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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (24) Show 24 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 08:03:49 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0003956

Secondary Accession Numbers

HMDB03956

Metabolite Identification

Common Name

7a-Hydroxytestosterone

Description

4-Hydroxytestosterone is the 17-hydroxylated analog to formestane. It is commercially available on the internet as anabolic steroid for oral self-administration and does not have any therapeutic indication. Hence, only little information is available about its metabolism. So far, most studies dealt with 4-hydroxytestosterone as metabolite of formestane while one study investigated the glucuronic acid conjugates of metabolic products of 4-hydroxytestosterone. This substance is prohibited in sports by the World Anti-Doping Agency; there is to a considerable increase of structurally related steroids with anabolic effects offered via the internet. 4-Hydroxytestosterone is a metabolite of the steroidal aromatase inhibitor 4-hydroxyandrost-4-ene-3,17-dione (4OHA). (PMID: 17724580 , 17610244 , 17207827 , 1284430 ).

Structure

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

HMDB0003956
     RDKit          3D
7a-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -3.1736    0.1552   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003    0.4472   -0.5499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5835    1.6536   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2151    1.6343   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791    0.2723   -0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143   -0.6920    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.0509    0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976   -2.1719    0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584   -0.8604    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2966   -0.8006    1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -1.9329    1.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512    0.4763    1.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6278    0.6290    2.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787    1.5632    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    1.6124    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.2897   -0.4938 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4355    0.1110   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474   -0.7831   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6036   -1.3124    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246   -0.0046    1.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624    0.8012    0.5015 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7349    0.4730    0.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -0.9278   -2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764    0.6843   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157    0.4658   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563    1.8616   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0942    2.5869   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    2.4679   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.6708    0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336    0.0577   -1.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070   -0.2528    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -2.7713   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508   -2.4825    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036   -2.4452   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1924   -2.9875    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462   -2.6124    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4862    1.5346   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323    2.5373    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294    1.9701    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    2.3416   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.2984   -2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7541   -0.9394   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.8390   -2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943   -1.6042   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -1.7794    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -1.9458    1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484   -0.1261    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    0.4697    2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542    1.8693    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.2904    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 16  5  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
M  END


  Mrv0541 02231219502D          

 22 25  0  0  1  0            999 V2000
   31.2975  -11.5100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3061  -15.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8119  -15.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2606  -13.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2606  -12.5455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.5463  -13.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8318  -13.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0812  -13.7885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   29.5463  -12.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8318  -12.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0411  -12.2941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   31.0411  -13.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5595  -14.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5225  -12.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0746  -14.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8187  -15.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2606  -11.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3167  -13.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0875  -12.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5347  -13.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3030  -15.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5278  -14.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  1  0  0  0
  2 21  1  0  0  0  0
  3 22  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 12  1  0  0  0  0
  5  9  1  0  0  0  0
  5 11  1  0  0  0  0
  5 17  1  1  0  0  0
  6  7  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8 15  1  0  0  0  0
  8 18  1  0  0  0  0
  8 19  1  1  0  0  0
  9 10  1  0  0  0  0
 11 14  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  2  0  0  0  0
 18 20  1  0  0  0  0
 20 22  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003956

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,16,21-22H,3-10H2,1-2H3/t11?,12?,13?,16-,18+,19-/m0/s1

> <INCHI_KEY>
BQOIJSIMMIDHMO-XRJYYLNASA-N

> <FORMULA>
C19H28O3

> <MOLECULAR_WEIGHT>
304.4238

> <EXACT_MASS>
304.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.89079424979735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
2.846765616333334

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.377705208100718

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.283947715289045

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839907302035627

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
86.39719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003956
     RDKit          3D
7a-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -3.1736    0.1552   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003    0.4472   -0.5499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5835    1.6536   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2151    1.6343   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791    0.2723   -0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143   -0.6920    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.0509    0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976   -2.1719    0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584   -0.8604    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2966   -0.8006    1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -1.9329    1.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512    0.4763    1.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6278    0.6290    2.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787    1.5632    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    1.6124    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.2897   -0.4938 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4355    0.1110   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474   -0.7831   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6036   -1.3124    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246   -0.0046    1.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624    0.8012    0.5015 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7349    0.4730    0.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -0.9278   -2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764    0.6843   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157    0.4658   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563    1.8616   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0942    2.5869   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    2.4679   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.6708    0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336    0.0577   -1.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070   -0.2528    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -2.7713   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508   -2.4825    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036   -2.4452   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1924   -2.9875    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462   -2.6124    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4862    1.5346   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323    2.5373    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294    1.9701    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    2.3416   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.2984   -2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7541   -0.9394   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.8390   -2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943   -1.6042   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -1.7794    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -1.9458    1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484   -0.1261    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    0.4697    2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542    1.8693    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.2904    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 16  5  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      58.422 -21.485   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      50.971 -29.729   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      48.182 -28.118   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      56.486 -24.958   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      56.486 -23.418   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      55.153 -25.728   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      53.819 -24.958   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      52.418 -25.739   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      55.153 -22.648   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      53.819 -23.418   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      57.943 -22.949   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      57.943 -25.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      55.178 -27.332   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      58.842 -24.188   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      52.406 -27.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      53.795 -28.144   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      56.486 -21.878   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      50.991 -24.870   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      52.430 -24.199   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      49.531 -25.683   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      50.966 -28.189   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      49.519 -27.353   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    5    6   12                                                  
CONECT    5    4    9   11   17                                             
CONECT    6    4    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7   15   18   19                                             
CONECT    9    5   10                                                       
CONECT   10    7    9                                                       
CONECT   11    1    5   14                                                  
CONECT   12    4   14                                                       
CONECT   13    6   16                                                       
CONECT   14   11   12                                                       
CONECT   15    8   16   21                                                  
CONECT   16   13   15                                                       
CONECT   17    5                                                            
CONECT   18    8   20                                                       
CONECT   19    8                                                            
CONECT   20   18   22                                                       
CONECT   21    2   15   22                                                  
CONECT   22    3   20   21                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0003956
HETATM    1  C1  UNL     1      -3.174   0.155  -1.845  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.400   0.447  -0.550  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.584   1.654  -0.777  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.215   1.634  -0.188  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.379   0.272  -0.583  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.314  -0.692   0.310  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.265  -2.051   0.381  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.698  -2.172   0.006  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.358  -0.860   0.301  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.297  -0.801   1.204  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.697  -1.933   1.900  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.951   0.476   1.503  1.00  0.00           C  
HETATM   13  O2  UNL     1       4.628   0.629   2.556  1.00  0.00           O  
HETATM   14  C12 UNL     1       3.779   1.563   0.516  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.335   1.612   0.008  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.862   0.290  -0.494  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.436   0.111  -1.902  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.747  -0.783  -0.113  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.604  -1.312   1.046  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.025  -0.005   1.694  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.462   0.801   0.502  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.735   0.473   0.070  1.00  0.00           O  
HETATM   23  H1  UNL     1      -3.114  -0.928  -2.105  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.676   0.684  -2.709  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.216   0.466  -1.784  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.456   1.862  -1.881  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.094   2.587  -0.395  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.357   2.468  -0.582  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.316   1.671   0.935  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.034   0.058  -1.633  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.307  -0.253   1.350  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.312  -2.771  -0.269  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.151  -2.483   1.417  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.804  -2.445  -1.074  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.192  -2.987   0.599  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.246  -2.612   1.384  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.486   1.535  -0.315  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.932   2.537   1.041  1.00  0.00           H  
HETATM   39  H17 UNL     1       1.729   1.970   0.843  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.374   2.342  -0.854  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.622   0.298  -2.659  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.754  -0.939  -2.073  1.00  0.00           H  
HETATM   43  H21 UNL     1       3.232   0.839  -2.118  1.00  0.00           H  
HETATM   44  H22 UNL     1      -1.794  -1.604  -0.885  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.501  -1.779   0.629  1.00  0.00           H  
HETATM   46  H24 UNL     1      -2.020  -1.946   1.724  1.00  0.00           H  
HETATM   47  H25 UNL     1      -3.848  -0.126   2.405  1.00  0.00           H  
HETATM   48  H26 UNL     1      -2.123   0.470   2.133  1.00  0.00           H  
HETATM   49  H27 UNL     1      -3.454   1.869   0.748  1.00  0.00           H  
HETATM   50  H28 UNL     1      -5.105  -0.290   0.582  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   18   21
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   16   30
CONECT    6    7   18   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   10   16
CONECT   10   11   12
CONECT   11   36
CONECT   12   13   13   14
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17
CONECT   17   41   42   43
CONECT   18   19   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   49
CONECT   22   50
END

HMDB0003956
     RDKit          3D
7a-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -3.1736    0.1552   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4003    0.4472   -0.5499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5835    1.6536   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2151    1.6343   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791    0.2723   -0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143   -0.6920    0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.0509    0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6976   -2.1719    0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584   -0.8604    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2966   -0.8006    1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6967   -1.9329    1.9001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512    0.4763    1.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6278    0.6290    2.5562 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787    1.5632    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349    1.6124    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    0.2897   -0.4938 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4355    0.1110   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474   -0.7831   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6036   -1.3124    1.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0246   -0.0046    1.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624    0.8012    0.5015 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7349    0.4730    0.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -0.9278   -2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764    0.6843   -2.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2157    0.4658   -1.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4563    1.8616   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0942    2.5869   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    2.4679   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    1.6708    0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0336    0.0577   -1.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070   -0.2528    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121   -2.7713   -0.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1508   -2.4825    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036   -2.4452   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1924   -2.9875    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462   -2.6124    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4862    1.5346   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323    2.5373    1.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294    1.9701    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    2.3416   -0.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220    0.2984   -2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7541   -0.9394   -2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.8390   -2.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7943   -1.6042   -0.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5006   -1.7794    0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0204   -1.9458    1.7245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484   -0.1261    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    0.4697    2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4542    1.8693    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.2904    0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  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
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18  2  1  0
 21  2  1  0
 16  5  1  0
 16  9  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 11 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(17beta)-4,17-Dihydroxy-androst-4-en-3-one	HMDB
(3b,17a)-Androst-5-ene-3,17-diol	HMDB
3b,17a-Dihydroxyandrost-5-ene	HMDB
4,17beta-Dihydroxy-4-androstene-3-one	HMDB
4-Androstene-7alpha-17beta-diol-3-one	HMDB
4-OHT	HMDB
7alpha-Hydroxytestosterone	HMDB
Androst-5-ene-3b,17a-diol	HMDB
D5-Androstene-3b,17a-diol	HMDB
4,17 beta-Dihydroxy-4-androstene-3-one	MeSH, HMDB

Chemical Formula

C₁₉H₂₈O₃

Average Molecular Weight

304.4238

Monoisotopic Molecular Weight

304.203844762

IUPAC Name

(2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

(2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

CAS Registry Number

2141-17-5

SMILES

C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2O

InChI Identifier

InChI=1S/C19H28O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,16,21-22H,3-10H2,1-2H3/t11?,12?,13?,16-,18+,19-/m0/s1

InChI Key

BQOIJSIMMIDHMO-XRJYYLNASA-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-4-steroid
3-oxosteroid
4-hydroxysteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Ketone
Secondary alcohol
Cyclic ketone
Enol
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0003956)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0003956)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003956)

Source

Exogenous

Exogenous (HMDB: HMDB0003956)

Food

Food (HMDB: HMDB0003956)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0003956)

Molecular messenger

Hormone (HMDB: HMDB0003956)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0003956)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	155 - 156 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.344	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.068 g/L	ALOGPS
logP	2.48	ALOGPS
logP	2.85	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.4 m³·mol⁻¹	ChemAxon
Polarizability	34.89 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]-	207.117	30932474
DeepCCS	[M+Na]+	182.345	30932474
AllCCS	[M+H]+	177.4	32859911
AllCCS	[M+H-H2O]+	174.3	32859911
AllCCS	[M+NH4]+	180.2	32859911
AllCCS	[M+Na]+	181.0	32859911
AllCCS	[M-H]-	180.6	32859911
AllCCS	[M+Na-2H]-	180.7	32859911
AllCCS	[M+HCOO]-	180.9	32859911

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. Predicted by Afia on May 17, 2022.	6.37 minutes	32390414
Predicted by Siyang on May 30, 2022	12.8279 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.37 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2398.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	250.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	180.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	605.7 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	578.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	111.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1007.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	426.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1408.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	420.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	313.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	308.3 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	83.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7a-Hydroxytestosterone	C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2O	3309.0	Standard polar	33892256
7a-Hydroxytestosterone	C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2O	2534.4	Standard non polar	33892256
7a-Hydroxytestosterone	C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2O	2824.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7a-Hydroxytestosterone,1TMS,isomer #1	C[C@]12CCC3C(CCC4=C(O[Si](C)(C)C)C(=O)CC[C@@]43C)C1CC[C@@H]2O	2831.8	Semi standard non polar	33892256
7a-Hydroxytestosterone,1TMS,isomer #2	C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@@]43C)C1CC[C@@H]2O[Si](C)(C)C	2783.5	Semi standard non polar	33892256
7a-Hydroxytestosterone,1TMS,isomer #3	C[C@]12CCC3C(CCC4=C(O)C(O[Si](C)(C)C)=CC[C@@]43C)C1CC[C@@H]2O	2771.9	Semi standard non polar	33892256
7a-Hydroxytestosterone,2TMS,isomer #1	C[C@]12CCC3C(CCC4=C(O[Si](C)(C)C)C(=O)CC[C@@]43C)C1CC[C@@H]2O[Si](C)(C)C	2876.4	Semi standard non polar	33892256
7a-Hydroxytestosterone,2TMS,isomer #2	C[C@]12CCC3C(CCC4=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC[C@@]43C)C1CC[C@@H]2O	2812.8	Semi standard non polar	33892256
7a-Hydroxytestosterone,2TMS,isomer #3	C[C@]12CCC3C(CCC4=C(O)C(O[Si](C)(C)C)=CC[C@@]43C)C1CC[C@@H]2O[Si](C)(C)C	2815.7	Semi standard non polar	33892256
7a-Hydroxytestosterone,3TMS,isomer #1	C[C@]12CCC3C(CCC4=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC[C@@]43C)C1CC[C@@H]2O[Si](C)(C)C	2822.3	Semi standard non polar	33892256
7a-Hydroxytestosterone,3TMS,isomer #1	C[C@]12CCC3C(CCC4=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC[C@@]43C)C1CC[C@@H]2O[Si](C)(C)C	2847.1	Standard non polar	33892256
7a-Hydroxytestosterone,3TMS,isomer #1	C[C@]12CCC3C(CCC4=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC[C@@]43C)C1CC[C@@H]2O[Si](C)(C)C	3051.4	Standard polar	33892256
7a-Hydroxytestosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2CCC3C4CC[C@H](O)[C@@]4(C)CCC3[C@@]2(C)CCC1=O	3070.6	Semi standard non polar	33892256
7a-Hydroxytestosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1CCC2C3CCC4=C(O)C(=O)CC[C@]4(C)C3CC[C@@]21C	3037.3	Semi standard non polar	33892256
7a-Hydroxytestosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1O)CCC1C3CC[C@H](O)[C@@]3(C)CCC12	3035.9	Semi standard non polar	33892256
7a-Hydroxytestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2CCC3C4CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CCC3[C@@]2(C)CCC1=O	3336.0	Semi standard non polar	33892256
7a-Hydroxytestosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1O[Si](C)(C)C(C)(C)C)CCC1C3CC[C@H](O)[C@@]3(C)CCC12	3270.0	Semi standard non polar	33892256
7a-Hydroxytestosterone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1O)CCC1C3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CCC12	3296.6	Semi standard non polar	33892256
7a-Hydroxytestosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1O[Si](C)(C)C(C)(C)C)CCC1C3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CCC12	3498.6	Semi standard non polar	33892256
7a-Hydroxytestosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1O[Si](C)(C)C(C)(C)C)CCC1C3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CCC12	3313.7	Standard non polar	33892256
7a-Hydroxytestosterone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)C(=C1O[Si](C)(C)C(C)(C)C)CCC1C3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CCC12	3365.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7a-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-0090000000-f8c70e9c073ebf34b059	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a-Hydroxytestosterone GC-MS (2 TMS) - 70eV, Positive	splash10-001i-1022900000-600be045d8943f743d57	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 7a-Hydroxytestosterone 10V, Positive-QTOF	splash10-052r-0095000000-1ed1d6e3a92671fd2ad0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 20V, Positive-QTOF	splash10-0a70-0391000000-688b70f5d7af33f8cee6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 40V, Positive-QTOF	splash10-0041-6690000000-280160a24bfda119b38c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 10V, Negative-QTOF	splash10-0udi-0029000000-e348bdb79d40a4c67d8a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 20V, Negative-QTOF	splash10-0udi-0069000000-414113628118ffc4436d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 40V, Negative-QTOF	splash10-059i-1090000000-78462554e3a1a05a840c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 10V, Negative-QTOF	splash10-0udi-0009000000-93986d59045cc7fce551	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 20V, Negative-QTOF	splash10-0udi-0019000000-92df155d883a35606e36	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 40V, Negative-QTOF	splash10-0udi-0095000000-c78824a01c7b942a579a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 10V, Positive-QTOF	splash10-0a4r-0049000000-dee580cc76c7cfcdaec8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 20V, Positive-QTOF	splash10-05n0-0590000000-4682faf86ab20fed64d6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a-Hydroxytestosterone 40V, Positive-QTOF	splash10-0007-4910000000-82ee78b7109f9f4b5333	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB023273

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05291

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477776

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

Camerino, Bruno; Patelli, Bianca; Sciaky, Roberto. 4-Hydroxy steroids. (1962), 4 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Georgakopoulos CG, Vonaparti A, Stamou M, Kiousi P, Lyris E, Angelis YS, Tsoupras G, Wuest B, Nielen MW, Panderi I, Koupparis M: Preventive doping control analysis: liquid and gas chromatography time-of-flight mass spectrometry for detection of designer steroids. Rapid Commun Mass Spectrom. 2007;21(15):2439-46. [PubMed:17610244 ]
Pozo OJ, Van Eenoo P, Deventer K, Delbeke FT: Development and validation of a qualitative screening method for the detection of exogenous anabolic steroids in urine by liquid chromatography-tandem mass spectrometry. Anal Bioanal Chem. 2007 Oct;389(4):1209-24. Epub 2007 Aug 28. [PubMed:17724580 ]
Kohler M, Parr MK, Opfermann G, Thevis M, Schlorer N, Marner FJ, Schanzer W: Metabolism of 4-hydroxyandrostenedione and 4-hydroxytestosterone: Mass spectrometric identification of urinary metabolites. Steroids. 2007 Mar;72(3):278-86. Epub 2007 Jan 17. [PubMed:17207827 ]
Davies JH, Shearer RJ, Rowlands MG, Poon GK, Houghton J, Jarman M, Dowsett M: Effects of 4-hydroxyandrost-4-ene-3,17-dione and its metabolites on 5 alpha-reductase activity and the androgen receptor. J Enzyme Inhib. 1992;6(2):141-7. [PubMed:1284430 ]

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

Enzyme Details

4. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

Enzyme Details

5. Cytochrome P450 3A43

General function:: Involved in monooxygenase activity
Specific function:: Exhibits low testosterone 6-beta-hydroxylase activity.
Gene Name:: CYP3A43
Uniprot ID:: Q9HB55
Molecular weight:: 57756.285

Enzyme Details

6. Cytochrome P450 1B1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:: CYP1B1
Uniprot ID:: Q16678
Molecular weight:: 60845.33

Enzyme Details

7. Cytochrome P450 2C18

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP2C18
Uniprot ID:: P33260
Molecular weight:: 55710.075

Enzyme Details

8. Cytochrome P450 2F1

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: May be involved in the metabolism of various pneumotoxicants including naphthalene. Is able to dealkylate ethoxycoumarin, propoxycoumarin, and pentoxyresorufin but possesses no activity toward ethoxyresorufin and only trace dearylation activity toward benzyloxyresorufin. Bioactivates 3-methylindole (3MI) by dehydrogenation to the putative electrophile 3-methylene-indolenine.
Gene Name:: CYP2F1
Uniprot ID:: P24903
Molecular weight:: 55500.64

Enzyme Details

9. Cytochrome P450 4X1

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP4X1
Uniprot ID:: Q8N118
Molecular weight:: 58874.62

Enzyme Details

10. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

Showing metabocard for 7a-Hydroxytestosterone (HMDB0003956)

MOL for HMDB0003956 (7a-Hydroxytestosterone)

3D MOL for HMDB0003956 (7a-Hydroxytestosterone)

3D SDF for HMDB0003956 (7a-Hydroxytestosterone)

3D-SDF for HMDB0003956 (7a-Hydroxytestosterone)

PDB for HMDB0003956 (7a-Hydroxytestosterone)

3D PDB for HMDB0003956 (7a-Hydroxytestosterone)

SMILES for HMDB0003956 (7a-Hydroxytestosterone)

INCHI for HMDB0003956 (7a-Hydroxytestosterone)

Structure for HMDB0003956 (7a-Hydroxytestosterone)

3D Structure for HMDB0003956 (7a-Hydroxytestosterone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes