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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:29:14 UTC

Update Date

2021-09-26 22:55:34 UTC

HMDB ID

HMDB0246468

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Hydroxytestosterone

Description

4-Hydroxytestosterone 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 4-Hydroxytestosterone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-hydroxytestosterone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Hydroxytestosterone 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

HMDB0246468
     RDKit          3D
4-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.2511    1.9249   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082    0.6459    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.6760    1.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    0.9814    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.3453    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6136    0.5768    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -0.6060   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2898   -1.6775   -0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -0.4777   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5853   -1.4156   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046   -0.6655   -1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.0662   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.6247    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605   -0.0049    1.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    0.3493    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4791   -0.4503    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085   -1.6896    1.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    0.3688   -0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342    1.7039    0.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117    0.3325   -1.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.9078   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813   -0.8813   -0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    2.3163   -0.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0771    1.7222   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4864    2.6917    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7998    1.4990    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2606    2.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9541    2.0666    1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836    0.5963    2.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7380   -1.5828   -1.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2634   -1.8189   -1.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337   -2.2400   -0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0356   -1.4076   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9858    0.0389   -2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8845    0.8664   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    1.6895    0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056    0.5177    2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2109   -1.0958    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2621    0.1510    2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034    1.4309    1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4279   -2.0157    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.4468    1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599   -2.4919    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5755   -0.0612    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428    2.0961    0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668    0.2184   -2.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8724    1.2324   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0342   -0.7896   -2.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -1.8258   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -1.9163   -0.3878 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  9  2  1  0
 22 12  1  0
 13  2  1  0
 22 16  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
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 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
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END

  Mrv1652309112101292D          

 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
    1.2463   -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
    0.1539   -1.1393    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
  6 12  1  0  0  0  0
 12 13  1  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
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246468

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCC3C(CCC4=C(O)C(=O)CCC34C)C1CCC2O

> <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

> <INCHI_KEY>
BQOIJSIMMIDHMO-UHFFFAOYSA-N

> <FORMULA>
C19H28O3

> <MOLECULAR_WEIGHT>
304.43

> <EXACT_MASS>
304.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
34.71267759504421

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]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>
86.3972

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246468
     RDKit          3D
4-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.2511    1.9249   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082    0.6459    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.6760    1.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    0.9814    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.3453    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6136    0.5768    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -0.6060   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2898   -1.6775   -0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -0.4777   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5853   -1.4156   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046   -0.6655   -1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.0662   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.6247    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605   -0.0049    1.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    0.3493    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4791   -0.4503    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085   -1.6896    1.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    0.3688   -0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342    1.7039    0.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117    0.3325   -1.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.9078   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813   -0.8813   -0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    2.3163   -0.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0771    1.7222   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4864    2.6917    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7998    1.4990    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2606    2.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9541    2.0666    1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836    0.5963    2.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7380   -1.5828   -1.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2634   -1.8189   -1.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337   -2.2400   -0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0356   -1.4076   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9858    0.0389   -2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8845    0.8664   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    1.6895    0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056    0.5177    2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2109   -1.0958    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2621    0.1510    2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034    1.4309    1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4279   -2.0157    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.4468    1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599   -2.4919    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5755   -0.0612    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428    2.0961    0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668    0.2184   -2.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8724    1.2324   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0342   -0.7896   -2.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -1.8258   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -1.9163   -0.3878 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  9  2  1  0
 22 12  1  0
 13  2  1  0
 22 16  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
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 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
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.069   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       2.326  -0.407   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.810  -0.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.182   0.499   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.698   0.228   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.341   1.947   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.857   2.218   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.850   1.041   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.373   2.489   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.287  -2.127   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   20                                                  
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                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    5   14   21                                             
CONECT   21   20                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0246468
HETATM    1  C1  UNL     1      -2.251   1.925  -0.258  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.708   0.646   0.402  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.265   0.676   1.823  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.743   0.981   1.820  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.443   0.345   0.687  1.00  0.00           C  
HETATM    6  O1  UNL     1      -5.614   0.577   0.403  1.00  0.00           O  
HETATM    7  C6  UNL     1      -3.676  -0.606  -0.122  1.00  0.00           C  
HETATM    8  O2  UNL     1      -4.290  -1.678  -0.766  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.367  -0.478  -0.269  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.585  -1.416  -1.065  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.505  -0.665  -1.756  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.431   0.066  -0.826  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.213   0.625   0.393  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.360  -0.005   1.653  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.856   0.349   1.633  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.479  -0.450   0.551  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.109  -1.690   1.202  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.595   0.369  -0.064  1.00  0.00           C  
HETATM   19  O3  UNL     1       3.534   1.704   0.348  1.00  0.00           O  
HETATM   20  C17 UNL     1       3.412   0.332  -1.545  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.552  -0.908  -1.732  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.581  -0.881  -0.548  1.00  0.00           C  
HETATM   23  H1  UNL     1      -1.408   2.316  -0.867  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.077   1.722  -0.936  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.486   2.692   0.497  1.00  0.00           H  
HETATM   26  H4  UNL     1      -1.800   1.499   2.416  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.031  -0.261   2.371  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.954   2.067   1.782  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.184   0.596   2.767  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.738  -1.583  -1.670  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.263  -1.819  -1.867  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.134  -2.240  -0.479  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.036  -1.408  -2.384  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.986   0.039  -2.481  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.884   0.866  -1.452  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.101   1.689   0.489  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.006   0.518   2.562  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.211  -1.096   1.688  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.262   0.151   2.649  1.00  0.00           H  
HETATM   40  H18 UNL     1       1.903   1.431   1.391  1.00  0.00           H  
HETATM   41  H19 UNL     1       2.428  -2.016   2.039  1.00  0.00           H  
HETATM   42  H20 UNL     1       4.083  -1.447   1.669  1.00  0.00           H  
HETATM   43  H21 UNL     1       3.260  -2.492   0.468  1.00  0.00           H  
HETATM   44  H22 UNL     1       4.576  -0.061   0.178  1.00  0.00           H  
HETATM   45  H23 UNL     1       4.443   2.096   0.276  1.00  0.00           H  
HETATM   46  H24 UNL     1       4.367   0.218  -2.094  1.00  0.00           H  
HETATM   47  H25 UNL     1       2.872   1.232  -1.909  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.034  -0.790  -2.693  1.00  0.00           H  
HETATM   49  H27 UNL     1       3.137  -1.826  -1.721  1.00  0.00           H  
HETATM   50  H28 UNL     1       1.219  -1.916  -0.388  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    9   13
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6    6    7
CONECT    7    8    9    9
CONECT    8   30
CONECT    9   10
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   22   35
CONECT   13   14   36
CONECT   14   15   37   38
CONECT   15   16   39   40
CONECT   16   17   18   22
CONECT   17   41   42   43
CONECT   18   19   20   44
CONECT   19   45
CONECT   20   21   46   47
CONECT   21   22   48   49
CONECT   22   50
END

HMDB0246468
     RDKit          3D
4-Hydroxytestosterone
 50 53  0  0  0  0  0  0  0  0999 V2000
   -2.2511    1.9249   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082    0.6459    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2650    0.6760    1.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    0.9814    1.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.3453    0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6136    0.5768    0.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6761   -0.6060   -0.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2898   -1.6775   -0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672   -0.4777   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5853   -1.4156   -1.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5046   -0.6655   -1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.0662   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.6247    0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605   -0.0049    1.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    0.3493    1.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4791   -0.4503    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085   -1.6896    1.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    0.3688   -0.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5342    1.7039    0.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117    0.3325   -1.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.9078   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813   -0.8813   -0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    2.3163   -0.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0771    1.7222   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4864    2.6917    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7998    1.4990    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2606    2.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9541    2.0666    1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1836    0.5963    2.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7380   -1.5828   -1.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2634   -1.8189   -1.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1337   -2.2400   -0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0356   -1.4076   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9858    0.0389   -2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8845    0.8664   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    1.6895    0.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056    0.5177    2.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2109   -1.0958    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2621    0.1510    2.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034    1.4309    1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4279   -2.0157    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.4468    1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2599   -2.4919    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5755   -0.0612    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428    2.0961    0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668    0.2184   -2.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8724    1.2324   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0342   -0.7896   -2.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -1.8258   -1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2193   -1.9163   -0.3878 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  9  2  1  0
 22 12  1  0
 13  2  1  0
 22 16  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
  8 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 13 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
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₈O₃

Average Molecular Weight

304.43

Monoisotopic Molecular Weight

304.203844762

IUPAC Name

6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

Not Available

SMILES

CC12CCC3C(CCC4=C(O)C(=O)CCC34C)C1CCC2O

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

InChI Key

BQOIJSIMMIDHMO-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-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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0246468)

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	2.48	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	34.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	205.443	30932474
DeepCCS	[M+Na]+	181.008	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxytestosterone	CC12CCC3C(CCC4=C(O)C(=O)CCC34C)C1CCC2O	3327.5	Standard polar	33892256
4-Hydroxytestosterone	CC12CCC3C(CCC4=C(O)C(=O)CCC34C)C1CCC2O	2517.1	Standard non polar	33892256
4-Hydroxytestosterone	CC12CCC3C(CCC4=C(O)C(=O)CCC34C)C1CCC2O	2814.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxytestosterone,3TMS,isomer #1	CC12CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1CCC1C2CCC2(C)C(O[Si](C)(C)C)CCC12	2824.8	Semi standard non polar	33892256
4-Hydroxytestosterone,3TMS,isomer #1	CC12CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1CCC1C2CCC2(C)C(O[Si](C)(C)C)CCC12	2842.2	Standard non polar	33892256
4-Hydroxytestosterone,3TMS,isomer #1	CC12CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1CCC1C2CCC2(C)C(O[Si](C)(C)C)CCC12	3040.7	Standard polar	33892256
4-Hydroxytestosterone,3TBDMS,isomer #1	CC12CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1CCC1C2CCC2(C)C(O[Si](C)(C)C(C)(C)C)CCC12	3496.3	Semi standard non polar	33892256
4-Hydroxytestosterone,3TBDMS,isomer #1	CC12CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1CCC1C2CCC2(C)C(O[Si](C)(C)C(C)(C)C)CCC12	3313.9	Standard non polar	33892256
4-Hydroxytestosterone,3TBDMS,isomer #1	CC12CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1CCC1C2CCC2(C)C(O[Si](C)(C)C(C)(C)C)CCC12	3346.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-0090000000-f8c70e9c073ebf34b059	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxytestosterone GC-MS (TBDMS_2_3) - 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 - 4-Hydroxytestosterone 10V, Positive-QTOF	splash10-0a4r-0049000000-dee580cc76c7cfcdaec8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytestosterone 20V, Positive-QTOF	splash10-05n0-0590000000-4682faf86ab20fed64d6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytestosterone 40V, Positive-QTOF	splash10-0007-4910000000-82ee78b7109f9f4b5333	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytestosterone 10V, Negative-QTOF	splash10-0udi-0009000000-93986d59045cc7fce551	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytestosterone 20V, Negative-QTOF	splash10-0udi-0019000000-92df155d883a35606e36	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxytestosterone 40V, Negative-QTOF	splash10-0udi-0095000000-c78824a01c7b942a579a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4-Hydroxytestosterone

METLIN ID

Not Available

PubChem Compound

13873139

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 4-Hydroxytestosterone (HMDB0246468)

MOL for HMDB0246468 (4-Hydroxytestosterone)

3D MOL for HMDB0246468 (4-Hydroxytestosterone)

3D SDF for HMDB0246468 (4-Hydroxytestosterone)

3D-SDF for HMDB0246468 (4-Hydroxytestosterone)

PDB for HMDB0246468 (4-Hydroxytestosterone)

3D PDB for HMDB0246468 (4-Hydroxytestosterone)

SMILES for HMDB0246468 (4-Hydroxytestosterone)

INCHI for HMDB0246468 (4-Hydroxytestosterone)

Structure for HMDB0246468 (4-Hydroxytestosterone)

3D Structure for HMDB0246468 (4-Hydroxytestosterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra