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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:11:14 UTC

Update Date

2021-09-26 23:14:40 UTC

HMDB ID

HMDB0258015

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol

Description

(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Based on a literature review a significant number of articles have been published on (8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (8r,9r,10r,13s,14s)-17-ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol 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


  Mrv1652309112121112D          

 24 27  0  0  0  0            999 V2000
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442   -0.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  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
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  3  0  0  0  0
 18 21  1  0  0  0  0
 14 22  1  0  0  0  0
  9 23  1  0  0  0  0
  5 24  1  0  0  0  0
M  END

HMDB0259254
     RDKit          3D
Triolex
 54 57  0  0  0  0  0  0  0  0999 V2000
    5.4724    1.5284    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5957    0.6992    0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452   -0.3261    0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789   -0.9607    1.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -1.3420   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -1.2233   -1.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -0.9530   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507   -0.5036   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901   -1.1551   -1.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902   -0.9496   -2.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.3775   -2.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4055   -0.1601   -1.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640    0.6035   -1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6103    1.7350   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8128    2.4343   -0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    1.3068    1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324   -0.1248    1.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421   -0.6854    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3973   -2.1873    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6148   -0.5797    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1387    0.5521    1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    0.3682    1.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870    0.2116    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966    1.4860   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2480    2.2629    0.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093   -0.3310    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7943   -2.3787    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622   -1.1428   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8387   -0.4394   -2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4909   -2.1719   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5474   -1.8003    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683    0.6018   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5349   -2.2297   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    0.0418   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9279   -0.0113   -3.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099   -0.0810   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.0653   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047    2.4300   -0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9025    3.0232    0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2062    1.4934    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5084    1.9717    1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9025   -0.7021    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4882   -0.2866    2.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750   -2.5233   -0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2396   -2.4399    0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368   -2.8078    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -1.5109    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    0.5903    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923    1.5039    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.3027    2.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4504   -0.4439    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174    1.3584   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    2.2042    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    2.0541   -0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  3  1  0
 23  7  1  0
 20  8  1  0
 18 12  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END


  Mrv1652309112121112D          

 24 27  0  0  0  0            999 V2000
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0442   -0.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2314    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  2  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
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  3  0  0  0  0
 18 21  1  0  0  0  0
 14 22  1  0  0  0  0
  9 23  1  0  0  0  0
  5 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258015

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC3C(C1CCC2(O)C#C)C(O)C=C1CC(O)CCC31C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O3/c1-4-21(24)10-7-16-18-15(6-9-20(16,21)3)19(2)8-5-14(22)11-13(19)12-17(18)23/h1,12,14-18,22-24H,5-11H2,2-3H3

> <INCHI_KEY>
JJKOQZHWYLMASZ-UHFFFAOYSA-N

> <FORMULA>
C21H30O3

> <MOLECULAR_WEIGHT>
330.468

> <EXACT_MASS>
330.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.77121965462681

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-ethynyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9,14-triol

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
1.7971717723333327

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.204233421519326

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.594866816454868

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7679219441609465

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
94.38949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-ethynyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9,14-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259254
     RDKit          3D
Triolex
 54 57  0  0  0  0  0  0  0  0999 V2000
    5.4724    1.5284    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5957    0.6992    0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452   -0.3261    0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789   -0.9607    1.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -1.3420   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -1.2233   -1.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -0.9530   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507   -0.5036   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901   -1.1551   -1.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902   -0.9496   -2.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.3775   -2.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4055   -0.1601   -1.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640    0.6035   -1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6103    1.7350   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8128    2.4343   -0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    1.3068    1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324   -0.1248    1.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421   -0.6854    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3973   -2.1873    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6148   -0.5797    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1387    0.5521    1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    0.3682    1.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870    0.2116    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966    1.4860   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2480    2.2629    0.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093   -0.3310    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7943   -2.3787    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622   -1.1428   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8387   -0.4394   -2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4909   -2.1719   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5474   -1.8003    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683    0.6018   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5349   -2.2297   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    0.0418   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9279   -0.0113   -3.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099   -0.0810   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.0653   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047    2.4300   -0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9025    3.0232    0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2062    1.4934    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5084    1.9717    1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9025   -0.7021    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4882   -0.2866    2.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750   -2.5233   -0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2396   -2.4399    0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368   -2.8078    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -1.5109    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    0.5903    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923    1.5039    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.3027    2.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4504   -0.4439    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174    1.3584   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    2.2042    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    2.0541   -0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  3  1  0
 23  7  1  0
 20  8  1  0
 18 12  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.503  -0.859   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.083  -1.455   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.697  -1.787   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.032   4.031   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   11                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18   22                                             
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19   21                                             
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   14                                                            
CONECT   23    9                                                            
CONECT   24    5                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0259254
HETATM    1  C1  UNL     1       5.472   1.528   0.534  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.596   0.699   0.615  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.545  -0.326   0.725  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.679  -0.961   1.963  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.830  -1.342  -0.375  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.612  -1.223  -1.301  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.569  -0.953  -0.310  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.251  -0.504  -0.725  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.390  -1.155  -1.917  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.490  -0.950  -2.995  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.653  -0.377  -2.112  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.406  -0.160  -1.071  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.664   0.604  -1.197  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.610   1.735  -0.203  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.813   2.434  -0.298  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.278   1.307   1.188  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.932  -0.125   1.346  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.042  -0.685   0.257  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.397  -2.187   0.200  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.615  -0.580   0.513  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.139   0.552   1.397  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.334   0.368   1.696  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.187   0.212   0.488  1.00  0.00           C  
HETATM   24  C21 UNL     1       2.197   1.486  -0.302  1.00  0.00           C  
HETATM   25  H1  UNL     1       6.248   2.263   0.453  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.009  -0.331   2.653  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.794  -2.379   0.052  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.762  -1.143  -0.908  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.839  -0.439  -2.019  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.491  -2.172  -1.871  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.547  -1.800   0.424  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.268   0.602  -0.984  1.00  0.00           H  
HETATM   33  H9  UNL     1      -0.535  -2.230  -1.832  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.617   0.042  -3.054  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.928  -0.011  -3.076  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.510  -0.081  -1.025  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.725   1.065  -2.208  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.805   2.430  -0.565  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.902   3.023   0.495  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.206   1.493   1.808  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.508   1.972   1.680  1.00  0.00           H  
HETATM   42  H18 UNL     1      -3.903  -0.702   1.365  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.488  -0.287   2.347  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.675  -2.523  -0.797  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.240  -2.440   0.872  1.00  0.00           H  
HETATM   46  H22 UNL     1      -1.537  -2.808   0.569  1.00  0.00           H  
HETATM   47  H23 UNL     1      -0.293  -1.511   1.088  1.00  0.00           H  
HETATM   48  H24 UNL     1      -0.653   0.590   2.379  1.00  0.00           H  
HETATM   49  H25 UNL     1      -0.292   1.504   0.894  1.00  0.00           H  
HETATM   50  H26 UNL     1       1.673   1.303   2.226  1.00  0.00           H  
HETATM   51  H27 UNL     1       1.450  -0.444   2.435  1.00  0.00           H  
HETATM   52  H28 UNL     1       2.117   1.358  -1.387  1.00  0.00           H  
HETATM   53  H29 UNL     1       1.401   2.204   0.002  1.00  0.00           H  
HETATM   54  H30 UNL     1       3.160   2.054  -0.136  1.00  0.00           H  
CONECT    1    2    2    2   25
CONECT    2    3
CONECT    3    4    5   23
CONECT    4   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   23   31
CONECT    8    9   20   32
CONECT    9   10   11   33
CONECT   10   34
CONECT   11   12   12   35
CONECT   12   13   18
CONECT   13   14   36   37
CONECT   14   15   16   38
CONECT   15   39
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   18   19   20
CONECT   19   44   45   46
CONECT   20   21   47
CONECT   21   22   48   49
CONECT   22   23   50   51
CONECT   23   24
CONECT   24   52   53   54
END

HMDB0259254
     RDKit          3D
Triolex
 54 57  0  0  0  0  0  0  0  0999 V2000
    5.4724    1.5284    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5957    0.6992    0.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452   -0.3261    0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789   -0.9607    1.9630 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -1.3420   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120   -1.2233   -1.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -0.9530   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2507   -0.5036   -0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3901   -1.1551   -1.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4902   -0.9496   -2.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -0.3775   -2.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4055   -0.1601   -1.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640    0.6035   -1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6103    1.7350   -0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8128    2.4343   -0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2777    1.3068    1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324   -0.1248    1.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421   -0.6854    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3973   -2.1873    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6148   -0.5797    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1387    0.5521    1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    0.3682    1.6961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1870    0.2116    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1966    1.4860   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2480    2.2629    0.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093   -0.3310    2.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7943   -2.3787    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622   -1.1428   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8387   -0.4394   -2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4909   -2.1719   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5474   -1.8003    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683    0.6018   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5349   -2.2297   -1.8320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    0.0418   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9279   -0.0113   -3.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099   -0.0810   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7247    1.0653   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047    2.4300   -0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9025    3.0232    0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2062    1.4934    1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5084    1.9717    1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9025   -0.7021    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4882   -0.2866    2.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750   -2.5233   -0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2396   -2.4399    0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368   -2.8078    0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -1.5109    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    0.5903    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2923    1.5039    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.3027    2.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4504   -0.4439    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174    1.3584   -1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4011    2.2042    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    2.0541   -0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  3  1  0
 23  7  1  0
 20  8  1  0
 18 12  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₃

Average Molecular Weight

330.468

Monoisotopic Molecular Weight

330.219494826

IUPAC Name

14-ethynyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9,14-triol

Traditional Name

14-ethynyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,9,14-triol

CAS Registry Number

Not Available

SMILES

CC12CCC3C(C1CCC2(O)C#C)C(O)C=C1CC(O)CCC31C

InChI Identifier

InChI=1S/C21H30O3/c1-4-21(24)10-7-16-18-15(6-9-20(16,21)3)19(2)8-5-14(22)11-13(19)12-17(18)23/h1,12,14-18,22-24H,5-11H2,2-3H3

InChI Key

JJKOQZHWYLMASZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
7-hydroxysteroid
17-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-5-steroid
Delta-5-steroid
Ynone
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Acetylide
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	1.68	ALOGPS
logP	1.8	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	17.59	ChemAxon
pKa (Strongest Basic)	-0.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.39 m³·mol⁻¹	ChemAxon
Polarizability	37.77 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
DeepCCS	[M-2H]-	205.557	30932474
DeepCCS	[M+Na]+	180.784	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.	5.2 minutes	32390414
Predicted by Siyang on May 30, 2022	12.336 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.57 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O)C=C4CC(O)CCC4(C)C3CCC21C	2896.9	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O)C=C4CC(O)CCC4(C)C3CCC21C	2778.1	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O)C=C4CC(O)CCC4(C)C3CCC21C	3262.8	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #2	C#CC1(O)CCC2C3C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	2931.2	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #2	C#CC1(O)CCC2C3C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	2727.7	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #2	C#CC1(O)CCC2C3C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3276.2	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #3	C#CC1(O)CCC2C3C(O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2900.7	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #3	C#CC1(O)CCC2C3C(O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2766.4	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TMS,isomer #3	C#CC1(O)CCC2C3C(O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3358.8	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	2959.7	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	2797.2	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3208.2	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #2	C#CC1(O[Si](C)(C)C)CCC2C3C(O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2935.2	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #2	C#CC1(O[Si](C)(C)C)CCC2C3C(O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2847.7	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #2	C#CC1(O[Si](C)(C)C)CCC2C3C(O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3285.4	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #3	C#CC1(O)CCC2C3C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2907.9	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #3	C#CC1(O)CCC2C3C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2781.1	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TMS,isomer #3	C#CC1(O)CCC2C3C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3315.2	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,3TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2931.6	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,3TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	2834.3	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,3TMS,isomer #1	C#CC1(O[Si](C)(C)C)CCC2C3C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C	3182.1	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O)C=C4CC(O)CCC4(C)C3CCC21C	3148.2	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O)C=C4CC(O)CCC4(C)C3CCC21C	3084.6	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O)C=C4CC(O)CCC4(C)C3CCC21C	3409.6	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #2	C#CC1(O)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3179.9	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #2	C#CC1(O)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3027.4	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #2	C#CC1(O)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3445.4	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #3	C#CC1(O)CCC2C3C(O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3148.4	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #3	C#CC1(O)CCC2C3C(O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3057.4	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,1TBDMS,isomer #3	C#CC1(O)CCC2C3C(O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3518.1	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3445.8	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3358.2	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C	3435.1	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #2	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3391.8	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #2	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3396.9	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #2	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3508.4	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #3	C#CC1(O)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3381.2	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #3	C#CC1(O)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3326.3	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,2TBDMS,isomer #3	C#CC1(O)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3570.7	Standard polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,3TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3618.0	Semi standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,3TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3587.9	Standard non polar	33892256
(8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol,3TBDMS,isomer #1	C#CC1(O[Si](C)(C)C(C)(C)C)CCC2C3C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C	3427.5	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,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w2i-0396000000-4adc6ccc4e589f950a50	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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

73317337

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,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol (HMDB0258015)

MOL for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

3D MOL for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

3D SDF for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

3D-SDF for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

PDB for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

3D PDB for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

SMILES for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

INCHI for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

Structure for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

3D Structure for HMDB0258015 ((8R,9R,10R,13S,14S)-17-Ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra