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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:22 UTC

Update Date

2021-09-14 15:40:23 UTC

HMDB ID

HMDB0002961

Secondary Accession Numbers

HMDB02961

Metabolite Identification

Common Name

Dihydrotestosterone

Description

Dihydrotestosterone is a potent androgenic metabolite of testosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid. -- Pubchem; Dihydrotestosterone (DHT) (INN: androstanolone) is a biologically active metabolite of the hormone testosterone, formed primarily in the prostate gland, testes, hair follicles, and adrenal glands by the enzyme 5-alpha-reductase by means of reducing the alpha 4,5 double-bond. Dihydrotestosterone belongs to the class of compounds called androgens, also commonly called androgenic hormones or testoids. DHT is thought to be approximately 30 times more potent than testosterone because of increased affinity to the androgen receptor.

Structure

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

Untitled Document-7
  Mrv1652307191923412D          

 25 28  0  0  0  0            999 V2000
   -2.0637   -0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.1385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6348   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3492    0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0797    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    0.0990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.9240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942    1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933   -0.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    1.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7782   -1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.5060    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949    1.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.7260    0.0000 H   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  1  1  0  0  0  0
  4  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
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  1  1  0  0  0
  4 23  1  6  0  0  0
 10 24  1  6  0  0  0
 11 25  1  6  0  0  0
M  END

HMDB0002961
     RDKit          3D
Dihydrotestosterone
 51 54  0  0  0  0  0  0  0  0999 V2000
   -2.9026    0.1914    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858   -0.3960    0.2978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6879   -1.6203    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -1.6666   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549   -0.3985   -0.4454 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4171    0.8204    0.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2959    2.0923   -0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6874    1.9875    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098    0.9167   -0.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8931    0.9362   -0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4763   -0.3730    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530   -0.3819    0.9730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9348   -1.6357   -0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144   -1.4641   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -0.4112    0.0535 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9070   -0.7567    1.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355    0.6520   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7111    1.7412   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.9987   -0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7220   -0.4753   -0.5421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7754   -1.1107    0.0684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.6561    2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850    1.0242    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    0.5223    1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.4931    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5308   -1.8251    1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206   -2.2138   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986   -2.3653    0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -0.1979   -1.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4288    0.6774    1.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124    2.9087    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063    2.2417   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5062    1.6230    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    2.9691    0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.0729   -1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    1.7001    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050    1.3185   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5392   -2.0137   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9923   -2.3998    0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719   -1.0224   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -2.3958   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7078   -0.1235    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -1.8325    1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.5907    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    0.2181   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976    2.2784    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836    2.4769   -1.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8469    1.3631   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    1.1320   -1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.9639   -1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -2.0788   -0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  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  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  6
 21 51  1  0
M  END

Untitled Document-7
  Mrv1652307191923412D          

 25 28  0  0  0  0            999 V2000
   -2.0637   -0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0637   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.1385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6348   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3492    0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942   -0.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0797    0.0990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5086    0.0990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.9240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7942    1.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933   -0.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7782    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2933    1.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7782   -1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7942    0.5060    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949    1.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -0.7260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5086   -0.7260    0.0000 H   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  1  1  0  0  0  0
  4  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
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  1  1  0  0  0
  4 23  1  6  0  0  0
 10 24  1  6  0  0  0
 11 25  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0002961

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1

> <INCHI_KEY>
NVKAWKQGWWIWPM-ABEVXSGRSA-N

> <FORMULA>
C19H30O2

> <MOLECULAR_WEIGHT>
290.4403

> <EXACT_MASS>
290.224580204

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.537342899421

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.4112576326666675

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.37770535655329

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839915294840951

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
83.60309999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0002961
     RDKit          3D
Dihydrotestosterone
 51 54  0  0  0  0  0  0  0  0999 V2000
   -2.9026    0.1914    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858   -0.3960    0.2978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6879   -1.6203    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -1.6666   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549   -0.3985   -0.4454 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4171    0.8204    0.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2959    2.0923   -0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6874    1.9875    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098    0.9167   -0.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8931    0.9362   -0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4763   -0.3730    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530   -0.3819    0.9730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9348   -1.6357   -0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144   -1.4641   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -0.4112    0.0535 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9070   -0.7567    1.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355    0.6520   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7111    1.7412   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.9987   -0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7220   -0.4753   -0.5421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7754   -1.1107    0.0684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.6561    2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850    1.0242    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    0.5223    1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.4931    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5308   -1.8251    1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206   -2.2138   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986   -2.3653    0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -0.1979   -1.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4288    0.6774    1.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124    2.9087    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063    2.2417   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5062    1.6230    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    2.9691    0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.0729   -1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    1.7001    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050    1.3185   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5392   -2.0137   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9923   -2.3998    0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719   -1.0224   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -2.3958   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7078   -0.1235    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -1.8325    1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.5907    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    0.2181   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976    2.2784    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836    2.4769   -1.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8469    1.3631   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    1.1320   -1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.9639   -1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -2.0788   -0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  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  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  6
 21 51  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Untitled Document-7                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C   UNK     0      -3.852  -0.585   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.852  -2.125   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.519  -2.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.185  -2.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.185  -0.585   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.519   0.185   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.149  -2.895   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.483  -2.125   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.483  -0.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.149   0.185   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.816   0.185   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.816   1.725   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.483   2.495   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.149   1.725   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.281  -0.291   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.186   0.955   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.281   2.201   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.186  -2.895   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.185   0.955   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       1.483   0.945   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       2.977   3.256   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.757   3.665   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      -1.185  -3.665   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.149  -1.355   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.816  -1.355   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   23                                             
CONECT    5    4    6   10   19                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   20                                             
CONECT   10    9    5   14   24                                             
CONECT   11    9   12   15   25                                             
CONECT   12   11   13   17   21                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   22                                                  
CONECT   18    2                                                            
CONECT   19    5                                                            
CONECT   20    9                                                            
CONECT   21   12                                                            
CONECT   22   17                                                            
CONECT   23    4                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0002961
HETATM    1  C1  UNL     1      -2.903   0.191   1.638  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.486  -0.396   0.298  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.688  -1.620   0.416  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.378  -1.667  -0.262  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.355  -0.399  -0.445  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.417   0.820   0.080  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.296   2.092  -0.198  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.687   1.987   0.443  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.410   0.917  -0.308  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.893   0.936  -0.107  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.476  -0.373   0.221  1.00  0.00           C  
HETATM   12  O1  UNL     1       5.453  -0.382   0.973  1.00  0.00           O  
HETATM   13  C12 UNL     1       3.935  -1.636  -0.314  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.514  -1.464  -0.775  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.778  -0.411   0.054  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.907  -0.757   1.499  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.736   0.652  -0.542  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.711   1.741  -0.506  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.010   0.999  -0.812  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.722  -0.475  -0.542  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.775  -1.111   0.068  1.00  0.00           O  
HETATM   22  H1  UNL     1      -2.848  -0.656   2.375  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.285   1.024   1.963  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.954   0.522   1.649  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.323  -2.493   0.081  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.531  -1.825   1.518  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.521  -2.214  -1.242  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.299  -2.365   0.318  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.432  -0.198  -1.556  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.429   0.677   1.196  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.212   2.909   0.325  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.406   2.242  -1.288  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.506   1.623   1.477  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.199   2.969   0.425  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.190   1.073  -1.397  1.00  0.00           H  
HETATM   36  H15 UNL     1       4.104   1.700   0.694  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.405   1.318  -1.014  1.00  0.00           H  
HETATM   38  H17 UNL     1       4.539  -2.014  -1.186  1.00  0.00           H  
HETATM   39  H18 UNL     1       3.992  -2.400   0.463  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.572  -1.022  -1.811  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.958  -2.396  -0.868  1.00  0.00           H  
HETATM   42  H21 UNL     1       2.708  -0.123   1.948  1.00  0.00           H  
HETATM   43  H22 UNL     1       2.158  -1.833   1.607  1.00  0.00           H  
HETATM   44  H23 UNL     1       0.948  -0.591   2.006  1.00  0.00           H  
HETATM   45  H24 UNL     1      -1.704   0.218  -1.566  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.798   2.278   0.439  1.00  0.00           H  
HETATM   47  H26 UNL     1      -2.484   2.477  -1.304  1.00  0.00           H  
HETATM   48  H27 UNL     1      -4.847   1.363  -0.184  1.00  0.00           H  
HETATM   49  H28 UNL     1      -4.192   1.132  -1.898  1.00  0.00           H  
HETATM   50  H29 UNL     1      -3.431  -0.964  -1.508  1.00  0.00           H  
HETATM   51  H30 UNL     1      -4.739  -2.079  -0.209  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   17   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   15   29
CONECT    6    7   17   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   15   35
CONECT   10   11   36   37
CONECT   11   12   12   13
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16
CONECT   16   42   43   44
CONECT   17   18   45
CONECT   18   19   46   47
CONECT   19   20   48   49
CONECT   20   21   50
CONECT   21   51
END

HMDB0002961
     RDKit          3D
Dihydrotestosterone
 51 54  0  0  0  0  0  0  0  0999 V2000
   -2.9026    0.1914    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858   -0.3960    0.2978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6879   -1.6203    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -1.6666   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3549   -0.3985   -0.4454 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4171    0.8204    0.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2959    2.0923   -0.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6874    1.9875    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4098    0.9167   -0.3080 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8931    0.9362   -0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4763   -0.3730    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530   -0.3819    0.9730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9348   -1.6357   -0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5144   -1.4641   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7782   -0.4112    0.0535 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9070   -0.7567    1.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355    0.6520   -0.5423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7111    1.7412   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100    0.9987   -0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7220   -0.4753   -0.5421 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7754   -1.1107    0.0684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.6561    2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850    1.0242    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544    0.5223    1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -2.4931    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5308   -1.8251    1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5206   -2.2138   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986   -2.3653    0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -0.1979   -1.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4288    0.6774    1.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124    2.9087    0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063    2.2417   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5062    1.6230    1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    2.9691    0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898    1.0729   -1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    1.7001    0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4050    1.3185   -1.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5392   -2.0137   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9923   -2.3998    0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719   -1.0224   -1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -2.3958   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7078   -0.1235    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -1.8325    1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483   -0.5907    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    0.2181   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976    2.2784    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836    2.4769   -1.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8469    1.3631   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1920    1.1320   -1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.9639   -1.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386   -2.0788   -0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  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  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  6
 21 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17beta-Hydroxyandrostan-3-one	ChEBI
4,5alpha-Dihydrotestosterone	ChEBI
5alpha-DHT	ChEBI
5alpha-Dihydrotestosterone	ChEBI
Androstanolona	ChEBI
Androstanolone	ChEBI
Androstanolonum	ChEBI
DHT	ChEBI
Dihydrotestosteron	ChEBI
Stanolone	ChEBI
17beta-Hydroxy-5alpha-androstan-3-one	Kegg
Andractim	Kegg
17b-Hydroxyandrostan-3-one	Generator
17Β-hydroxyandrostan-3-one	Generator
4,5a-Dihydrotestosterone	Generator
4,5Α-dihydrotestosterone	Generator
5a-DHT	Generator
5Α-DHT	Generator
5a-Dihydrotestosterone	Generator
5Α-dihydrotestosterone	Generator
17b-Hydroxy-5a-androstan-3-one	Generator
17Β-hydroxy-5α-androstan-3-one	Generator
17beta-Hydroxy-3-oxo-5alpha-androstanone	HMDB
17b-Hydroxy-3-oxo-5a-androstanone	HMDB
17Β-hydroxy-3-oxo-5α-androstanone	HMDB
17-Hydroxy-androstan-3-one	HMDB
17-Hydroxyandrostan-3-one	HMDB
17b-Hydroxy-3-androstanone	HMDB
4-Dihydrotestosterone	HMDB
5-a-Androstanolone	HMDB
5-alpha-Androstanolone	HMDB
5a-Androstan-17b-ol-3-one	HMDB
5a-Androstan-3-on-17b-ol	HMDB
5alpha-Androstan-17beta-ol-3-one	HMDB
5b-Androstan-3-on-17b-ol	HMDB
Anaboleen	HMDB
Anabolex	HMDB
Androlone	HMDB
Androstalone	HMDB
Cristerona MB	HMDB
Drolban	HMDB
Neodrol	HMDB
Proteina	HMDB
Protona	HMDB
Stanaprol	HMDB
Stanorone	HMDB
17beta Hydroxy 5alpha androstan 3 one	HMDB
5 alpha Dihydrotestosterone	HMDB
5 beta Dihydrotestosterone	HMDB
5 beta-Dihydrotestosterone	HMDB
Besins-iscovesco brand OF androstanolone	HMDB
5-alpha-DHT	HMDB
Anaprotin	HMDB
Berenguer infale brand OF androstanolone	HMDB
Dihydroepitestosterone	HMDB
5 alpha DHT	HMDB
5 alpha-Dihydrotestosterone	HMDB
Besins iscovesco brand OF androstanolone	HMDB
Dihydrotestosterone, 5-alpha	HMDB
17 beta Hydroxy 5 beta androstan 3 one	HMDB
17 beta-Hydroxy-5 beta-androstan-3-one	HMDB
5-alpha Dihydrotestosterone	HMDB
Cuxson brand OF androstanolone	HMDB
Gelovit	HMDB
beta-Hydroxy-5 beta-androstan-3-one, 17	HMDB
DIHYDROTESTOSTERONE	ChEBI

Chemical Formula

C₁₉H₃₀O₂

Average Molecular Weight

290.4403

Monoisotopic Molecular Weight

290.224580204

IUPAC Name

(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

Traditional Name

(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one

CAS Registry Number

521-18-6

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1

InChI Key

NVKAWKQGWWIWPM-ABEVXSGRSA-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-oxosteroid
3-oxo-5-alpha-steroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:16330 )
17beta-hydroxy steroid (CHEBI:16330 )
17beta-hydroxyandrostan-3-one (CHEBI:16330 )
C19 steroids (androgens) and derivatives (C03917 )
Androstane and derivatives (C03917 )
Androgens (C03917 )
C19 steroids (androgens) and derivatives (LMST02020042 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Mood disorder

Major depressive disorder (HMDB: HMDB0002961)

Adipose tissue (HMDB: HMDB0002961)
Adipose tissue (HMDB: HMDB0002961)

Muscle tissue

Skeletal muscle (HMDB: HMDB0002961)

Epithelium

Epidermis (HMDB: HMDB0002961)

Nervous tissue

Hepatic tissue (HMDB: HMDB0002961)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16959481)
Cerebrospinal Fluid (CSF) (PMID: 16585475)
Cerebrospinal fluid (HMDB: HMDB0002961)

Cellular substructure

Organelle

Endoplasmic reticulum (HMDB: HMDB0002961)

Cell

Fibroblast

Fibroblast (HMDB: HMDB0002961)

Tissue substructure

Muscle (HMDB: HMDB0002961)
Hair (HMDB: HMDB0002961)

Organ substructure

Adrenal cortex (HMDB: HMDB0002961)
Adrenal cortex (HMDB: HMDB0002961)

Urine (PMID: 32966057)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002961)

Source

Exogenous

Exogenous (HMDB: HMDB0002961)

Food

Food (HMDB: HMDB0002961)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0002961)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002961)

Molecular messenger

Hormone (HMDB: HMDB0002961)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002961)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0002961)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	181 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	525 mg/mL at 25 °C	Not Available
LogP	3.55	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	3.37	ALOGPS
logP	3.41	ChemAxon
logS	-4.5	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	83.6 m³·mol⁻¹	ChemAxon
Polarizability	34.54 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
DarkChem	[M+H]+	171.427	31661259
DarkChem	[M-H]-	168.937	31661259
DeepCCS	[M-2H]-	209.704	30932474
DeepCCS	[M+Na]+	184.351	30932474
AllCCS	[M+H]+	175.9	32859911
AllCCS	[M+H-H2O]+	172.8	32859911
AllCCS	[M+NH4]+	178.7	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	179.0	32859911
AllCCS	[M+Na-2H]-	179.1	32859911
AllCCS	[M+HCOO]-	179.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrotestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	2538.5	Standard polar	33892256
Dihydrotestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	2461.6	Standard non polar	33892256
Dihydrotestosterone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C	2646.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrotestosterone,1TMS,isomer #1	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C)CC[C@@H]12	2624.6	Semi standard non polar	33892256
Dihydrotestosterone,1TMS,isomer #2	C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(O[Si](C)(C)C)=CC[C@@]43C)[C@@H]1CC[C@@H]2O	2596.3	Semi standard non polar	33892256
Dihydrotestosterone,1TMS,isomer #3	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O	2578.9	Semi standard non polar	33892256
Dihydrotestosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2624.6	Semi standard non polar	33892256
Dihydrotestosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2620.3	Standard non polar	33892256
Dihydrotestosterone,2TMS,isomer #1	C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2O[Si](C)(C)C	2972.9	Standard polar	33892256
Dihydrotestosterone,2TMS,isomer #2	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C)CC[C@@H]12	2624.0	Semi standard non polar	33892256
Dihydrotestosterone,2TMS,isomer #2	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C)CC[C@@H]12	2602.3	Standard non polar	33892256
Dihydrotestosterone,2TMS,isomer #2	C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C)CC[C@@H]12	2972.3	Standard polar	33892256
Dihydrotestosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C	2887.8	Semi standard non polar	33892256
Dihydrotestosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]32)C1	2864.9	Semi standard non polar	33892256
Dihydrotestosterone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	2823.1	Semi standard non polar	33892256
Dihydrotestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1	3175.7	Semi standard non polar	33892256
Dihydrotestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1	2999.3	Standard non polar	33892256
Dihydrotestosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1	3215.1	Standard polar	33892256
Dihydrotestosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	3163.3	Semi standard non polar	33892256
Dihydrotestosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	3059.2	Standard non polar	33892256
Dihydrotestosterone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1	3215.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Dihydrotestosterone EI-B (Non-derivatized)	splash10-015c-8970000000-ef0c6a4fd9c52be30284	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrotestosterone EI-B (Non-derivatized)	splash10-001l-1790000000-60cff73adc796876d469	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrotestosterone EI-B (Non-derivatized)	splash10-015c-8970000000-ef0c6a4fd9c52be30284	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrotestosterone EI-B (Non-derivatized)	splash10-001l-1790000000-60cff73adc796876d469	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrotestosterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-03gj-0390000000-9eeab8ff981af1be878c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrotestosterone GC-MS (1 TMS) - 70eV, Positive	splash10-001j-2129000000-dbb4c264166c851e22c1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrotestosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrotestosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-000x-9870000000-f6d80b2a53942c9af50b	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrotestosterone 30V, Positive-QTOF	splash10-0bta-0930000000-078d7455103eab0cf1ee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrotestosterone 40V, Positive-QTOF	splash10-08gj-0900000000-9f326ea5c1c454997fd3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrotestosterone 20V, Positive-QTOF	splash10-0a4i-0390000000-85c48da18cebca66ba3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrotestosterone 10V, Positive-QTOF	splash10-0006-0090000000-f81b1315d55db1d47ec4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrotestosterone 50V, Positive-QTOF	splash10-02cv-0900000000-9d78808dd524e4ca6c50	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrotestosterone 30V, Positive-QTOF	splash10-0bta-0930000000-49751ee4f183943f62fa	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 10V, Positive-QTOF	splash10-00dl-0190000000-32b12edcbd16045a4a2e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 20V, Positive-QTOF	splash10-00dl-0390000000-a2704bedea3c7bf92d65	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 40V, Positive-QTOF	splash10-016r-2790000000-d1a3cc2c786b582339b3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 10V, Negative-QTOF	splash10-000i-0090000000-62e8fc46490b14aee68a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 20V, Negative-QTOF	splash10-000i-0090000000-d712d8c85325f4935c06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 40V, Negative-QTOF	splash10-05fu-2190000000-d8e9f38bc70955a04aea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 10V, Positive-QTOF	splash10-0006-0090000000-48f400d66433b81d9a66	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 20V, Positive-QTOF	splash10-0aba-1950000000-acfc6238e1a13c48e859	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 40V, Positive-QTOF	splash10-066s-2900000000-1bc41566c7dc5d14c903	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 10V, Negative-QTOF	splash10-000i-0090000000-c8c452fd99c6bb4f3631	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 20V, Negative-QTOF	splash10-000i-0090000000-c8c452fd99c6bb4f3631	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrotestosterone 40V, Negative-QTOF	splash10-000i-0090000000-20b22a4e3152e3639e64	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Epidermis
Fibroblasts
Hair
Kidney
Liver
Neuron
Ovary
Prostate
Skeletal Muscle
Testis
Thyroid Gland

Pathways

Name	SMPDB/PathBank	KEGG
Androgen and Estrogen Metabolism

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000172-0.00207 uM	Newborn (0-30 days old)	Female	Normal	18182448	details
Blood	Detected and Quantified	0.000200 - 0.00110 uM	Adult (>18 years old)	Female	Normal	Keratin.com	details
Blood	Detected and Quantified	0.000860 - 0.00340 uM	Adult (>18 years old)	Male	Normal	Molecular You	details
Blood	Detected and Quantified	0.00041 +/- 0.00016 uM	Adult (>18 years old)	Male	Normal	10625505	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.0054 +/- 0.0028 uM	Adult (>18 years old)	Both	Normal	16959481	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.00006.89 uM	Newborn (0-30 days old)	Female	Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete	18182448	details
Blood	Detected and Quantified	0.000900-0.00390 uM	Adult (>18 years old)	Male	X-linked ichthyosis	3864567	details
Blood	Detected and Quantified	0.0054 +/- 0.0029 uM	Adult (>18 years old)	Both	Psychiatric disorder	16959481	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.0000010000 +/- 0.000004135 uM	Adult (>18 years old)	Not Specified	Leuprolide acetate-induced hypogonadism	16585475	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00001275 +/- 0.00001792 uM	Adult (>18 years old)	Not Specified	Leuprolide acetate-induced hypogonadism with testosterone replacment	16585475	details

Associated Disorders and Diseases

Disease References

Alcoholism
Nieminen LR, Makino KK, Mehta N, Virkkunen M, Kim HY, Hibbeln JR: Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls. Prostaglandins Leukot Essent Fatty Acids. 2006 Oct-Nov;75(4-5):309-14. Epub 2006 Sep 7. [PubMed:16959481 ]
Major depressive disorder
Nieminen LR, Makino KK, Mehta N, Virkkunen M, Kim HY, Hibbeln JR: Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls. Prostaglandins Leukot Essent Fatty Acids. 2006 Oct-Nov;75(4-5):309-14. Epub 2006 Sep 7. [PubMed:16959481 ]
Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete
Kim CJ, Lin L, Huang N, Quigley CA, AvRuskin TW, Achermann JC, Miller WL: Severe combined adrenal and gonadal deficiency caused by novel mutations in the cholesterol side chain cleavage enzyme, P450scc. J Clin Endocrinol Metab. 2008 Mar;93(3):696-702. doi: 10.1210/jc.2007-2330. Epub 2008 Jan 8. [PubMed:18182448 ]
X-linked ichthyosis
Lykkesfeldt G, Bennett P, Lykkesfeldt AE, Micic S, Moller S, Svenstrup B: Abnormal androgen and oestrogen metabolism in men with steroid sulphatase deficiency and recessive X-linked ichthyosis. Clin Endocrinol (Oxf). 1985 Oct;23(4):385-93. [PubMed:3864567 ]

Associated OMIM IDs

608516 (Major depressive disorder)
613743 (Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete)
308100 (X-linked ichthyosis)

External Links

DrugBank ID

DB02901

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023086

KNApSAcK ID

Not Available

Chemspider ID

10189

KEGG Compound ID

C03917

BioCyc ID

17-BETA-HYDROXY-5ALPHA-ANDROSTAN-3-O

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16330

Food Biomarker Ontology

Not Available

VMH ID

5ADTSTSTERONE

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Gardi, Rinaldo; Castelli, Pier Paolo; Gandolfi, Roberto; Ercoli, Alberto. Conversion of 5a-pregnane-3,2O-dione to dihydrotestosterone. (1961), 1250-7.

Material Safety Data Sheet (MSDS)

Not Available

General References

Tincello DG, Saunders PT, Hodgins MB, Simpson NB, Edwards CR, Hargreaves TB, Wu FC: Correlation of clinical, endocrine and molecular abnormalities with in vivo responses to high-dose testosterone in patients with partial androgen insensitivity syndrome. Clin Endocrinol (Oxf). 1997 Apr;46(4):497-506. [PubMed:9196614 ]
Gratterola R: Anovulation and increased androgenic activity as breast cancer risk in women with fibrocystic disease of the breast. Cancer Res. 1978 Sep;38(9):3051-4. [PubMed:679211 ]
Choi MH, Kim JN, Chung BC: Rapid HPLC-electrospray tandem mass spectrometric assay for urinary testosterone and dihydrotestosterone glucuronides from patients with benign prostate hyperplasia. Clin Chem. 2003 Feb;49(2):322-5. [PubMed:12560362 ]
Farthing MJ, Rees LH, Edwards CR, Dawson AM: Male gonadal function in coeliac disease: 2. Sex hormones. Gut. 1983 Feb;24(2):127-35. [PubMed:6682819 ]
Aganovic I, Alac M, Cabrijan T, Grizelj V, Korsic M, Misjak-Vitez M, Reiner Z, Suchanek E, Simunic V, Zjacic-Rotkvic V: [National consensus on hyperandrogenemia]. Lijec Vjesn. 1996 Sep;118(9):189-90. [PubMed:9011736 ]
Clark RV, Hermann DJ, Cunningham GR, Wilson TH, Morrill BB, Hobbs S: Marked suppression of dihydrotestosterone in men with benign prostatic hyperplasia by dutasteride, a dual 5alpha-reductase inhibitor. J Clin Endocrinol Metab. 2004 May;89(5):2179-84. [PubMed:15126539 ]
Sato T, Sonoda T, Itami S, Takayasu S: Predominance of type I 5alpha-reductase in apocrine sweat glands of patients with excessive or abnormal odour derived from apocrine sweat (osmidrosis). Br J Dermatol. 1998 Nov;139(5):806-10. [PubMed:9892945 ]
Christiansen K, Knussmann R: Androgen levels and components of aggressive behavior in men. Horm Behav. 1987 Jun;21(2):170-80. [PubMed:3610056 ]
Hammond GL, Leinonen P, Bolton NJ, Vihko R: Measurement of sex hormone binding globulin in human amniotic fluid: its relationship to protein and testosterone concentrations, and fetal sex. Clin Endocrinol (Oxf). 1983 Apr;18(4):377-84. [PubMed:6683603 ]
Boccon-Gibod L, Laudat MH, Guiban D, Steg A: Hormonal consequences of orchidectomy for carcinoma of the prostate. With special reference to the measurement of free testosterone in saliva and prostatic dihydrotestosterone levels. Eur Urol. 1988;15(1-2):99-102. [PubMed:3215246 ]
Misao R, Itoh N, Mori H, Fujimoto J, Tamaya T: Sex hormone-binding globulin mRNA levels in human uterine endometrium. Eur J Endocrinol. 1994 Dec;131(6):623-9. [PubMed:7804446 ]
Toscano V, Horton R: Circulating dihydrotestosterone may not reflect peripheral formation. J Clin Invest. 1987 Jun;79(6):1653-8. [PubMed:3584464 ]
Pineiro V, Casabiell X, Peino R, Lage M, Camina JP, Menendez C, Baltar J, Dieguez C, Casanueva F: Dihydrotestosterone, stanozolol, androstenedione and dehydroepiandrosterone sulphate inhibit leptin secretion in female but not in male samples of omental adipose tissue in vitro: lack of effect of testosterone. J Endocrinol. 1999 Mar;160(3):425-32. [PubMed:10076188 ]
Dawood MY, Saxena BB: Testosterone and dihydrotestosterone in maternal and cord blood and in amniotic fluid. Am J Obstet Gynecol. 1977 Sep 1;129(1):37-42. [PubMed:900166 ]
Geller J, Candari CD: Comparison of dihydrotestosterone levels in prostatic cancer metastases and primary prostate cancer. Prostate. 1989;15(2):171-5. [PubMed:2798234 ]
Cutolo M, Seriolo B, Villaggio B, Pizzorni C, Craviotto C, Sulli A: Androgens and estrogens modulate the immune and inflammatory responses in rheumatoid arthritis. Ann N Y Acad Sci. 2002 Jun;966:131-42. [PubMed:12114267 ]

Enzymes

Enzyme Details

1. Aldo-keto reductase family 1 member C4

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of the potent androgen dihydrotestosterone (DHT) into the less active form, 5-alpha-androstan-3-alpha,17-beta-diol (3-alpha-diol). Also has some 20-alpha-hydroxysteroid dehydrogenase activity. The biotransformation of the pesticide chlordecone (kepone) to its corresponding alcohol leads to increased biliary excretion of the pesticide and concomitant reduction of its neurotoxicity since bile is the major excretory route.
Gene Name:: AKR1C4
Uniprot ID:: P17516
Molecular weight:: 37094.57

Reactions

Dihydrotestosterone + NADPH + Hydrogen Ion → Androstan-3alpha,17beta-diol + NADP	details

Enzyme Details

2. 3-oxo-5-alpha-steroid 4-dehydrogenase 2

General function:: Involved in 3-oxo-5-alpha-steroid 4-dehydrogenase activity
Specific function:: Converts testosterone (T) into 5-alpha-dihydrotestosterone (DHT) and progesterone or corticosterone into their corresponding 5-alpha-3-oxosteroids. It plays a central role in sexual differentiation and androgen physiology.
Gene Name:: SRD5A2
Uniprot ID:: P31213
Molecular weight:: 28407.035

Reactions

Dihydrotestosterone + Acceptor → Testosterone + Reduced acceptor	details

Enzyme Details

3. 3-oxo-5-alpha-steroid 4-dehydrogenase 1

General function:: Involved in 3-oxo-5-alpha-steroid 4-dehydrogenase activity
Specific function:: Converts testosterone into 5-alpha-dihydrotestosterone and progesterone or corticosterone into their corresponding 5-alpha-3-oxosteroids. It plays a central role in sexual differentiation and androgen physiology.
Gene Name:: SRD5A1
Uniprot ID:: P18405
Molecular weight:: 29458.18

Reactions

Dihydrotestosterone + Acceptor → Testosterone + Reduced acceptor	details

Enzyme Details

4. Androgen receptor

General function:: Involved in DNA binding
Specific function:: Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription factor activity is modulated by bound coactivator and corepressor proteins. Transcription activation is down-regulated by NR0B2. Activated, but not phosphorylated, by HIPK3
Gene Name:: AR
Uniprot ID:: P10275
Molecular weight:: 98987.9

Enzyme Details

5. Polyprenol reductase

General function:: Involved in oxidoreductase activity, acting on the CH-CH group of donors
Specific function:: Plays a key role in early steps of protein N-linked glycosylation by being required for the conversion of polyprenol into dolichol. Dolichols are required for the synthesis of dolichol-linked monosaccharides and the oligosaccharide precursor used for N-glycosylation. Acts as a polyprenol reductase that promotes the reduction of the alpha-isoprene unit of polyprenols into dolichols in a NADP-dependent mechanism. Also able to convert testosterone (T) into 5-alpha-dihydrotestosterone (DHT).
Gene Name:: SRD5A3
Uniprot ID:: Q9H8P0
Molecular weight:: 36521.005

Reactions

Dihydrotestosterone + Acceptor → Testosterone + Reduced acceptor	details

Showing metabocard for Dihydrotestosterone (HMDB0002961)

MOL for HMDB0002961 (Dihydrotestosterone)

3D MOL for HMDB0002961 (Dihydrotestosterone)

3D SDF for HMDB0002961 (Dihydrotestosterone)

3D-SDF for HMDB0002961 (Dihydrotestosterone)

PDB for HMDB0002961 (Dihydrotestosterone)

3D PDB for HMDB0002961 (Dihydrotestosterone)

SMILES for HMDB0002961 (Dihydrotestosterone)

INCHI for HMDB0002961 (Dihydrotestosterone)

Structure for HMDB0002961 (Dihydrotestosterone)

3D Structure for HMDB0002961 (Dihydrotestosterone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

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