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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:54:05 UTC

Update Date

2021-09-26 22:52:43 UTC

HMDB ID

HMDB0244765

Secondary Accession Numbers

None

Metabolite Identification

Common Name

17-Dihydroexemestane

Description

17-Dihydroexemestane 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 17-Dihydroexemestane. This compound has been identified in human blood as reported by (PMID: 31557052 ). 17-dihydroexemestane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 17-Dihydroexemestane 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

HMDB0244765
     RDKit          3D
17-Dihydroexemestane
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.8833    0.6732    2.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0573    0.2776    1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    0.0118    2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    0.3254    0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893   -0.7900   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -0.6616   -1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -0.1878   -1.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -0.1220   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -1.4818    0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123    0.7060   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3166    0.5826    0.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    2.1066   -0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    2.0801    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    0.6400    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -0.9531   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026   -2.3082    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -1.0896   -1.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2180   -0.3613   -2.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125    0.6371   -1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    1.2911   -2.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.7998   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859    0.0847    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405    0.8264    3.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9242    0.8606    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1872    0.7101    2.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379   -1.0257    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4958    1.2391    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887   -1.7727    0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2353   -0.0094   -2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -1.6735   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4592   -0.8591   -2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8726    0.8165   -2.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.7390    1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -2.2390   -0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030   -1.5427    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395    0.4355   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495    1.3282    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    2.8476    0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    2.4540   -1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6735    2.7735    1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9655    2.4262   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.4455    1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313   -2.2294    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5611   -3.0986   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2425   -2.4613   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467   -1.8098   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5196   -0.5088   -3.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9826    1.5453    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22  2  1  0
 14  4  1  0
 22 15  1  0
 14  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 21 48  1  0
M  END


  Mrv1652309102123542D          

 22 25  0  0  0  0            999 V2000
    4.3228    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939    1.6179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978   -1.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069    1.3336    0.0000 C   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
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  5 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244765

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC3C(CC(=C)C4=CC(=O)C=CC34C)C1CCC2O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16,18,22H,1,4-5,7,9-10H2,2-3H3

> <INCHI_KEY>
NFDPYPMRHKQTDM-UHFFFAOYSA-N

> <FORMULA>
C20H26O2

> <MOLECULAR_WEIGHT>
298.426

> <EXACT_MASS>
298.193280077

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.115180790798874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14-hydroxy-2,15-dimethyl-8-methylidenetetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
3.3026200726666675

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.37769851353702

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839645695479862

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
89.84919999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-hydroxy-2,15-dimethyl-8-methylidenetetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244765
     RDKit          3D
17-Dihydroexemestane
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.8833    0.6732    2.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0573    0.2776    1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    0.0118    2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    0.3254    0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893   -0.7900   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -0.6616   -1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -0.1878   -1.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -0.1220   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -1.4818    0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123    0.7060   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3166    0.5826    0.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    2.1066   -0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    2.0801    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    0.6400    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -0.9531   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026   -2.3082    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -1.0896   -1.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2180   -0.3613   -2.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125    0.6371   -1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    1.2911   -2.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.7998   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859    0.0847    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405    0.8264    3.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9242    0.8606    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1872    0.7101    2.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379   -1.0257    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4958    1.2391    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887   -1.7727    0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2353   -0.0094   -2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -1.6735   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4592   -0.8591   -2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8726    0.8165   -2.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.7390    1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -2.2390   -0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030   -1.5427    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395    0.4355   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495    1.3282    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    2.8476    0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    2.4540   -1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6735    2.7735    1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9655    2.4262   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.4455    1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313   -2.2294    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5611   -3.0986   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2425   -2.4613   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467   -1.8098   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5196   -0.5088   -3.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9826    1.5453    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22  2  1  0
 14  4  1  0
 22 15  1  0
 14  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 21 48  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       8.069   3.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.398   1.854   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.405   3.032   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.889   2.761   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.366   1.312   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.358   0.135   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.874   0.406   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.090  -0.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.365   0.325   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.937   1.804   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.882   3.020   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.835  -1.314   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.319  -1.585   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.796  -3.033   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.698   0.228   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.373   2.489   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   10                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    5   15   22                                             
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0244765
HETATM    1  C1  UNL     1      -2.883   0.673   2.647  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.057   0.278   1.745  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.625   0.012   2.018  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.026   0.325   0.656  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.289  -0.790  -0.261  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.349  -0.662  -1.621  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.773  -0.188  -1.561  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.346  -0.122  -0.169  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.702  -1.482   0.366  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.612   0.706  -0.212  1.00  0.00           C  
HETATM   11  O1  UNL     1       4.317   0.583   0.983  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.071   2.107  -0.283  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.727   2.080   0.386  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.486   0.640   0.783  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.773  -0.953  -0.433  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.203  -2.308   0.218  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.230  -1.090  -1.818  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.218  -0.361  -2.324  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.912   0.637  -1.520  1.00  0.00           C  
HETATM   20  O2  UNL     1      -4.835   1.291  -2.036  1.00  0.00           O  
HETATM   21  C19 UNL     1      -3.472   0.800  -0.156  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.486   0.085   0.358  1.00  0.00           C  
HETATM   23  H1  UNL     1      -2.540   0.826   3.660  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.924   0.861   2.424  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.187   0.710   2.756  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.438  -1.026   2.325  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.496   1.239   0.285  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.089  -1.773   0.160  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.235  -0.009  -2.311  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.347  -1.673  -2.077  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.459  -0.859  -2.152  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.873   0.817  -2.022  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.181  -1.739   1.310  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.360  -2.239  -0.399  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.803  -1.543   0.481  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.240   0.436  -1.096  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.149   1.328   1.608  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.702   2.848   0.261  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.996   2.454  -1.341  1.00  0.00           H  
HETATM   40  H18 UNL     1       1.673   2.773   1.250  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.966   2.426  -0.338  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.842   0.445   1.813  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.231  -2.229   1.303  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.561  -3.099  -0.191  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.242  -2.461  -0.139  1.00  0.00           H  
HETATM   46  H24 UNL     1      -1.747  -1.810  -2.453  1.00  0.00           H  
HETATM   47  H25 UNL     1      -3.520  -0.509  -3.360  1.00  0.00           H  
HETATM   48  H26 UNL     1      -3.983   1.545   0.475  1.00  0.00           H  
CONECT    1    2    2   23   24
CONECT    2    3   22
CONECT    3    4   25   26
CONECT    4    5   14   27
CONECT    5    6   15   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   10   14
CONECT    9   33   34   35
CONECT   10   11   12   36
CONECT   11   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   42
CONECT   15   16   17   22
CONECT   16   43   44   45
CONECT   17   18   18   46
CONECT   18   19   47
CONECT   19   20   20   21
CONECT   21   22   22   48
END

HMDB0244765
     RDKit          3D
17-Dihydroexemestane
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.8833    0.6732    2.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0573    0.2776    1.7452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248    0.0118    2.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    0.3254    0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2893   -0.7900   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -0.6616   -1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -0.1878   -1.5615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -0.1220   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -1.4818    0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123    0.7060   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3166    0.5826    0.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    2.1066   -0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274    2.0801    0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    0.6400    0.7825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -0.9531   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026   -2.3082    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -1.0896   -1.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2180   -0.3613   -2.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125    0.6371   -1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8351    1.2911   -2.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.7998   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859    0.0847    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405    0.8264    3.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9242    0.8606    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1872    0.7101    2.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4379   -1.0257    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4958    1.2391    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887   -1.7727    0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2353   -0.0094   -2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -1.6735   -2.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4592   -0.8591   -2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8726    0.8165   -2.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -1.7390    1.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -2.2390   -0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030   -1.5427    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395    0.4355   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1495    1.3282    1.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7019    2.8476    0.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    2.4540   -1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6735    2.7735    1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9655    2.4262   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    0.4455    1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2313   -2.2294    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5611   -3.0986   -0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2425   -2.4613   -0.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7467   -1.8098   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5196   -0.5088   -3.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9826    1.5453    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22  2  1  0
 14  4  1  0
 22 15  1  0
 14  8  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 21 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17-b-Hydroxy exemestane	HMDB
17-Β-hydroxy exemestane	HMDB

Chemical Formula

C₂₀H₂₆O₂

Average Molecular Weight

298.426

Monoisotopic Molecular Weight

298.193280077

IUPAC Name

14-hydroxy-2,15-dimethyl-8-methylidenetetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

Traditional Name

14-hydroxy-2,15-dimethyl-8-methylidenetetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

CAS Registry Number

Not Available

SMILES

CC12CCC3C(CC(=C)C4=CC(=O)C=CC34C)C1CCC2O

InChI Identifier

InChI=1S/C20H26O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16,18,22H,1,4-5,7,9-10H2,2-3H3

InChI Key

NFDPYPMRHKQTDM-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
3-oxo-delta-1,4-steroid
3-oxosteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-1,4-steroid
Cyclic alcohol
Ketone
Secondary alcohol
Cyclic ketone
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	2.57	ALOGPS
logP	3.3	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	19.38	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.85 m³·mol⁻¹	ChemAxon
Polarizability	34.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	204.789	30932474
DeepCCS	[M+Na]+	180.355	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	178.4	32859911
AllCCS	[M+Na]+	179.3	32859911
AllCCS	[M-H]-	180.5	32859911
AllCCS	[M+Na-2H]-	180.5	32859911
AllCCS	[M+HCOO]-	180.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	17.2411 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.5 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2644.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	483.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	208.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	214.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	454.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	656.6 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	744.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1471.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	498.5 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	1602.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	495.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	455.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	294.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	532.3 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
17-Dihydroexemestane	CC12CCC3C(CC(=C)C4=CC(=O)C=CC34C)C1CCC2O	3545.9	Standard polar	33892256
17-Dihydroexemestane	CC12CCC3C(CC(=C)C4=CC(=O)C=CC34C)C1CCC2O	2584.9	Standard non polar	33892256
17-Dihydroexemestane	CC12CCC3C(CC(=C)C4=CC(=O)C=CC34C)C1CCC2O	2939.9	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 - 17-Dihydroexemestane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-0290000000-d2624309b56d4a26459d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Dihydroexemestane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Dihydroexemestane GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Dihydroexemestane GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Dihydroexemestane 10V, Positive-QTOF	splash10-000t-0090000000-541b66d1060c0342711f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Dihydroexemestane 20V, Positive-QTOF	splash10-00e9-0930000000-b47d701a64bbc1f2a067	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Dihydroexemestane 40V, Positive-QTOF	splash10-00em-2940000000-b5d88a6c3b826fb88312	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Dihydroexemestane 10V, Negative-QTOF	splash10-0002-0090000000-0993c591ea0b82c4de0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Dihydroexemestane 20V, Negative-QTOF	splash10-0002-0090000000-8542338be8e15c5b9103	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Dihydroexemestane 40V, Negative-QTOF	splash10-0002-0090000000-9fe45b23058f5afc843e	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

14662034

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19843829

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 17-Dihydroexemestane (HMDB0244765)

MOL for HMDB0244765 (17-Dihydroexemestane)

3D MOL for HMDB0244765 (17-Dihydroexemestane)

3D SDF for HMDB0244765 (17-Dihydroexemestane)

3D-SDF for HMDB0244765 (17-Dihydroexemestane)

PDB for HMDB0244765 (17-Dihydroexemestane)

3D PDB for HMDB0244765 (17-Dihydroexemestane)

SMILES for HMDB0244765 (17-Dihydroexemestane)

INCHI for HMDB0244765 (17-Dihydroexemestane)

Structure for HMDB0244765 (17-Dihydroexemestane)

3D Structure for HMDB0244765 (17-Dihydroexemestane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra