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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:43:16 UTC

Update Date

2021-09-26 23:18:08 UTC

HMDB ID

HMDB0260171

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one

Description

(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Based on a literature review very few articles have been published on (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). (8r,9r,10s,13s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309122101432D          

 27 30  0  0  0  0            999 V2000
    3.1551    3.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    3.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2225    3.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    3.5331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788    2.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 26  1  0  0  0  0
  8 27  1  0  0  0  0
M  END

HMDB0260171
     RDKit          3D
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,...
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4301   -1.7327   -1.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -0.5494   -1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2668    0.3724   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4988    1.6421   -0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3091    2.4950   -1.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.7962    0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8146    0.8857    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430    1.2308    2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520    1.0829    1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    0.8139    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -0.5467    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -1.3365   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4888   -0.9503   -2.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0106   -1.5747   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -0.3633   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -0.6449    1.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144    0.8233   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384    1.9862   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.5534   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.0584   -0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242   -0.6475   -2.1376 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249   -0.2404   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8218   -1.2592   -0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9254    0.5422    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1305   -0.0961    1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944   -0.3805    0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0679   -1.5226    1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1488   -2.6159   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5231   -1.9559   -2.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -1.6010   -2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8991    0.2271   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7809    2.7410    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3745    0.5373    2.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    2.2576    2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    1.9638    2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.2214    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1102    1.6319   -0.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749   -1.1204    1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -2.3849   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490   -1.7226   -2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -2.4534    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -1.9015   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3659   -1.4374    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517   -1.1852    1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    0.2040    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522    0.8507   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    2.9181   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1505    2.0705    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3441    1.7252   -2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7314    2.1029   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628   -1.3312   -2.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    1.5911    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3879    0.6755    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7496   -0.1494    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467   -1.5021    1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955   -2.4448    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6098   -1.3499    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 11 26  1  0
 26 27  1  0
 26  2  1  0
 26  7  1  0
 17 10  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 21 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END


  Mrv1652309122101432D          

 27 30  0  0  0  0            999 V2000
    3.1551    3.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    3.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    2.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2225    3.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    3.5331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4788    2.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 26  1  0  0  0  0
  8 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260171

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=O)C=C2CCC3C4CCC(O)(C(=O)CO)C4(C)CC(O)C3C12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O5/c1-12-8-14(24)9-13-4-5-15-16-6-7-22(27,18(26)11-23)20(16,2)10-17(25)19(15)21(12,13)3/h8-9,15-17,19,23,25,27H,4-7,10-11H2,1-3H3

> <INCHI_KEY>
VVNDBKDEDMTMHN-UHFFFAOYSA-N

> <FORMULA>
C22H30O5

> <MOLECULAR_WEIGHT>
374.477

> <EXACT_MASS>
374.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.75447375268743

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14,17-dihydroxy-14-(2-hydroxyacetyl)-2,3,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
1.5163511960000005

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.864290201641744

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584672768060944

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8515491553956442

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
102.77529999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14,17-dihydroxy-14-(2-hydroxyacetyl)-2,3,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260171
     RDKit          3D
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,...
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4301   -1.7327   -1.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -0.5494   -1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2668    0.3724   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4988    1.6421   -0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3091    2.4950   -1.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.7962    0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8146    0.8857    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430    1.2308    2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520    1.0829    1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    0.8139    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -0.5467    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -1.3365   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4888   -0.9503   -2.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0106   -1.5747   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -0.3633   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -0.6449    1.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144    0.8233   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384    1.9862   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.5534   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.0584   -0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242   -0.6475   -2.1376 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249   -0.2404   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8218   -1.2592   -0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9254    0.5422    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1305   -0.0961    1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944   -0.3805    0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0679   -1.5226    1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1488   -2.6159   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5231   -1.9559   -2.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -1.6010   -2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8991    0.2271   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7809    2.7410    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3745    0.5373    2.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    2.2576    2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    1.9638    2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.2214    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1102    1.6319   -0.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749   -1.1204    1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -2.3849   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490   -1.7226   -2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -2.4534    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -1.9015   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3659   -1.4374    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517   -1.1852    1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    0.2040    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522    0.8507   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    2.9181   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1505    2.0705    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3441    1.7252   -2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7314    2.1029   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628   -1.3312   -2.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    1.5911    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3879    0.6755    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7496   -0.1494    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467   -1.5021    1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955   -2.4448    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6098   -1.3499    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 11 26  1  0
 26 27  1  0
 26  2  1  0
 26  7  1  0
 17 10  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 21 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       5.889   5.740   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.374   6.011   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.087   4.472   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.313   3.540   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.282   6.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.702   6.595   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.894   5.400   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    2    9   27                                             
CONECT    9    8   10   19                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   22   26                                             
CONECT   17   16   13   18   21                                             
CONECT   18   17   19                                                       
CONECT   19   18    9   20                                                  
CONECT   20   19                                                            
CONECT   21   17                                                            
CONECT   22   16   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   16                                                            
CONECT   27    8                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0260171
HETATM    1  C1  UNL     1      -3.430  -1.733  -1.970  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.409  -0.549  -1.050  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.267   0.372  -1.430  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.499   1.642  -0.752  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.309   2.495  -1.131  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.657   1.796   0.440  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.815   0.886   0.818  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.043   1.231   2.064  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.552   1.083   1.802  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.490   0.814   0.310  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.123  -0.547   0.071  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.467  -1.337  -0.978  1.00  0.00           C  
HETATM   13  O2  UNL     1      -0.489  -0.950  -2.265  1.00  0.00           O  
HETATM   14  C12 UNL     1       1.011  -1.575  -0.632  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.709  -0.363  -0.078  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.083  -0.645   1.321  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.814   0.823  -0.305  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.738   1.986  -0.082  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.806   1.553  -1.117  1.00  0.00           C  
HETATM   20  C18 UNL     1       2.921   0.058  -0.907  1.00  0.00           C  
HETATM   21  O3  UNL     1       2.824  -0.647  -2.138  1.00  0.00           O  
HETATM   22  C19 UNL     1       4.225  -0.240  -0.305  1.00  0.00           C  
HETATM   23  O4  UNL     1       4.822  -1.259  -0.709  1.00  0.00           O  
HETATM   24  C20 UNL     1       4.925   0.542   0.733  1.00  0.00           C  
HETATM   25  O5  UNL     1       6.130  -0.096   1.050  1.00  0.00           O  
HETATM   26  C21 UNL     1      -2.594  -0.380   0.101  1.00  0.00           C  
HETATM   27  C22 UNL     1      -3.068  -1.523   1.085  1.00  0.00           C  
HETATM   28  H1  UNL     1      -3.149  -2.616  -1.375  1.00  0.00           H  
HETATM   29  H2  UNL     1      -4.523  -1.956  -2.219  1.00  0.00           H  
HETATM   30  H3  UNL     1      -2.994  -1.601  -2.939  1.00  0.00           H  
HETATM   31  H4  UNL     1      -4.899   0.227  -2.342  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.781   2.741   1.005  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.374   0.537   2.843  1.00  0.00           H  
HETATM   34  H7  UNL     1      -2.204   2.258   2.402  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.003   1.964   2.117  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.215   0.221   2.411  1.00  0.00           H  
HETATM   37  H10 UNL     1      -1.110   1.632  -0.123  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.875  -1.120   1.000  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.890  -2.385  -0.923  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.549  -1.723  -2.897  1.00  0.00           H  
HETATM   41  H14 UNL     1       1.113  -2.453   0.072  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.550  -1.901  -1.540  1.00  0.00           H  
HETATM   43  H16 UNL     1       1.366  -1.437   1.725  1.00  0.00           H  
HETATM   44  H17 UNL     1       3.052  -1.185   1.331  1.00  0.00           H  
HETATM   45  H18 UNL     1       2.142   0.204   1.992  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.652   0.851  -1.430  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.275   2.918  -0.426  1.00  0.00           H  
HETATM   48  H21 UNL     1       2.150   2.070   0.916  1.00  0.00           H  
HETATM   49  H22 UNL     1       2.344   1.725  -2.111  1.00  0.00           H  
HETATM   50  H23 UNL     1       3.731   2.103  -1.003  1.00  0.00           H  
HETATM   51  H24 UNL     1       3.563  -1.331  -2.188  1.00  0.00           H  
HETATM   52  H25 UNL     1       5.139   1.591   0.376  1.00  0.00           H  
HETATM   53  H26 UNL     1       4.388   0.676   1.670  1.00  0.00           H  
HETATM   54  H27 UNL     1       6.750  -0.149   0.297  1.00  0.00           H  
HETATM   55  H28 UNL     1      -4.147  -1.502   1.180  1.00  0.00           H  
HETATM   56  H29 UNL     1      -2.695  -2.445   0.606  1.00  0.00           H  
HETATM   57  H30 UNL     1      -2.610  -1.350   2.074  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3   26
CONECT    3    4   31
CONECT    4    5    5    6
CONECT    6    7    7   32
CONECT    7    8   26
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   17   37
CONECT   11   12   26   38
CONECT   12   13   14   39
CONECT   13   40
CONECT   14   15   41   42
CONECT   15   16   17   20
CONECT   16   43   44   45
CONECT   17   18   46
CONECT   18   19   47   48
CONECT   19   20   49   50
CONECT   20   21   22
CONECT   21   51
CONECT   22   23   23   24
CONECT   24   25   52   53
CONECT   25   54
CONECT   26   27
CONECT   27   55   56   57
END

HMDB0260171
     RDKit          3D
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,...
 57 60  0  0  0  0  0  0  0  0999 V2000
   -3.4301   -1.7327   -1.9704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4093   -0.5494   -1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2668    0.3724   -1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4988    1.6421   -0.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3091    2.4950   -1.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6567    1.7962    0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8146    0.8857    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0430    1.2308    2.0640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520    1.0829    1.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4897    0.8139    0.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1230   -0.5467    0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4667   -1.3365   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4888   -0.9503   -2.2647 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0106   -1.5747   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -0.3633   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -0.6449    1.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144    0.8233   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7384    1.9862   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.5534   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.0584   -0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8242   -0.6475   -2.1376 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249   -0.2404   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8218   -1.2592   -0.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9254    0.5422    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1305   -0.0961    1.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944   -0.3805    0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0679   -1.5226    1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1488   -2.6159   -1.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5231   -1.9559   -2.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -1.6010   -2.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8991    0.2271   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7809    2.7410    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3745    0.5373    2.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    2.2576    2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    1.9638    2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.2214    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1102    1.6319   -0.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749   -1.1204    1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8905   -2.3849   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490   -1.7226   -2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -2.4534    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500   -1.9015   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3659   -1.4374    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0517   -1.1852    1.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415    0.2040    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522    0.8507   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751    2.9181   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1505    2.0705    0.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3441    1.7252   -2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7314    2.1029   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5628   -1.3312   -2.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1391    1.5911    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3879    0.6755    1.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7496   -0.1494    0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467   -1.5021    1.1803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955   -2.4448    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6098   -1.3499    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 11 26  1  0
 26 27  1  0
 26  2  1  0
 26  7  1  0
 17 10  1  0
 20 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 21 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₅

Average Molecular Weight

374.477

Monoisotopic Molecular Weight

374.209324066

IUPAC Name

14,17-dihydroxy-14-(2-hydroxyacetyl)-2,3,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

Traditional Name

14,17-dihydroxy-14-(2-hydroxyacetyl)-2,3,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)C=C2CCC3C4CCC(O)(C(=O)CO)C4(C)CC(O)C3C12C

InChI Identifier

InChI=1S/C22H30O5/c1-12-8-14(24)9-13-4-5-15-16-6-7-22(27,18(26)11-23)20(16,2)10-17(25)19(15)21(12,13)3/h8-9,15-17,19,23,25,27H,4-7,10-11H2,1-3H3

InChI Key

VVNDBKDEDMTMHN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
20-oxosteroid
Pregnane-skeleton
3-oxo-delta-1,4-steroid
3-oxosteroid
Oxosteroid
11-hydroxysteroid
17-hydroxysteroid
Delta-1,4-steroid
Cyclic alcohol
Tertiary alcohol
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Cyclic ketone
Primary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.87	ALOGPS
logP	1.52	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	102.78 m³·mol⁻¹	ChemAxon
Polarizability	40.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	191.096	32859911
AllCCS	[M+H-H2O]+	188.512	32859911
AllCCS	[M+Na]+	194.161	32859911
AllCCS	[M+NH4]+	193.479	32859911
AllCCS	[M-H]-	194.813	32859911
AllCCS	[M+Na-2H]-	195.386	32859911
AllCCS	[M+HCOO]-	196.166	32859911
DeepCCS	[M-2H]-	223.894	30932474
DeepCCS	[M+Na]+	199.122	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	5.14 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9738 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.31 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2474.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	191.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	167.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	128.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	509.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	521.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	942.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	426.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1408.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	299.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	399.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	283.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	195.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	45.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one	CC1=CC(=O)C=C2CCC3C4CCC(O)(C(=O)CO)C4(C)CC(O)C3C12C	3878.0	Standard polar	33892256
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one	CC1=CC(=O)C=C2CCC3C4CCC(O)(C(=O)CO)C4(C)CC(O)C3C12C	2764.8	Standard non polar	33892256
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one	CC1=CC(=O)C=C2CCC3C4CCC(O)(C(=O)CO)C4(C)CC(O)C3C12C	3368.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one,4TMS,isomer #1	CC1=CC(=O)C=C2CCC3C(C(O[Si](C)(C)C)CC4(C)C3CCC4(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C)C12C	3302.8	Semi standard non polar	33892256
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one,4TMS,isomer #1	CC1=CC(=O)C=C2CCC3C(C(O[Si](C)(C)C)CC4(C)C3CCC4(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C)C12C	3306.6	Standard non polar	33892256
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one,4TMS,isomer #1	CC1=CC(=O)C=C2CCC3C(C(O[Si](C)(C)C)CC4(C)C3CCC4(O[Si](C)(C)C)C(=CO[Si](C)(C)C)O[Si](C)(C)C)C12C	3522.5	Standard polar	33892256
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one,4TBDMS,isomer #1	CC1=CC(=O)C=C2CCC3C(C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC4(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C12C	4246.1	Semi standard non polar	33892256
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one,4TBDMS,isomer #1	CC1=CC(=O)C=C2CCC3C(C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC4(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C12C	4179.2	Standard non polar	33892256
(8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one,4TBDMS,isomer #1	CC1=CC(=O)C=C2CCC3C(C(O[Si](C)(C)C(C)(C)C)CC4(C)C3CCC4(O[Si](C)(C)C(C)(C)C)C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C12C	3795.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-05o3-4977000000-abd6f9c79968ec1fe2ab	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

21873170

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one (HMDB0260171)

MOL for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

3D MOL for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

3D SDF for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

3D-SDF for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

PDB for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

3D PDB for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

SMILES for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

INCHI for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

Structure for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

3D Structure for HMDB0260171 ((8R,9R,10S,13S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-1,10,13-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra