaque	Metabolic reconstruction

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

78442502

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583945

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for SB 253517 (MMDBc0003799)

MOL for #<Metabolite:0x00007f2e2c8b9280>

3D MOL for #<Metabolite:0x00007f2e2c8b9280>

3D SDF for #<Metabolite:0x00007f2e2c8b9280>

3D-SDF for #<Metabolite:0x00007f2e2c8b9280>

PDB for #<Metabolite:0x00007f2e2c8b9280>

3D PDB for #<Metabolite:0x00007f2e2c8b9280>

SMILES for #<Metabolite:0x00007f2e2c8b9280>

INCHI for #<Metabolite:0x00007f2e2c8b9280>

Structure for #<Metabolite:0x00007f2e2c8b9280>

3D Structure for #<Metabolite:0x00007f2e2c8b9280>