MiMeDB: Showing metabocard for 15Î±-acetyl-dehydrosulphurenic acid, (MMDBc0009096)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:43:47 UTC

Update Date

2025-10-07 16:05:33 UTC

Metabolite ID

MMDBc0009096

Metabolite Identification

Common Name

15Î±-acetyl-dehydrosulphurenic acid,

Description

15Î±-acetyl-dehydrosulphurenic acid is a secondary metabolite belonging to the class of organic compounds known as terpenoids. There is limited literature available on this metabolite, indicating that further research is needed to fully understand its properties and potential biological significance.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152103432D          

 43 46  0  0  1  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    0.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531   -2.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -3.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5298   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1708   -2.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8911   -3.0578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5917   -1.5870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3633   -0.7001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6687   -0.1189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -1.4885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431   -2.4447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234   -0.2314    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 20  3  2  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 22 11  1  1  0  0  0
 23 14  2  0  0  0  0
 24 12  2  0  0  0  0
 24 23  1  0  0  0  0
 25 18  1  0  0  0  0
 25 22  1  1  0  0  0
 26 13  1  0  0  0  0
 27 15  1  0  0  0  0
 28 18  1  0  0  0  0
 29 22  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  7  1  6  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 31 26  1  0  0  0  0
 32  8  1  6  0  0  0
 32 17  1  0  0  0  0
 32 25  1  0  0  0  0
 33  9  1  1  0  0  0
 33 24  1  0  0  0  0
 33 28  1  0  0  0  0
 33 32  1  0  0  0  0
 34 21  2  0  0  0  0
 27 35  1  6  0  0  0
 36 29  2  0  0  0  0
 37 29  1  0  0  0  0
 38 21  1  0  0  0  0
 28 38  1  1  0  0  0
 22 39  1  6  0  0  0
 25 40  1  1  0  0  0
 26 41  1  1  0  0  0
 27 42  1  1  0  0  0
 28 43  1  6  0  0  0
M  END


  Mrv1652305152103432D          

 43 46  0  0  1  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5126    0.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531   -2.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -3.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8482   -0.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5298   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1708   -2.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8911   -3.0578    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5917   -1.5870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3633   -0.7001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6687   -0.1189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -1.4885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431   -2.4447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234   -0.2314    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 20  3  2  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 22 11  1  1  0  0  0
 23 14  2  0  0  0  0
 24 12  2  0  0  0  0
 24 23  1  0  0  0  0
 25 18  1  0  0  0  0
 25 22  1  1  0  0  0
 26 13  1  0  0  0  0
 27 15  1  0  0  0  0
 28 18  1  0  0  0  0
 29 22  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  7  1  6  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 31 26  1  0  0  0  0
 32  8  1  6  0  0  0
 32 17  1  0  0  0  0
 32 25  1  0  0  0  0
 33  9  1  1  0  0  0
 33 24  1  0  0  0  0
 33 28  1  0  0  0  0
 33 32  1  0  0  0  0
 34 21  2  0  0  0  0
 27 35  1  6  0  0  0
 36 29  2  0  0  0  0
 37 29  1  0  0  0  0
 38 21  1  0  0  0  0
 28 38  1  1  0  0  0
 22 39  1  6  0  0  0
 25 40  1  1  0  0  0
 26 41  1  1  0  0  0
 27 42  1  1  0  0  0
 28 43  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0009096

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](CCC(=C)C(C)C)(C(O)=O)[C@@]1([H])C[C@]([H])(OC(C)=O)[C@@]2(C)C3=CC[C@@]4([H])C(C)(C)[C@@]([H])(O)CC[C@]4(C)C3=CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C33H50O5/c1-19(2)20(3)10-11-22(29(36)37)25-18-28(38-21(4)34)33(9)24-12-13-26-30(5,6)27(35)15-16-31(26,7)23(24)14-17-32(25,33)8/h12,14,19,22,25-28,35H,3,10-11,13,15-18H2,1-2,4-9H3,(H,36,37)/t22-,25-,26+,27+,28+,31-,32-,33-/m1/s1

> <INCHI_KEY>
NDNKBYRXHKLSJQ-UXYVAYPWSA-N

> <FORMULA>
C33H50O5

> <MOLECULAR_WEIGHT>
526.758

> <EXACT_MASS>
526.36582471

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
61.713705653644354

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2S,5S,7R,11R,12S,14R,15R)-12-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-6-methyl-5-methylideneheptanoic acid

> <ALOGPS_LOGP>
6.50

> <JCHEM_LOGP>
5.835743391333333

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.618794118226784

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.652494502018867

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7785408043321157

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
151.49569999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S,5S,7R,11R,12S,14R,15R)-12-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-6-methyl-5-methylideneheptanoic 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      15.277  -3.481   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.944  -5.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.610  -1.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.824   1.346   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.241  -2.704   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.712  -4.029   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.380  -6.212   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.013  -5.137   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.933  -1.717   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.276  -4.251   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.943  -3.481   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.301  -2.138   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.795  -2.458   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.886  -5.892   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.633  -6.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.873  -6.532   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.392  -5.572   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.114  -1.949   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.944  -4.251   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.610  -3.481   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.450  -0.061   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.609  -4.251   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.856  -4.747   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.332  -3.283   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.275  -3.481   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.319  -3.923   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.663  -5.708   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.608  -1.629   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.609  -5.791   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.187  -4.243   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.349  -5.067   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.868  -4.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.838  -2.962   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.545  -1.307   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -3.170  -6.028   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.943  -6.561   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       7.275  -6.561   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.982  -0.222   0.000  0.00  0.00           O+0
HETATM   39  H   UNK     0       8.609  -2.711   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.942  -2.711   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.712  -2.779   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.694  -4.563   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       6.577  -0.432   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   30                                                            
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8   32                                                            
CONECT    9   33                                                            
CONECT   10   11   20                                                       
CONECT   11   10   22                                                       
CONECT   12   13   24                                                       
CONECT   13   12   26                                                       
CONECT   14   17   23                                                       
CONECT   15   16   27                                                       
CONECT   16   15   31                                                       
CONECT   17   14   32                                                       
CONECT   18   25   28                                                       
CONECT   19    1    2   20                                                  
CONECT   20    3   10   19                                                  
CONECT   21    4   34   38                                                  
CONECT   22   11   25   29   39                                             
CONECT   23   14   24   31                                                  
CONECT   24   12   23   33                                                  
CONECT   25   18   22   32   40                                             
CONECT   26   13   30   31   41                                             
CONECT   27   15   30   35   42                                             
CONECT   28   18   33   38   43                                             
CONECT   29   22   36   37                                                  
CONECT   30    5    6   26   27                                             
CONECT   31    7   16   23   26                                             
CONECT   32    8   17   25   33                                             
CONECT   33    9   24   28   32                                             
CONECT   34   21                                                            
CONECT   35   27                                                            
CONECT   36   29                                                            
CONECT   37   29                                                            
CONECT   38   21   28                                                       
CONECT   39   22                                                            
CONECT   40   25                                                            
CONECT   41   26                                                            
CONECT   42   27                                                            
CONECT   43   28                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₅₀O₅

Average Mass

526.758

Monoisotopic Mass

526.36582471

IUPAC Name

(2R)-2-[(2S,5S,7R,11R,12S,14R,15R)-12-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-6-methyl-5-methylideneheptanoic acid

Traditional Name

(2R)-2-[(2S,5S,7R,11R,12S,14R,15R)-12-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-6-methyl-5-methylideneheptanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](CCC(=C)C(C)C)(C(O)=O)[C@@]1([H])C[C@]([H])(OC(C)=O)[C@@]2(C)C3=CC[C@@]4([H])C(C)(C)[C@@]([H])(O)CC[C@]4(C)C3=CC[C@]12C

InChI Identifier

InChI=1S/C33H50O5/c1-19(2)20(3)10-11-22(29(36)37)25-18-28(38-21(4)34)33(9)24-12-13-26-30(5,6)27(35)15-16-31(26,7)23(24)14-17-32(25,33)8/h12,14,19,22,25-28,35H,3,10-11,13,15-18H2,1-2,4-9H3,(H,36,37)/t22-,25-,26+,27+,28+,31-,32-,33-/m1/s1

InChI Key

NDNKBYRXHKLSJQ-UXYVAYPWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Triterpenoid
Ergosterol-skeleton
Ergostane-skeleton
Monohydroxy bile acid, alcohol, or derivatives
Steroid ester
Steroid acid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
14-alpha-methylsteroid
3-beta-hydroxysteroid
Hydroxysteroid
Delta-7-steroid
Medium-chain fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Unsaturated fatty acid
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organic oxide
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	6.5	ALOGPS
logP	5.84	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	151.5 m³·mol⁻¹	ChemAxon
Polarizability	61.71 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	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 (void)	2025-10-23	177.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	42.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	803.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	1113.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	1141.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	510.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3863.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	105.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	484.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	972.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	586.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	206.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	290.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	229.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	338.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	604.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2426.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1908.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	15Î±-acetyl-dehydrosulphurenic acid,_TMS_1	C=C(CC[C@@H](C(=O)O[Si](C)(C)C)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)C3=CC[C@]12C)C(C)C	standard non polar	2025-10-23	1146.71
Gas Chromatography	15Î±-acetyl-dehydrosulphurenic acid,_TMS_2	C=C(CC[C@@H](C(=O)O)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3=CC[C@]12C)C(C)C	standard non polar	2025-10-23	1559.69
Gas Chromatography	15Î±-acetyl-dehydrosulphurenic acid,_TMS_3	C=C(CC[C@@H](C(=O)O[Si](C)(C)C)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3=CC[C@]12C)C(C)C	standard non polar	2025-10-23	1846.2
Gas Chromatography	15Î±-acetyl-dehydrosulphurenic acid,_TMS_1	C=C(CC[C@@H](C(=O)O[Si](C)(C)C)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)C3=CC[C@]12C)C(C)C	standard polar	2025-10-23	2045.32
Gas Chromatography	15Î±-acetyl-dehydrosulphurenic acid,_TMS_2	C=C(CC[C@@H](C(=O)O)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3=CC[C@]12C)C(C)C	standard polar	2025-10-23	3881.69
Gas Chromatography	15Î±-acetyl-dehydrosulphurenic acid,_TMS_3	C=C(CC[C@@H](C(=O)O[Si](C)(C)C)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3=CC[C@]12C)C(C)C	standard polar	2025-10-23	2528.1

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	Firmicutes	1		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

31129180

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15250829

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 15Î±-acetyl-dehydrosulphurenic acid, (MMDBc0009096)

MOL for #<Metabolite:0x000056431f6101f8>

3D MOL for #<Metabolite:0x000056431f6101f8>

3D SDF for #<Metabolite:0x000056431f6101f8>

3D-SDF for #<Metabolite:0x000056431f6101f8>

PDB for #<Metabolite:0x000056431f6101f8>

3D PDB for #<Metabolite:0x000056431f6101f8>

SMILES for #<Metabolite:0x000056431f6101f8>

INCHI for #<Metabolite:0x000056431f6101f8>

Structure for #<Metabolite:0x000056431f6101f8>

3D Structure for #<Metabolite:0x000056431f6101f8>