Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-04-12 20:20:42 UTC

Update Date

2021-09-14 15:40:23 UTC

HMDB ID

HMDB0006013

Secondary Accession Numbers

HMDB06013

Metabolite Identification

Common Name

7a,17-dimethyl-5b-Androstane-3a,17b-diol

Description

7a,17-dimethyl-5b-Androstane-3a,17b-diol is a urinary metabolite of the anabolic androgenic steroid (AAS) bolasterone. Androgenic anabolic steroids are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. The use of anabolic steroids was banned by the International Olympic Committee for the first time at the Olympic Games in Montreal in 1976. Since that time the misuse of anabolic steroids by athletes has been controlled by analysis of urine of the excreted steroids or their metabolites, or both. (PMID: 10932808 , 14976846 , 15042372 , 15231229 , 16195040 , 16292586 , 1663826 , 16799097 , 16888758 , 16923823 , 17667636 , 17723876 , 17723877 , 2079979 , 3308301 , 8456050 , 8674183 , 8725393 , 9216475 ).

Structure

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


  Mrv0541 02231220322D          

 27 30  0  0  1  0            999 V2000
    8.5780  -10.7449    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1169  -10.7549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2720  -12.0272    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437   -9.5720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4106  -11.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2672   -9.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4259   -8.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8083   -8.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382  -10.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817   -9.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1952  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5528   -9.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6961   -8.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6802   -9.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817  -11.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5528  -11.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6961  -11.1788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2672  -11.1788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8382  -11.1788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9817   -9.9413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4106   -9.9413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6961  -10.3538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2672  -10.3538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4106   -9.1163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1952   -8.8613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1238  -11.5913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3120   -7.9351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  5  1  6  0  0  0
 23  6  1  1  0  0  0
 24  7  1  1  0  0  0
 25  8  1  6  0  0  0
  9 19  1  0  0  0  0
  9 12  1  0  0  0  0
 10 20  1  0  0  0  0
 10 13  1  0  0  0  0
 11 21  1  0  0  0  0
 11 14  1  0  0  0  0
 12 23  1  0  0  0  0
 13 24  1  0  0  0  0
 14 25  1  0  0  0  0
 15 17  1  0  0  0  0
 18 15  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 19 26  1  6  0  0  0
 20 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 24  1  0  0  0  0
 21 22  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  1  1  0  0  0
 22  4  1  1  0  0  0
 18  3  1  1  0  0  0
 20  2  1  6  0  0  0
 21  1  1  6  0  0  0
M  END

HMDB0006013
     RDKit          3D
7a,17-dimethyl-5b-Androstane-3a,17b-diol
 59 62  0  0  0  0  0  0  0  0999 V2000
    0.6302    2.5907   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562    1.7582    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9097    1.4084    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    0.2024    0.6938 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7575    0.6598   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6190   -0.5062   -0.5382 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2574   -0.1454   -1.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8135   -1.7462   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362   -1.2631   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -0.7674   -0.0243 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4788   -2.0450    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3665   -0.3067   -0.4828 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4774   -1.4855   -0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9155   -1.1479   -1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4617   -0.4625    0.0809 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4224   -1.2965    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6603    0.8339    0.2251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4689    1.5869    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736    1.4257    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8541    0.0794   -0.0935 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2303    0.2169   -1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8169   -0.7127    0.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.5234    0.6068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3428    2.8216   -0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781    2.1996   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766    3.5807   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    2.4057    1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210    1.3475    2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    2.3370    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0348   -0.3516    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3634    1.2817    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751    1.2903   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4086   -0.7341    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7127    0.5258   -2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -2.2859   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -2.4593   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -0.4303   -1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380   -2.1453   -1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3945   -2.1106    1.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -1.9504    1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -2.9445    0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4897    0.3236   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -1.8305   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110   -2.3438   -0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4480   -2.0684   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -0.4002   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -2.2584    1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148   -0.8059    2.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4712   -1.6114    1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.3406   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4843    1.1790    2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916    2.6664    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    2.1948   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.5012    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917    1.0741   -2.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797   -0.7451   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3365    0.3592   -1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0721   -0.3359    1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -0.0179    1.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  1
 17 23  1  0
 23  2  1  0
 10  4  1  0
 23 12  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  3 28  1  0
  3 29  1  0
  4 30  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  1
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  1
M  END


  Mrv0541 02231220322D          

 27 30  0  0  1  0            999 V2000
    8.5780  -10.7449    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1169  -10.7549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2720  -12.0272    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6437   -9.5720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4106  -11.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2672   -9.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4259   -8.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8083   -8.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382  -10.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817   -9.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1952  -10.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5528   -9.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6961   -8.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6802   -9.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9817  -11.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5528  -11.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6961  -11.1788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2672  -11.1788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8382  -11.1788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9817   -9.9413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4106   -9.9413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6961  -10.3538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2672  -10.3538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4106   -9.1163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1952   -8.8613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1238  -11.5913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3120   -7.9351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  5  1  6  0  0  0
 23  6  1  1  0  0  0
 24  7  1  1  0  0  0
 25  8  1  6  0  0  0
  9 19  1  0  0  0  0
  9 12  1  0  0  0  0
 10 20  1  0  0  0  0
 10 13  1  0  0  0  0
 11 21  1  0  0  0  0
 11 14  1  0  0  0  0
 12 23  1  0  0  0  0
 13 24  1  0  0  0  0
 14 25  1  0  0  0  0
 15 17  1  0  0  0  0
 18 15  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 19 26  1  6  0  0  0
 20 23  1  0  0  0  0
 20 22  1  0  0  0  0
 21 24  1  0  0  0  0
 21 22  1  0  0  0  0
 24 25  1  0  0  0  0
 25 27  1  1  0  0  0
 22  4  1  1  0  0  0
 18  3  1  1  0  0  0
 20  2  1  6  0  0  0
 21  1  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0006013

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h13-18,22-23H,5-12H2,1-4H3/t13-,14-,15-,16+,17+,18-,19+,20+,21+/m1/s1

> <INCHI_KEY>
ZWQUPIDNCOVROC-HEEAJRSSSA-N

> <FORMULA>
C21H36O2

> <MOLECULAR_WEIGHT>
320.5093

> <EXACT_MASS>
320.271530396

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
38.6415811902795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7R,9R,10R,11S,14S,15S)-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
3.771352595666668

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.29639035216565

> <JCHEM_PKA_STRONGEST_BASIC>
-0.46803970759711555

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
93.81799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7R,9R,10R,11S,14S,15S)-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006013
     RDKit          3D
7a,17-dimethyl-5b-Androstane-3a,17b-diol
 59 62  0  0  0  0  0  0  0  0999 V2000
    0.6302    2.5907   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562    1.7582    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9097    1.4084    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    0.2024    0.6938 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7575    0.6598   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6190   -0.5062   -0.5382 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2574   -0.1454   -1.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8135   -1.7462   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362   -1.2631   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -0.7674   -0.0243 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4788   -2.0450    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3665   -0.3067   -0.4828 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4774   -1.4855   -0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9155   -1.1479   -1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4617   -0.4625    0.0809 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4224   -1.2965    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6603    0.8339    0.2251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4689    1.5869    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736    1.4257    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8541    0.0794   -0.0935 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2303    0.2169   -1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8169   -0.7127    0.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.5234    0.6068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3428    2.8216   -0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781    2.1996   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766    3.5807   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    2.4057    1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210    1.3475    2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    2.3370    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0348   -0.3516    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3634    1.2817    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751    1.2903   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4086   -0.7341    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7127    0.5258   -2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -2.2859   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -2.4593   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -0.4303   -1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380   -2.1453   -1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3945   -2.1106    1.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -1.9504    1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -2.9445    0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4897    0.3236   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -1.8305   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110   -2.3438   -0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4480   -2.0684   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -0.4002   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -2.2584    1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148   -0.8059    2.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4712   -1.6114    1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.3406   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4843    1.1790    2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916    2.6664    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    2.1948   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.5012    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917    1.0741   -2.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797   -0.7451   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3365    0.3592   -1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0721   -0.3359    1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -0.0179    1.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  1
 17 23  1  0
 23  2  1  0
 10  4  1  0
 23 12  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  3 28  1  0
  3 29  1  0
  4 30  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  1
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  H   UNK     0      16.012 -20.057   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      13.285 -20.076   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      11.708 -22.451   0.000  0.00  0.00           H+0
HETATM    4  H   UNK     0      14.268 -17.868   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0      15.700 -21.637   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.699 -17.787   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.728 -15.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.309 -15.511   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.031 -19.327   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.033 -17.017   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.164 -19.033   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.365 -18.557   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.366 -16.247   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.070 -17.787   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.033 -21.637   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.365 -21.637   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.366 -20.867   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.699 -20.867   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.031 -20.867   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.033 -18.557   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.700 -18.557   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.366 -19.327   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.699 -19.327   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.700 -17.017   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.164 -16.541   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.698 -21.637   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      17.382 -14.812   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   20                                                            
CONECT    3   18                                                            
CONECT    4   22                                                            
CONECT    5   17                                                            
CONECT    6   23                                                            
CONECT    7   24                                                            
CONECT    8   25                                                            
CONECT    9   19   12                                                       
CONECT   10   20   13                                                       
CONECT   11   21   14                                                       
CONECT   12    9   23                                                       
CONECT   13   10   24                                                       
CONECT   14   11   25                                                       
CONECT   15   17   18                                                       
CONECT   16   18   19                                                       
CONECT   17    5   15   22                                                  
CONECT   18   15   16   23    3                                             
CONECT   19    9   16   26                                                  
CONECT   20   10   23   22    2                                             
CONECT   21   11   24   22    1                                             
CONECT   22   17   20   21    4                                             
CONECT   23    6   12   18   20                                             
CONECT   24    7   13   21   25                                             
CONECT   25    8   14   24   27                                             
CONECT   26   19                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0006013
HETATM    1  C1  UNL     1       0.630   2.591  -0.502  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.556   1.758   0.747  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.910   1.408   1.258  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.543   0.202   0.694  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.757   0.660  -0.130  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.619  -0.506  -0.538  1.00  0.00           C  
HETATM    7  O1  UNL     1       5.257  -0.145  -1.726  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.813  -1.746  -0.829  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.436  -1.263  -1.279  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.699  -0.767  -0.024  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.479  -2.045   0.804  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.367  -0.307  -0.483  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.477  -1.486  -0.891  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.916  -1.148  -1.126  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.462  -0.463   0.081  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.422  -1.296   1.319  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.660   0.834   0.225  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.469   1.587   1.216  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.874   1.426   0.617  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.854   0.079  -0.094  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.230   0.217  -1.556  1.00  0.00           C  
HETATM   22  O2  UNL     1      -4.817  -0.713   0.549  1.00  0.00           O  
HETATM   23  C21 UNL     1      -0.270   0.523   0.607  1.00  0.00           C  
HETATM   24  H1  UNL     1      -0.343   2.822  -0.930  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.278   2.200  -1.281  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.077   3.581  -0.190  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.035   2.406   1.514  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.821   1.348   2.386  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.543   2.337   1.114  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.035  -0.352   1.553  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.363   1.282   0.564  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.475   1.290  -0.973  1.00  0.00           H  
HETATM   33  H10 UNL     1       5.409  -0.734   0.202  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.713   0.526  -2.211  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.236  -2.286  -1.720  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.768  -2.459  -0.009  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.585  -0.430  -1.976  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.938  -2.145  -1.716  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.395  -2.111   1.463  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.630  -1.950   1.484  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.495  -2.945   0.183  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.490   0.324  -1.399  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.070  -1.831  -1.887  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.411  -2.344  -0.226  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.448  -2.068  -1.385  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.939  -0.400  -1.967  1.00  0.00           H  
HETATM   47  H24 UNL     1      -1.871  -2.258   1.196  1.00  0.00           H  
HETATM   48  H25 UNL     1      -2.015  -0.806   2.202  1.00  0.00           H  
HETATM   49  H26 UNL     1      -3.471  -1.611   1.594  1.00  0.00           H  
HETATM   50  H27 UNL     1      -1.734   1.341  -0.752  1.00  0.00           H  
HETATM   51  H28 UNL     1      -2.484   1.179   2.227  1.00  0.00           H  
HETATM   52  H29 UNL     1      -2.192   2.666   1.257  1.00  0.00           H  
HETATM   53  H30 UNL     1      -3.946   2.195  -0.184  1.00  0.00           H  
HETATM   54  H31 UNL     1      -4.652   1.501   1.376  1.00  0.00           H  
HETATM   55  H32 UNL     1      -3.692   1.074  -2.000  1.00  0.00           H  
HETATM   56  H33 UNL     1      -3.980  -0.745  -2.049  1.00  0.00           H  
HETATM   57  H34 UNL     1      -5.337   0.359  -1.609  1.00  0.00           H  
HETATM   58  H35 UNL     1      -5.072  -0.336   1.439  1.00  0.00           H  
HETATM   59  H36 UNL     1      -0.245  -0.018   1.565  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   23   27
CONECT    3    4   28   29
CONECT    4    5   10   30
CONECT    5    6   31   32
CONECT    6    7    8   33
CONECT    7   34
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   12
CONECT   11   39   40   41
CONECT   12   13   23   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   17   20
CONECT   16   47   48   49
CONECT   17   18   23   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   22
CONECT   21   55   56   57
CONECT   22   58
CONECT   23   59
END

HMDB0006013
     RDKit          3D
7a,17-dimethyl-5b-Androstane-3a,17b-diol
 59 62  0  0  0  0  0  0  0  0999 V2000
    0.6302    2.5907   -0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562    1.7582    0.7474 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9097    1.4084    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    0.2024    0.6938 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7575    0.6598   -0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6190   -0.5062   -0.5382 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2574   -0.1454   -1.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8135   -1.7462   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362   -1.2631   -1.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -0.7674   -0.0243 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4788   -2.0450    0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3665   -0.3067   -0.4828 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4774   -1.4855   -0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9155   -1.1479   -1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4617   -0.4625    0.0809 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4224   -1.2965    1.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6603    0.8339    0.2251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4689    1.5869    1.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736    1.4257    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8541    0.0794   -0.0935 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2303    0.2169   -1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8169   -0.7127    0.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2702    0.5234    0.6068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3428    2.8216   -0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781    2.1996   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766    3.5807   -0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    2.4057    1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210    1.3475    2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    2.3370    1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0348   -0.3516    1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3634    1.2817    0.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751    1.2903   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4086   -0.7341    0.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7127    0.5258   -2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -2.2859   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -2.4593   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5851   -0.4303   -1.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380   -2.1453   -1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3945   -2.1106    1.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -1.9504    1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4950   -2.9445    0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4897    0.3236   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0701   -1.8305   -1.8869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4110   -2.3438   -0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4480   -2.0684   -1.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -0.4002   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -2.2584    1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148   -0.8059    2.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4712   -1.6114    1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.3406   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4843    1.1790    2.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916    2.6664    1.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456    2.1948   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.5012    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917    1.0741   -2.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9797   -0.7451   -2.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3365    0.3592   -1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0721   -0.3359    1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -0.0179    1.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  1
 17 23  1  0
 23  2  1  0
 10  4  1  0
 23 12  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  1
  3 28  1  0
  3 29  1  0
  4 30  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  1
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  6
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3a,5b,7a,17b)-7,17-Dimethyl-androstane-3,17-diol	HMDB
7a,17a-Dimethyl-5b-androstane-3a,17b-diol	HMDB

Chemical Formula

C₂₁H₃₆O₂

Average Molecular Weight

320.5093

Monoisotopic Molecular Weight

320.271530396

IUPAC Name

(1S,2S,5R,7R,9R,10R,11S,14S,15S)-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

Traditional Name

(1S,2S,5R,7R,9R,10R,11S,14S,15S)-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol

CAS Registry Number

13611-10-4

SMILES

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

InChI Identifier

InChI=1S/C21H36O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h13-18,22-23H,5-12H2,1-4H3/t13-,14-,15-,16+,17+,18-,19+,20+,21+/m1/s1

InChI Key

ZWQUPIDNCOVROC-HEEAJRSSSA-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
17-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0006013)
Cell membrane (HMDB: HMDB0006013)

Biofluid or Excreta

Urine (HMDB: HMDB0006013)

Tissue substructure

Hepatic tissue (HMDB: HMDB0006013)

Cellular substructure

Extracellular (HMDB: HMDB0006013)
Membrane (HMDB: HMDB0006013)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006013)

Source

Endogenous

Endogenous (HMDB: HMDB0006013)

Animal

Animal (HMDB: HMDB0006013)

Exogenous

Food

Food (HMDB: HMDB0006013)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0006013)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0006013)

Cellular process

Cell signaling (HMDB: HMDB0006013)

System process

Reproduction (HMDB: HMDB0006013)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0006013)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0006013)

Molecular messenger

Hormone (HMDB: HMDB0006013)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006013)

Emulsifier (HMDB: HMDB0006013)

Physical Properties

State

Solid

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
Water Solubility	0.0022 g/L	ALOGPS
logP	4.23	ALOGPS
logP	3.77	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-0.47	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.82 m³·mol⁻¹	ChemAxon
Polarizability	38.64 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
DarkChem	[M+H]+	174.246	31661259
DarkChem	[M-H]-	170.252	31661259
DeepCCS	[M-2H]-	214.369	30932474
DeepCCS	[M+Na]+	188.581	30932474
AllCCS	[M+H]+	183.0	32859911
AllCCS	[M+H-H2O]+	180.3	32859911
AllCCS	[M+NH4]+	185.5	32859911
AllCCS	[M+Na]+	186.2	32859911
AllCCS	[M-H]-	186.8	32859911
AllCCS	[M+Na-2H]-	187.4	32859911
AllCCS	[M+HCOO]-	188.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7a,17-dimethyl-5b-Androstane-3a,17b-diol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](C)C[C@]2([H])C[C@H](O)CC[C@]12C	2648.9	Standard polar	33892256
7a,17-dimethyl-5b-Androstane-3a,17b-diol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](C)C[C@]2([H])C[C@H](O)CC[C@]12C	2590.0	Standard non polar	33892256
7a,17-dimethyl-5b-Androstane-3a,17b-diol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](C)C[C@]2([H])C[C@H](O)CC[C@]12C	2649.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7a,17-dimethyl-5b-Androstane-3a,17b-diol,1TMS,isomer #1	C[C@@H]1C[C@@H]2C[C@H](O)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@]3(C)O[Si](C)(C)C)[C@@H]21	2645.1	Semi standard non polar	33892256
7a,17-dimethyl-5b-Androstane-3a,17b-diol,1TMS,isomer #2	C[C@@H]1C[C@@H]2C[C@H](O[Si](C)(C)C)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@]3(C)O)[C@@H]21	2616.7	Semi standard non polar	33892256
7a,17-dimethyl-5b-Androstane-3a,17b-diol,2TMS,isomer #1	C[C@@H]1C[C@@H]2C[C@H](O[Si](C)(C)C)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@]3(C)O[Si](C)(C)C)[C@@H]21	2653.9	Semi standard non polar	33892256
7a,17-dimethyl-5b-Androstane-3a,17b-diol,1TBDMS,isomer #1	C[C@@H]1C[C@@H]2C[C@H](O)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@]3(C)O[Si](C)(C)C(C)(C)C)[C@@H]21	2912.6	Semi standard non polar	33892256
7a,17-dimethyl-5b-Androstane-3a,17b-diol,1TBDMS,isomer #2	C[C@@H]1C[C@@H]2C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@]3(C)O)[C@@H]21	2886.3	Semi standard non polar	33892256
7a,17-dimethyl-5b-Androstane-3a,17b-diol,2TBDMS,isomer #1	C[C@@H]1C[C@@H]2C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@]3(C)O[Si](C)(C)C(C)(C)C)[C@@H]21	3198.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol GC-MS (Non-derivatized) - 70eV, Positive	splash10-06tf-0192000000-febaf71cb7bb3ce7ddab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol GC-MS (2 TMS) - 70eV, Positive	splash10-0002-2126900000-792439d40f989622f284	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 10V, Positive-QTOF	splash10-0uk9-0029000000-19a3ae7b670c2bbc4f91	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 20V, Positive-QTOF	splash10-0udr-0395000000-d86de9a9b8e51a4e333e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 40V, Positive-QTOF	splash10-000f-2690000000-2828700e527e4071dd84	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 10V, Negative-QTOF	splash10-014i-0009000000-d7324ee3eff729ce20da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 20V, Negative-QTOF	splash10-0gb9-0009000000-59443a42cdd02a1faa33	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 40V, Negative-QTOF	splash10-0ug0-1093000000-fc68bc0074752ab0a64d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 10V, Positive-QTOF	splash10-0uk9-0129000000-ba68bf173da2e0146d03	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 20V, Positive-QTOF	splash10-0002-6923000000-bc7dd3eeba9b6e3b6163	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 40V, Positive-QTOF	splash10-0007-3900000000-7addaf6a3692944c1337	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 10V, Negative-QTOF	splash10-014i-0009000000-a90d3a3bae4a1d75273f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 20V, Negative-QTOF	splash10-014i-0009000000-a90d3a3bae4a1d75273f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7a,17-dimethyl-5b-Androstane-3a,17b-diol 40V, Negative-QTOF	splash10-014i-0019000000-8c6fb945dd6e4541f7e4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023802

KNApSAcK ID

Not Available

Chemspider ID

23254171

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15706076

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

Saudan C, Baume N, Robinson N, Avois L, Mangin P, Saugy M: Testosterone and doping control. Br J Sports Med. 2006 Jul;40 Suppl 1:i21-4. [PubMed:16799097 ]
Yesalis CE, Bahrke MS: Doping among adolescent athletes. Baillieres Best Pract Res Clin Endocrinol Metab. 2000 Mar;14(1):25-35. [PubMed:10932808 ]
Furlanello F, Bentivegna S, Cappato R, De Ambroggi L: Arrhythmogenic effects of illicit drugs in athletes. Ital Heart J. 2003 Dec;4(12):829-37. [PubMed:14976846 ]
Bricout V, Wright F: Update on nandrolone and norsteroids: how endogenous or xenobiotic are these substances? Eur J Appl Physiol. 2004 Jun;92(1-2):1-12. Epub 2004 Mar 20. [PubMed:15042372 ]
Foster ZJ, Housner JA: Anabolic-androgenic steroids and testosterone precursors: ergogenic aids and sport. Curr Sports Med Rep. 2004 Aug;3(4):234-41. [PubMed:15231229 ]
Maughan RJ: Contamination of dietary supplements and positive drug tests in sport. J Sports Sci. 2005 Sep;23(9):883-9. [PubMed:16195040 ]
Fineschi V, Riezzo I, Centini F, Silingardi E, Licata M, Beduschi G, Karch SB: Sudden cardiac death during anabolic steroid abuse: morphologic and toxicologic findings in two fatal cases of bodybuilders. Int J Legal Med. 2007 Jan;121(1):48-53. Epub 2005 Nov 15. [PubMed:16292586 ]
VanHelder WP, Kofman E, Tremblay MS: Anabolic steroids in sport. Can J Sport Sci. 1991 Dec;16(4):248-57. [PubMed:1663826 ]
Thevis M, Schanzer W: Mass spectrometry in sports drug testing: Structure characterization and analytical assays. Mass Spectrom Rev. 2007 Jan-Feb;26(1):79-107. [PubMed:16888758 ]
Green GA: Doping control for the team physician: a review of drug testing procedures in sport. Am J Sports Med. 2006 Oct;34(10):1690-8. Epub 2006 Aug 21. [PubMed:16923823 ]
Furlanello F, Serdoz LV, Cappato R, De Ambroggi L: Illicit drugs and cardiac arrhythmias in athletes. Eur J Cardiovasc Prev Rehabil. 2007 Aug;14(4):487-94. [PubMed:17667636 ]
Kerr JM, Congeni JA: Anabolic-androgenic steroids: use and abuse in pediatric patients. Pediatr Clin North Am. 2007 Aug;54(4):771-85, xii. [PubMed:17723876 ]
Smurawa TM, Congeni JA: Testosterone precursors: use and abuse in pediatric athletes. Pediatr Clin North Am. 2007 Aug;54(4):787-96, xii. [PubMed:17723877 ]
Yesalis CE, Anderson WA, Buckley WE, Wright JE: Incidence of the nonmedical use of anabolic-androgenic steroids. NIDA Res Monogr. 1990;102:97-112. [PubMed:2079979 ]
Hatton CK, Catlin DH: Detection of androgenic anabolic steroids in urine. Clin Lab Med. 1987 Sep;7(3):655-68. [PubMed:3308301 ]
Brower KJ: Anabolic steroids. Psychiatr Clin North Am. 1993 Mar;16(1):97-103. [PubMed:8456050 ]
Schanzer W: Metabolism of anabolic androgenic steroids. Clin Chem. 1996 Jul;42(7):1001-20. [PubMed:8674183 ]
Lukas SE: CNS effects and abuse liability of anabolic-androgenic steroids. Annu Rev Pharmacol Toxicol. 1996;36:333-57. [PubMed:8725393 ]
Catlin DH, Hatton CK, Starcevic SH: Issues in detecting abuse of xenobiotic anabolic steroids and testosterone by analysis of athletes' urine. Clin Chem. 1997 Jul;43(7):1280-8. [PubMed:9216475 ]

Showing metabocard for 7a,17-dimethyl-5b-Androstane-3a,17b-diol (HMDB0006013)

MOL for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

3D MOL for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

3D SDF for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

3D-SDF for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

PDB for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

3D PDB for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

SMILES for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

INCHI for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

Structure for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

3D Structure for HMDB0006013 (7a,17-dimethyl-5b-Androstane-3a,17b-diol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra