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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:43:44 UTC

Update Date

2021-09-26 23:18:08 UTC

HMDB ID

HMDB0260177

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

Description

(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Based on a literature review very few articles have been published on (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol. This compound has been identified in human blood as reported by (PMID: 31557052 ). (8r,9s,13s,14s,17s)-17-benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,17-diol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol 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


  Mrv1652309122101442D          

 27 31  0  0  0  0            999 V2000
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6527   -1.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4136   -1.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5179   -2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8613   -2.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1004   -2.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9961   -1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

HMDB0260177
     RDKit          3D
(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyc...
 57 61  0  0  0  0  0  0  0  0999 V2000
    0.5728   -1.0676   -2.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5876   -0.5431   -0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    0.8052   -0.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    0.7600   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547   -0.4039   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550    0.1351   -0.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1950    1.0903   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3960    1.6668   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9568    1.2497    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1625    1.7756    0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194    0.2897    1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1301   -0.2581    0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -1.2825    1.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9496   -0.9735    1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -1.3221    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1394   -1.5317   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -1.3210    1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104   -1.0685    1.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058   -0.5297   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -1.4555   -1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521    0.8009   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337    0.8925    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118    0.6165   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510    0.6716   -0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7749    1.0174    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8707    1.2981    1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    1.2257    1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2936   -1.9304   -2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428   -0.2906   -2.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -1.3564   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    1.4490   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445    1.3301    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9033    1.7528   -0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003    0.8358   -2.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933   -0.9947   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891    1.4558   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8951    2.4289   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6845    2.4708    0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8041   -0.0163    2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885   -2.2768    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -1.2396    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    0.0986    1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562   -1.6450    2.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703   -2.3488   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563   -2.5459   -0.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -0.4302    1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081   -2.2243    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597   -2.0405    1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3456   -0.3495    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -2.3559   -0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    1.2911   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0516    1.5064    0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067    0.3440   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0526    0.4495   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8182    1.0626    0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1317    1.5740    2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    1.4572    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 16  2  1  0
 27 22  1  0
 19  2  1  0
 15  5  1  0
 12  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
M  END


  Mrv1652309122101442D          

 27 31  0  0  0  0            999 V2000
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6527   -1.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4136   -1.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5179   -2.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8613   -2.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1004   -2.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9961   -1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260177

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC3C(CCC4=C3C=CC(O)=C4)C1CCC2(O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O2/c1-24-13-11-21-20-10-8-19(26)15-18(20)7-9-22(21)23(24)12-14-25(24,27)16-17-5-3-2-4-6-17/h2-6,8,10,15,21-23,26-27H,7,9,11-14,16H2,1H3

> <INCHI_KEY>
HMIDDXLVYVRYHN-UHFFFAOYSA-N

> <FORMULA>
C25H30O2

> <MOLECULAR_WEIGHT>
362.513

> <EXACT_MASS>
362.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.303151136103715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-benzyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol

> <ALOGPS_LOGP>
5.45

> <JCHEM_LOGP>
5.682404364333334

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.24019597865184

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.327006013324016

> <JCHEM_PKA_STRONGEST_BASIC>
-3.131161482395062

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
109.16190000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.30e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-benzyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260177
     RDKit          3D
(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyc...
 57 61  0  0  0  0  0  0  0  0999 V2000
    0.5728   -1.0676   -2.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5876   -0.5431   -0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    0.8052   -0.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    0.7600   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547   -0.4039   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550    0.1351   -0.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1950    1.0903   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3960    1.6668   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9568    1.2497    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1625    1.7756    0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194    0.2897    1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1301   -0.2581    0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -1.2825    1.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9496   -0.9735    1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -1.3221    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1394   -1.5317   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -1.3210    1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104   -1.0685    1.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058   -0.5297   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -1.4555   -1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521    0.8009   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337    0.8925    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118    0.6165   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510    0.6716   -0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7749    1.0174    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8707    1.2981    1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    1.2257    1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2936   -1.9304   -2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428   -0.2906   -2.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -1.3564   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    1.4490   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445    1.3301    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9033    1.7528   -0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003    0.8358   -2.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933   -0.9947   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891    1.4558   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8951    2.4289   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6845    2.4708    0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8041   -0.0163    2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885   -2.2768    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -1.2396    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    0.0986    1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562   -1.6450    2.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703   -2.3488   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563   -2.5459   -0.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -0.4302    1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081   -2.2243    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597   -2.0405    1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3456   -0.3495    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -2.3559   -0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    1.2911   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0516    1.5064    0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067    0.3440   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0526    0.4495   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8182    1.0626    0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1317    1.5740    2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    1.4572    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 16  2  1  0
 27 22  1  0
 19  2  1  0
 15  5  1  0
 12  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 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       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.357  -0.859   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.552  -2.387   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.972  -2.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.167  -4.510   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.941  -5.442   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.521  -4.847   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.326  -3.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.163  -1.787   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    2   11   18                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   10                                                            
CONECT   19    6   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21    5   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

COMPND    HMDB0260177
HETATM    1  C1  UNL     1       0.573  -1.068  -2.284  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.588  -0.543  -0.860  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.042   0.805  -0.864  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.480   0.760  -1.319  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.255  -0.404  -0.816  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.555   0.135  -0.282  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.195   1.090  -1.041  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.396   1.667  -0.670  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.957   1.250   0.518  1.00  0.00           C  
HETATM   10  O1  UNL     1      -7.163   1.776   0.970  1.00  0.00           O  
HETATM   11  C10 UNL     1      -5.319   0.290   1.288  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.130  -0.258   0.885  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.448  -1.283   1.708  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.950  -0.973   1.560  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.603  -1.322   0.121  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.139  -1.532  -0.002  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.542  -1.321   1.340  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.010  -1.068   1.019  1.00  0.00           C  
HETATM   19  C18 UNL     1       2.006  -0.530  -0.383  1.00  0.00           C  
HETATM   20  O2  UNL     1       2.755  -1.456  -1.157  1.00  0.00           O  
HETATM   21  C19 UNL     1       2.652   0.801  -0.425  1.00  0.00           C  
HETATM   22  C20 UNL     1       4.034   0.893   0.014  1.00  0.00           C  
HETATM   23  C21 UNL     1       5.012   0.617  -0.956  1.00  0.00           C  
HETATM   24  C22 UNL     1       6.351   0.672  -0.707  1.00  0.00           C  
HETATM   25  C23 UNL     1       6.775   1.017   0.567  1.00  0.00           C  
HETATM   26  C24 UNL     1       5.871   1.298   1.556  1.00  0.00           C  
HETATM   27  C25 UNL     1       4.510   1.226   1.242  1.00  0.00           C  
HETATM   28  H1  UNL     1       1.294  -1.930  -2.315  1.00  0.00           H  
HETATM   29  H2  UNL     1       1.043  -0.291  -2.945  1.00  0.00           H  
HETATM   30  H3  UNL     1      -0.418  -1.356  -2.638  1.00  0.00           H  
HETATM   31  H4  UNL     1       0.495   1.449  -1.591  1.00  0.00           H  
HETATM   32  H5  UNL     1       0.044   1.330   0.128  1.00  0.00           H  
HETATM   33  H6  UNL     1      -1.903   1.753  -0.977  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.500   0.836  -2.432  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.593  -0.995  -1.723  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.789   1.456  -1.995  1.00  0.00           H  
HETATM   37  H10 UNL     1      -5.895   2.429  -1.288  1.00  0.00           H  
HETATM   38  H11 UNL     1      -7.684   2.471   0.476  1.00  0.00           H  
HETATM   39  H12 UNL     1      -5.804  -0.016   2.235  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.689  -2.277   1.245  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.733  -1.240   2.779  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.847   0.099   1.781  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.456  -1.645   2.289  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.070  -2.349  -0.009  1.00  0.00           H  
HETATM   45  H18 UNL     1       0.156  -2.546  -0.340  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.112  -0.430   1.851  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.508  -2.224   1.980  1.00  0.00           H  
HETATM   48  H21 UNL     1       2.560  -2.041   1.101  1.00  0.00           H  
HETATM   49  H22 UNL     1       2.346  -0.350   1.790  1.00  0.00           H  
HETATM   50  H23 UNL     1       2.620  -2.356  -0.791  1.00  0.00           H  
HETATM   51  H24 UNL     1       2.601   1.291  -1.437  1.00  0.00           H  
HETATM   52  H25 UNL     1       2.052   1.506   0.224  1.00  0.00           H  
HETATM   53  H26 UNL     1       4.707   0.344  -1.959  1.00  0.00           H  
HETATM   54  H27 UNL     1       7.053   0.449  -1.490  1.00  0.00           H  
HETATM   55  H28 UNL     1       7.818   1.063   0.771  1.00  0.00           H  
HETATM   56  H29 UNL     1       6.132   1.574   2.570  1.00  0.00           H  
HETATM   57  H30 UNL     1       3.797   1.457   2.016  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   16   19
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   15   35
CONECT    6    7    7   12
CONECT    7    8   36
CONECT    8    9    9   37
CONECT    9   10   11
CONECT   10   38
CONECT   11   12   12   39
CONECT   12   13
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44
CONECT   16   17   45
CONECT   17   18   46   47
CONECT   18   19   48   49
CONECT   19   20   21
CONECT   20   50
CONECT   21   22   51   52
CONECT   22   23   23   27
CONECT   23   24   53
CONECT   24   25   25   54
CONECT   25   26   55
CONECT   26   27   27   56
CONECT   27   57
END

HMDB0260177
     RDKit          3D
(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyc...
 57 61  0  0  0  0  0  0  0  0999 V2000
    0.5728   -1.0676   -2.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5876   -0.5431   -0.8605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    0.8052   -0.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4804    0.7600   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547   -0.4039   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550    0.1351   -0.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1950    1.0903   -1.0415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3960    1.6668   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9568    1.2497    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1625    1.7756    0.9704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3194    0.2897    1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1301   -0.2581    0.8853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -1.2825    1.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9496   -0.9735    1.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6030   -1.3221    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1394   -1.5317   -0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -1.3210    1.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104   -1.0685    1.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0058   -0.5297   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -1.4555   -1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6521    0.8009   -0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337    0.8925    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118    0.6165   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3510    0.6716   -0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7749    1.0174    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8707    1.2981    1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    1.2257    1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2936   -1.9304   -2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428   -0.2906   -2.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -1.3564   -2.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    1.4490   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0445    1.3301    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9033    1.7528   -0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5003    0.8358   -2.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933   -0.9947   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7891    1.4558   -1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8951    2.4289   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6845    2.4708    0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8041   -0.0163    2.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6885   -2.2768    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7327   -1.2396    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    0.0986    1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562   -1.6450    2.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703   -2.3488   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563   -2.5459   -0.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -0.4302    1.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5081   -2.2243    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597   -2.0405    1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3456   -0.3495    1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -2.3559   -0.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    1.2911   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0516    1.5064    0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067    0.3440   -1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0526    0.4495   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8182    1.0626    0.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1317    1.5740    2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    1.4572    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 16  2  1  0
 27 22  1  0
 19  2  1  0
 15  5  1  0
 12  6  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₂

Average Molecular Weight

362.513

Monoisotopic Molecular Weight

362.224580206

IUPAC Name

14-benzyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol

Traditional Name

14-benzyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol

CAS Registry Number

Not Available

SMILES

CC12CCC3C(CCC4=C3C=CC(O)=C4)C1CCC2(O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C25H30O2/c1-24-13-11-21-20-10-8-19(26)15-18(20)7-9-22(21)23(24)12-14-25(24,27)16-17-5-3-2-4-6-17/h2-6,8,10,15,21-23,26-27H,7,9,11-14,16H2,1H3

InChI Key

HMIDDXLVYVRYHN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-hydroxysteroid
Hydroxysteroid
17-hydroxysteroid
Phenanthrene
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Tertiary alcohol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	5.45	ALOGPS
logP	5.68	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	10.33	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.16 m³·mol⁻¹	ChemAxon
Polarizability	43.3 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	196.153	32859911
AllCCS	[M+H-H2O]+	193.348	32859911
AllCCS	[M+Na]+	199.487	32859911
AllCCS	[M+NH4]+	198.744	32859911
AllCCS	[M-H]-	198.957	32859911
AllCCS	[M+Na-2H]-	199.098	32859911
AllCCS	[M+HCOO]-	199.416	32859911
DeepCCS	[M-2H]-	226.491	30932474
DeepCCS	[M+Na]+	202.56	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.	7.55 minutes	32390414
Predicted by Siyang on May 30, 2022	17.9959 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.59 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2708.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	424.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	239.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	199.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	540.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	972.6 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	760.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	110.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1698.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	617.0 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	1700.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	537.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	464.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	291.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	295.6 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol	CC12CCC3C(CCC4=C3C=CC(O)=C4)C1CCC2(O)CC1=CC=CC=C1	4072.9	Standard polar	33892256
(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol	CC12CCC3C(CCC4=C3C=CC(O)=C4)C1CCC2(O)CC1=CC=CC=C1	3344.8	Standard non polar	33892256
(8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol	CC12CCC3C(CCC4=C3C=CC(O)=C4)C1CCC2(O)CC1=CC=CC=C1	3369.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5973000000-5c4e434df67484edc9f8	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol GC-MS (TBDMS_2_1) - 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

70691475

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,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol (HMDB0260177)

MOL for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

3D MOL for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

3D SDF for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

3D-SDF for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

PDB for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

3D PDB for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

SMILES for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

INCHI for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

Structure for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

3D Structure for HMDB0260177 ((8R,9S,13S,14S,17S)-17-Benzyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra