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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:49 UTC

HMDB ID

HMDB0014996

Secondary Accession Numbers

HMDB14996

Metabolite Identification

Common Name

Drostanolone

Description

Drostanolone is only found in individuals that have used or taken this drug. It is a potent synthetic androgenic anabolic steroid similar to testosterone. Drostanolone is indicated in postmenopausal women with recurrent breast cancer, in a combined hormone therapy.Dromostanolone is a synthetic androgenic anabolic steroid and is approximately 5 times as potent as natural methyltestosterone. Like testosterone and other androgenic hormones, dromostanolone binds to the androgen receptor. This causes downstream genetic transcriptional changes. This ultimately causes retention of nitrogen, potassium, and phosphorus; increases protein anabolism; and decreases amino acid catabolism. The antitumour activity of dromostanolone appears related to reduction or competitive inhibition of prolactin receptors or estrogen receptors or production.

Structure

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


  Mrv0541 04191212152D          

 26 29  0  0  1  0            999 V2000
    1.8036   -0.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3045   -1.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036    1.2211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3045    1.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4100    0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4100   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -1.0964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8390    0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3045   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3045    0.5536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4100    0.1411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4100   -0.6839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0189    0.9661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0189    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0189    0.1411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0189   -0.6839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679   -1.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534   -1.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036    2.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -1.9214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 19  1  1  0  0  0  0
 13 15  1  0  0  0  0
 13  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17  4  1  0  0  0  0
  5  1  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
  2  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 22  1  0  0  0  0
  3  5  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  1  0  0  0
 15 16  1  6  0  0  0
 17 18  1  1  0  0  0
 19 20  1  6  0  0  0
 22 21  2  0  0  0  0
  6 23  1  1  0  0  0
  3 24  1  1  0  0  0
 12 25  1  6  0  0  0
  9 26  1  6  0  0  0
M  END

HMDB0014996
     RDKit          3D
Drostanolone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.3268    1.6075    2.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6699    0.6782    1.2742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1798    0.7871    1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4731    0.1908    0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6828   -1.3232    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480    0.7218   -1.1253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3385    0.2024   -2.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.1411   -2.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6480   -0.3203   -0.8882 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1065   -0.0664   -0.8362 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9562   -0.9258   -1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400   -0.8188   -1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.1048    0.2524 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0092   -0.5684    1.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7038   -0.3656    0.5443 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5479   -1.7996    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792    0.5950    1.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955    0.2952    1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0170    0.5149    0.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4932    0.2597   -1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2180    0.8984   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2124    1.5681   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    2.2562    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6109    2.3003    2.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.0583    3.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788   -0.3675    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    0.2069    2.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8970    1.8482    1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9582   -1.8326    0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367   -1.7183   -0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6926   -1.5904    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.8356   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    0.9137   -3.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726   -0.7780   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139   -0.6024   -2.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578    1.0958   -2.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3861   -1.3723   -0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    0.9887   -1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6380   -1.9957   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520   -0.6794   -2.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825   -0.2553   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7969   -1.8148   -0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805    0.9776    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3283    0.2425    1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -2.4179    0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -1.8873    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507   -2.2933    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418    0.5877    2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919    1.6180    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0612    0.9139    2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5071   -0.7901    1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022    1.5990   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5579   -0.8452   -1.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368    0.6308   -2.1890 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  6
  4  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  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 21 22  2  0
 21  2  1  0
 19  4  1  0
 19  9  1  0
 15 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  1
 10 38  1  6
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  6
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 20 54  1  0
M  END


  Mrv0541 04191212152D          

 26 29  0  0  1  0            999 V2000
    1.8036   -0.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3045   -1.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036    1.2211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3045    1.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4100    0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4100   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -1.0964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8390    0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390   -1.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3045   -0.2714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3045    0.5536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4100    0.1411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4100   -0.6839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0189    0.9661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0189    1.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0189    0.1411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0189   -0.6839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679   -1.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5534   -1.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8036    2.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1245   -1.9214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 19  1  1  0  0  0  0
 13 15  1  0  0  0  0
 13  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17  4  1  0  0  0  0
  5  1  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
  2  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 22  1  0  0  0  0
  3  5  1  0  0  0  0
  4  7  1  0  0  0  0
  8  9  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  1  0  0  0
 15 16  1  6  0  0  0
 17 18  1  1  0  0  0
 19 20  1  6  0  0  0
 22 21  2  0  0  0  0
  6 23  1  1  0  0  0
  3 24  1  1  0  0  0
 12 25  1  6  0  0  0
  9 26  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0014996

> <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)[C@H](C)C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-12-11-20(3)13(10-17(12)21)4-5-14-15-6-7-18(22)19(15,2)9-8-16(14)20/h12-16,18,22H,4-11H2,1-3H3/t12-,13+,14+,15+,16+,18+,19+,20+/m1/s1

> <INCHI_KEY>
IKXILDNPCZPPRV-RFMGOVQKSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.4669

> <EXACT_MASS>
304.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.791835560237644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4R,7S,10R,11S,14S,15S)-14-hydroxy-2,4,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
3.9542439110000007

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.37770535655283

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8839915482434103

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
88.17759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
drostanolone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014996
     RDKit          3D
Drostanolone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.3268    1.6075    2.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6699    0.6782    1.2742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1798    0.7871    1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4731    0.1908    0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6828   -1.3232    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480    0.7218   -1.1253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3385    0.2024   -2.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.1411   -2.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6480   -0.3203   -0.8882 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1065   -0.0664   -0.8362 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9562   -0.9258   -1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400   -0.8188   -1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.1048    0.2524 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0092   -0.5684    1.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7038   -0.3656    0.5443 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5479   -1.7996    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792    0.5950    1.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955    0.2952    1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0170    0.5149    0.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4932    0.2597   -1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2180    0.8984   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2124    1.5681   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    2.2562    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6109    2.3003    2.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.0583    3.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788   -0.3675    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    0.2069    2.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8970    1.8482    1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9582   -1.8326    0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367   -1.7183   -0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6926   -1.5904    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.8356   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    0.9137   -3.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726   -0.7780   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139   -0.6024   -2.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578    1.0958   -2.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3861   -1.3723   -0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    0.9887   -1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6380   -1.9957   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520   -0.6794   -2.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825   -0.2553   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7969   -1.8148   -0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805    0.9776    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3283    0.2425    1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -2.4179    0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -1.8873    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507   -2.2933    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418    0.5877    2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919    1.6180    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0612    0.9139    2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5071   -0.7901    1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022    1.5990   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5579   -0.8452   -1.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368    0.6308   -2.1890 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  6
  4  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  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 21 22  2  0
 21  2  1  0
 19  4  1  0
 19  9  1  0
 15 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  1
 10 38  1  6
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  6
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0       3.367  -0.212   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.568  -2.047   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.367   2.279   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.568   2.573   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.272   1.033   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.099  -0.507   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.765   1.803   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.765  -2.817   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.099  -2.047   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.433   0.263   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.433  -2.817   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.766  -0.507   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.568  -0.507   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       0.568   1.033   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      -0.765   0.263   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0      -0.765  -1.277   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       1.902   1.803   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.902   3.343   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.902   0.263   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       1.902  -1.277   0.000  0.00  0.00           H+0
HETATM   21  O   UNK     0      -6.100  -2.817   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.766  -2.047   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.099   1.033   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.367   3.819   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.100   0.263   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      -2.099  -3.587   0.000  0.00  0.00           H+0
CONECT    1   19    5                                                       
CONECT    2   13    8                                                       
CONECT    3   17    5   24                                                  
CONECT    4   17    7                                                       
CONECT    5    1    3                                                       
CONECT    6   15    9   10   23                                             
CONECT    7   15    4                                                       
CONECT    8    2    9                                                       
CONECT    9    6   11    8   26                                             
CONECT   10    6   12                                                       
CONECT   11    9   22                                                       
CONECT   12   10   22   25                                                  
CONECT   13   19   15    2   14                                             
CONECT   14   13                                                            
CONECT   15   13    6    7   16                                             
CONECT   16   15                                                            
CONECT   17   19    3    4   18                                             
CONECT   18   17                                                            
CONECT   19   13   17    1   20                                             
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   11   12   21                                                  
CONECT   23    6                                                            
CONECT   24    3                                                            
CONECT   25   12                                                            
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0014996
HETATM    1  C1  UNL     1      -4.327   1.607   2.254  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.670   0.678   1.274  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.180   0.787   1.333  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.473   0.191   0.164  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.683  -1.323   0.172  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.048   0.722  -1.125  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.339   0.202  -2.339  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.134   0.141  -2.229  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.648  -0.320  -0.888  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.106  -0.066  -0.836  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.956  -0.926  -1.702  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.340  -0.819  -1.076  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.153  -0.105   0.252  1.00  0.00           C  
HETATM   14  O1  UNL     1       5.009  -0.568   1.227  1.00  0.00           O  
HETATM   15  C14 UNL     1       2.704  -0.366   0.544  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.548  -1.800   0.931  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.079   0.595   1.499  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.596   0.295   1.551  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.017   0.515   0.198  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.493   0.260  -1.223  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.218   0.898  -0.087  1.00  0.00           C  
HETATM   22  O2  UNL     1      -5.212   1.568  -0.276  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.078   2.256   1.731  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.611   2.300   2.743  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.845   1.058   3.079  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.979  -0.368   1.562  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.852   0.207   2.245  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.897   1.848   1.447  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.958  -1.833   0.824  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.637  -1.718  -0.879  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.693  -1.590   0.539  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.070   1.836  -1.093  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.589   0.914  -3.181  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.773  -0.778  -2.686  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.514  -0.602  -2.987  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.658   1.096  -2.485  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.386  -1.372  -0.746  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.334   0.989  -1.054  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.638  -1.996  -1.531  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.952  -0.679  -2.767  1.00  0.00           H  
HETATM   41  H19 UNL     1       4.982  -0.255  -1.767  1.00  0.00           H  
HETATM   42  H20 UNL     1       4.797  -1.815  -0.904  1.00  0.00           H  
HETATM   43  H21 UNL     1       4.280   0.978   0.041  1.00  0.00           H  
HETATM   44  H22 UNL     1       5.328   0.243   1.734  1.00  0.00           H  
HETATM   45  H23 UNL     1       3.420  -2.418   0.598  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.516  -1.887   2.053  1.00  0.00           H  
HETATM   47  H25 UNL     1       1.651  -2.293   0.561  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.542   0.588   2.494  1.00  0.00           H  
HETATM   49  H27 UNL     1       2.192   1.618   1.070  1.00  0.00           H  
HETATM   50  H28 UNL     1       0.061   0.914   2.271  1.00  0.00           H  
HETATM   51  H29 UNL     1       0.507  -0.790   1.787  1.00  0.00           H  
HETATM   52  H30 UNL     1       0.102   1.599  -0.082  1.00  0.00           H  
HETATM   53  H31 UNL     1      -3.558  -0.845  -1.190  1.00  0.00           H  
HETATM   54  H32 UNL     1      -3.937   0.631  -2.189  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   21   26
CONECT    3    4   27   28
CONECT    4    5    6   19
CONECT    5   29   30   31
CONECT    6    7   20   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   19   37
CONECT   10   11   15   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   15   43
CONECT   14   44
CONECT   15   16   17
CONECT   16   45   46   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   19   52
CONECT   20   21   53   54
CONECT   21   22   22
END

HMDB0014996
     RDKit          3D
Drostanolone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.3268    1.6075    2.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6699    0.6782    1.2742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1798    0.7871    1.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4731    0.1908    0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6828   -1.3232    0.1722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0480    0.7218   -1.1253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3385    0.2024   -2.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.1411   -2.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6480   -0.3203   -0.8882 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1065   -0.0664   -0.8362 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9562   -0.9258   -1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400   -0.8188   -1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532   -0.1048    0.2524 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0092   -0.5684    1.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7038   -0.3656    0.5443 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5479   -1.7996    0.9309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792    0.5950    1.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5955    0.2952    1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0170    0.5149    0.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4932    0.2597   -1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2180    0.8984   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2124    1.5681   -0.2757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    2.2562    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6109    2.3003    2.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    1.0583    3.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9788   -0.3675    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517    0.2069    2.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8970    1.8482    1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9582   -1.8326    0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367   -1.7183   -0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6926   -1.5904    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0699    1.8356   -1.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    0.9137   -3.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726   -0.7780   -2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139   -0.6024   -2.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578    1.0958   -2.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3861   -1.3723   -0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    0.9887   -1.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6380   -1.9957   -1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520   -0.6794   -2.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9825   -0.2553   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7969   -1.8148   -0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805    0.9776    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3283    0.2425    1.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4203   -2.4179    0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -1.8873    2.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507   -2.2933    0.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418    0.5877    2.4944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1919    1.6180    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0612    0.9139    2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5071   -0.7901    1.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1022    1.5990   -0.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5579   -0.8452   -1.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368    0.6308   -2.1890 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  6
  4  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  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
 21 22  2  0
 21  2  1  0
 19  4  1  0
 19  9  1  0
 15 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  1
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  1
 10 38  1  6
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  6
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  6
 20 53  1  0
 20 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17beta-Hydroxy-2alpha-methyl-5alpha-androstan-3-one	ChEBI
2alpha-Methyldihydrotestosterone	ChEBI
Dihydro-2alpha-methyltestosterone	ChEBI
Dromostanolone	ChEBI
Drostanolona	ChEBI
Drostanolonum	ChEBI
Medrosteron	ChEBI
Medrotestron	ChEBI
17b-Hydroxy-2a-methyl-5a-androstan-3-one	Generator
17Β-hydroxy-2α-methyl-5α-androstan-3-one	Generator
2a-Methyldihydrotestosterone	Generator
2Α-methyldihydrotestosterone	Generator
Dihydro-2a-methyltestosterone	Generator
Dihydro-2α-methyltestosterone	Generator
Drolban	HMDB
Metholone	HMDB
Dromostanolone, (5alpha,17beta)-isomer	HMDB
Prometholone	HMDB
Drostanolon	HMDB
17 beta-Hydroxy-2 alpha-methyl-5 alpha-androstan-3-one	HMDB
Methalone	HMDB
Drostanolone	ChEBI

Chemical Formula

C₂₀H₃₂O₂

Average Molecular Weight

304.4669

Monoisotopic Molecular Weight

304.240230268

IUPAC Name

(1S,2S,4R,7S,10R,11S,14S,15S)-14-hydroxy-2,4,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

Traditional Name

drostanolone

CAS Registry Number

58-19-5

SMILES

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

InChI Identifier

InChI=1S/C20H32O2/c1-12-11-20(3)13(10-17(12)21)4-5-14-15-6-7-18(22)19(15,2)9-8-16(14)20/h12-16,18,22H,4-11H2,1-3H3/t12-,13+,14+,15+,16+,18+,19+,20+/m1/s1

InChI Key

IKXILDNPCZPPRV-RFMGOVQKSA-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:34838 )
17beta-hydroxy steroid (CHEBI:34838 )
anabolic androgenic steroid (CHEBI:34838 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014996)

Process

Not Available

Role

Industrial application

Antineoplastic agent (HMDB: HMDB0014996)

Biological role

Anabolic agent (HMDB: HMDB0014996)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	128 °C	Not Available
Boiling Point	190.00 to 192.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.006 g/L	Not Available
LogP	5.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.006 g/L	ALOGPS
logP	3.81	ALOGPS
logP	3.95	ChemAxon
logS	-4.7	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	88.18 m³·mol⁻¹	ChemAxon
Polarizability	36.79 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]+	173.842	31661259
DarkChem	[M-H]-	168.074	31661259
DeepCCS	[M-2H]-	205.571	30932474
DeepCCS	[M+Na]+	180.102	30932474
AllCCS	[M+H]+	178.9	32859911
AllCCS	[M+H-H2O]+	176.0	32859911
AllCCS	[M+NH4]+	181.7	32859911
AllCCS	[M+Na]+	182.4	32859911
AllCCS	[M-H]-	182.2	32859911
AllCCS	[M+Na-2H]-	182.6	32859911
AllCCS	[M+HCOO]-	183.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.96 minutes	32390414
Predicted by Siyang on May 30, 2022	17.3113 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.19 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2748.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	463.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	222.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	199.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	515.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	719.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	759.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1324.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	491.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1606.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	418.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	462.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	260.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	440.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	15.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Drostanolone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)[C@H](C)C[C@]12C	2760.3	Standard polar	33892256
Drostanolone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)[C@H](C)C[C@]12C	2532.5	Standard non polar	33892256
Drostanolone	[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)[C@H](C)C[C@]12C	2774.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Drostanolone,1TMS,isomer #1	C[C@@H]1C[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](O[Si](C)(C)C)CC[C@@H]32)CC1=O	2668.0	Semi standard non polar	33892256
Drostanolone,1TMS,isomer #2	CC1=C(O[Si](C)(C)C)C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@@]2(C)C1	2696.3	Semi standard non polar	33892256
Drostanolone,1TMS,isomer #3	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]12	2572.9	Semi standard non polar	33892256
Drostanolone,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C[C@@H]2CC[C@@H]3[C@H](CC[C@]4(C)[C@@H](O[Si](C)(C)C)CC[C@@H]34)[C@@]2(C)C1	2681.9	Semi standard non polar	33892256
Drostanolone,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C[C@@H]2CC[C@@H]3[C@H](CC[C@]4(C)[C@@H](O[Si](C)(C)C)CC[C@@H]34)[C@@]2(C)C1	2695.7	Standard non polar	33892256
Drostanolone,2TMS,isomer #1	CC1=C(O[Si](C)(C)C)C[C@@H]2CC[C@@H]3[C@H](CC[C@]4(C)[C@@H](O[Si](C)(C)C)CC[C@@H]34)[C@@]2(C)C1	2974.3	Standard polar	33892256
Drostanolone,2TMS,isomer #2	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C)[C@@]3(C)CC[C@@H]12	2564.3	Semi standard non polar	33892256
Drostanolone,2TMS,isomer #2	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C)[C@@]3(C)CC[C@@H]12	2673.2	Standard non polar	33892256
Drostanolone,2TMS,isomer #2	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C)[C@@]3(C)CC[C@@H]12	2972.4	Standard polar	33892256
Drostanolone,1TBDMS,isomer #1	C[C@@H]1C[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)CC1=O	2909.2	Semi standard non polar	33892256
Drostanolone,1TBDMS,isomer #2	CC1=C(O[Si](C)(C)C(C)(C)C)C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@@]2(C)C1	2923.8	Semi standard non polar	33892256
Drostanolone,1TBDMS,isomer #3	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C(C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O)[C@@]3(C)CC[C@@H]12	2818.9	Semi standard non polar	33892256
Drostanolone,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C[C@@H]2CC[C@@H]3[C@H](CC[C@]4(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]34)[C@@]2(C)C1	3215.5	Semi standard non polar	33892256
Drostanolone,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C[C@@H]2CC[C@@H]3[C@H](CC[C@]4(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]34)[C@@]2(C)C1	3107.3	Standard non polar	33892256
Drostanolone,2TBDMS,isomer #1	CC1=C(O[Si](C)(C)C(C)(C)C)C[C@@H]2CC[C@@H]3[C@H](CC[C@]4(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]34)[C@@]2(C)C1	3220.3	Standard polar	33892256
Drostanolone,2TBDMS,isomer #2	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C(C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3088.9	Semi standard non polar	33892256
Drostanolone,2TBDMS,isomer #2	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C(C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3031.2	Standard non polar	33892256
Drostanolone,2TBDMS,isomer #2	C[C@@H]1C[C@@]2(C)[C@H](C=C1O[Si](C)(C)C(C)(C)C)CC[C@H]1[C@@H]3CC[C@H](O[Si](C)(C)C(C)(C)C)[C@@]3(C)CC[C@@H]12	3220.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Drostanolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-01u9-0290000000-692c470ca66bdb33f8cd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Drostanolone GC-MS (1 TMS) - 70eV, Positive	splash10-08fs-3249000000-faaa19221c2eb1b1a219	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Drostanolone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0f6w-8931000000-0d33c997ec04e3071c8c	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 10V, Positive-QTOF	splash10-052r-0195000000-d6ce78753754982edcde	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 20V, Positive-QTOF	splash10-052r-0291000000-dce1079644608ccf2d76	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 40V, Positive-QTOF	splash10-0gbm-2790000000-bb7896733d6ff696a1fa	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 10V, Negative-QTOF	splash10-0udi-0029000000-601877ac3c6aed55c1c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 20V, Negative-QTOF	splash10-0udi-0059000000-70257557fd2f0d3d532c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 40V, Negative-QTOF	splash10-0079-3090000000-cca24aebaf0ba5f4c845	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 10V, Positive-QTOF	splash10-000i-0092000000-5f392111cd6198b67db7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 20V, Positive-QTOF	splash10-0a6r-1951000000-454d26a526f739add98a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 40V, Positive-QTOF	splash10-0a6r-1900000000-0194bfdeaee7cb6f33e8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 10V, Negative-QTOF	splash10-0udi-0009000000-f9d10b76ade80bd401ad	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 20V, Negative-QTOF	splash10-0udi-0009000000-f9d10b76ade80bd401ad	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drostanolone 40V, Negative-QTOF	splash10-0udi-0098000000-eb87ce2a04744f9a7151	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00858	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00858	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00858

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5789

KEGG Compound ID

C14605

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dromostanolone

METLIN ID

Not Available

PubChem Compound

6011

PDB ID

Not Available

ChEBI ID

34838

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1546141

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Cytochrome P450 19A1

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:: CYP19A1
Uniprot ID:: P11511
Molecular weight:: 57882.48

References

Navarro-Martin L, Blazquez M, Piferrer F: Masculinization of the European sea bass (Dicentrarchus labrax) by treatment with an androgen or aromatase inhibitor involves different gene expression and has distinct lasting effects on maturation. Gen Comp Endocrinol. 2009 Jan 1;160(1):3-11. doi: 10.1016/j.ygcen.2008.10.012. Epub 2008 Oct 18. [PubMed:18983844 ]

Enzyme Details

2. 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

References

Zakar T, Kaufmann G, Toth M: Assignment of anabolic-androgenic and antiandrogenic properties to some chlorine-substituted steroids on the basis of their binding characteristics to the androgen receptor of the rat seminal vesicle. Exp Clin Endocrinol. 1986 Jul;87(2):133-41. [PubMed:3758193 ]
Takahashi M, Tatsugi Y, Kohno T: Endocrinological and pathological effects of anabolic-androgenic steroid in male rats. Endocr J. 2004 Aug;51(4):425-34. [PubMed:15351799 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Drostanolone (HMDB0014996)

MOL for HMDB0014996 (Drostanolone)

3D MOL for HMDB0014996 (Drostanolone)

3D SDF for HMDB0014996 (Drostanolone)

3D-SDF for HMDB0014996 (Drostanolone)

PDB for HMDB0014996 (Drostanolone)

3D PDB for HMDB0014996 (Drostanolone)

SMILES for HMDB0014996 (Drostanolone)

INCHI for HMDB0014996 (Drostanolone)

Structure for HMDB0014996 (Drostanolone)

3D Structure for HMDB0014996 (Drostanolone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References