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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 15:12:50 UTC

Update Date

2021-09-14 15:40:23 UTC

HMDB ID

HMDB0003318

Secondary Accession Numbers

HMDB03318

Metabolite Identification

Common Name

4b-Hydroxystanozolol

Description

4b-Hydroxystanozolol is a metabolite of stanozolol. Stanozolol has the potential for misuse as an anabolic steroid in horse racing. Stanozolol is an anabolic steroid illicitly used for growth promoting purposes in animal production. For reasons of public health the use of anabolic steroids as growth promoters is officially banned in Europe in animals intended for consumption. Stanozolol is a synthetic anabolic androgenic steroid often abused in sports to enhance performance. Doping control screening for the analysis of anabolic steroids in human urine or the detection of anabolic steroid residues in cattle's urine is achieved using liquid and gas chromatography time-of-flight mass spectrometry, liquid chromatography-tandem mass spectrometry or through a combination of liquid chromatography/tandem mass spectrometry and gas chromatography/mass spectrometry. (PMID: 16040239 , 17724580 , 17610244 , 15782394 ).

Structure

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

HMDB03265.mol
  Mrv0541 02231219412D          

 29 33  0  0  0  0            999 V2000
   -3.1210   -0.1069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2960   -0.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    0.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    1.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    0.6778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7439   -0.7199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9370   -0.5484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6820    0.2362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2341    0.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3849   -1.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -0.2054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1249    0.4077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4840   -0.0338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7389    0.7508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1869    1.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799    1.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514   -0.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188   -0.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639    0.7508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9980   -1.5018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905    0.5915    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733    1.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0471    1.4159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3759    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3130   -0.8380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -0.3892    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1505   -1.3453    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  1  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  9  3  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  8  1  0  0  0  0
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 14 15  1  0  0  0  0
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 19 20  1  0  0  0  0
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  8 22  1  1  0  0  0
 12 23  1  1  0  0  0
 15 24  1  1  0  0  0
 20 25  1  1  0  0  0
 20 26  1  6  0  0  0
 14 27  1  6  0  0  0
 13 28  1  6  0  0  0
  7 29  1  6  0  0  0
M  END

HMDB0003318
     RDKit          3D
4b-Hydroxystanozolol
 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.1546    1.8219    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9885    0.3623   -0.0402 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9743   -0.0361   -0.9589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1765   -0.4886    1.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7956   -1.0363    1.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826   -0.1685    0.8048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5357   -0.6930    0.4867 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1662   -1.3513    1.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -1.8790    1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3086   -0.6486    0.7497 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7156   -0.9989    0.4234 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8343   -1.8687   -0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941    0.2472    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040    0.5461    0.2943 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9791    1.8444    0.0560 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926    2.4390   -0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474    1.4257   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    1.5686   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828    0.2195   -0.3150 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0664   -0.2886   -1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2350    0.4264   -0.1466 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4684    0.7621   -1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9096    1.1010   -1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6147   -0.0094   -0.5359 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7050   -1.2836   -1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028    2.3417   -0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1259    1.9778    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714    2.2184    0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6817   -0.5913   -0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093    0.1928    2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9069   -1.3125    1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982   -2.1038    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243   -0.8577    2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8254    0.8432    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572   -1.4829   -0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -2.1548    2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -0.5607    2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -2.4446    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447   -2.4709    1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5381   -0.1666    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122    3.4934   -0.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222    2.0357    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    2.2561   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1473    0.0053   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.3160   -2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851   -1.3526   -1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680    1.3326    0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    1.6092   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4281   -0.1625   -2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3825    1.2649   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0213    2.0212   -0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -2.1989   -0.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24  2  1  0
 24  6  1  0
 21  7  1  0
 19 10  1  0
 17 13  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  1
  7 35  1  6
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  1
 11 41  1  1
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 21 50  1  1
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
M  END

HMDB03265.mol
  Mrv0541 02231219412D          

 29 33  0  0  0  0            999 V2000
   -3.1210   -0.1069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2960   -0.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    0.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    1.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759    0.6778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7439   -0.7199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9370   -0.5484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6820    0.2362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2341    0.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3849   -1.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4220   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770   -0.2054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1249    0.4077    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4840   -0.0338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7389    0.7508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1869    1.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799    1.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514   -0.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188   -0.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5639    0.7508    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9980   -1.5018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4280    1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905    0.5915    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733    1.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0471    1.4159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3759    0.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3130   -0.8380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1505   -1.3453    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  1  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9  3  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  1  0  0  0  0
 13  8  1  0  0  0  0
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 15 16  1  0  0  0  0
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  6 21  1  1  0  0  0
  8 22  1  1  0  0  0
 12 23  1  1  0  0  0
 15 24  1  1  0  0  0
 20 25  1  1  0  0  0
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 14 27  1  6  0  0  0
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  7 29  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0003318

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])[C@@H](O)C3=C(C[C@]12C)C=NN3

> <INCHI_IDENTIFIER>
InChI=1S/C21H32N2O2/c1-19-10-12-11-22-23-17(12)18(24)16(19)5-4-13-14(19)6-8-20(2)15(13)7-9-21(20,3)25/h11,13-16,18,24-25H,4-10H2,1-3H3,(H,22,23)/t13-,14+,15+,16+,18-,19-,20+,21+/m1/s1

> <INCHI_KEY>
OCUSYXNRARMJHS-SUVJOWDWSA-N

> <FORMULA>
C21H32N2O2

> <MOLECULAR_WEIGHT>
344.491

> <EXACT_MASS>
344.246378278

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
40.060981178646905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,9R,10R,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-9,17-diol

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
2.700467837000001

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.344508357903038

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.751873326839224

> <JCHEM_PKA_STRONGEST_BASIC>
1.8941881561720926

> <JCHEM_POLAR_SURFACE_AREA>
69.14

> <JCHEM_REFRACTIVITY>
98.5375

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,9R,10R,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-9,17-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003318
     RDKit          3D
4b-Hydroxystanozolol
 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.1546    1.8219    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9885    0.3623   -0.0402 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9743   -0.0361   -0.9589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1765   -0.4886    1.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7956   -1.0363    1.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826   -0.1685    0.8048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5357   -0.6930    0.4867 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1662   -1.3513    1.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -1.8790    1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3086   -0.6486    0.7497 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7156   -0.9989    0.4234 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8343   -1.8687   -0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941    0.2472    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040    0.5461    0.2943 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9791    1.8444    0.0560 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926    2.4390   -0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474    1.4257   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    1.5686   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828    0.2195   -0.3150 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0664   -0.2886   -1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2350    0.4264   -0.1466 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4684    0.7621   -1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9096    1.1010   -1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6147   -0.0094   -0.5359 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7050   -1.2836   -1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028    2.3417   -0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1259    1.9778    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714    2.2184    0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6817   -0.5913   -0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093    0.1928    2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9069   -1.3125    1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982   -2.1038    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243   -0.8577    2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8254    0.8432    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572   -1.4829   -0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -2.1548    2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -0.5607    2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -2.4446    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447   -2.4709    1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3214   -0.0370    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1132   -1.5825    1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7018   -1.6694   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5381   -0.1666    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122    3.4934   -0.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222    2.0357    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    2.2561   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1473    0.0053   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.3160   -2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851   -1.3526   -1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680    1.3326    0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    1.6092   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4281   -0.1625   -2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3825    1.2649   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0213    2.0212   -0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -2.1989   -0.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670   -1.3675   -2.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -1.4061   -1.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24  2  1  0
 24  6  1  0
 21  7  1  0
 19 10  1  0
 17 13  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  1
  7 35  1  6
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  1
 11 41  1  1
 12 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  1
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB03265.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0      -5.826  -0.200   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.286  -0.200   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.810   1.265   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.056   2.170   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -6.302   1.265   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -3.255  -1.344   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.749  -1.024   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.273   0.441   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.304   1.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.718  -2.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.788  -1.848   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.264  -0.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.233   0.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.770  -0.063   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.246   1.401   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.216   2.546   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.709   2.226   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.016  -0.968   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.262  -0.063   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.786   1.401   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.730  -2.803   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.799   1.900   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       1.662   1.104   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       3.870   2.803   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.688   2.643   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.302   1.161   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       2.451  -1.564   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.165  -0.727   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.148  -2.511   0.000  0.00  0.00           H+0
CONECT    1    2    5                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    2    7   21                                                  
CONECT    7    6    8   10   29                                             
CONECT    8    7    9   13   22                                             
CONECT    9    8    3                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   23                                             
CONECT   13   12    8   17   28                                             
CONECT   14   12   15   18   27                                             
CONECT   15   14   16   20   24                                             
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18   14   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   25   26                                             
CONECT   21    6                                                            
CONECT   22    8                                                            
CONECT   23   12                                                            
CONECT   24   15                                                            
CONECT   25   20                                                            
CONECT   26   20                                                            
CONECT   27   14                                                            
CONECT   28   13                                                            
CONECT   29    7                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0003318
HETATM    1  C1  UNL     1      -4.155   1.822   0.219  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.989   0.362  -0.040  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.974  -0.036  -0.959  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.177  -0.489   1.201  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.796  -1.036   1.559  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.883  -0.168   0.805  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.536  -0.693   0.487  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.166  -1.351   1.633  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.490  -1.879   1.062  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.309  -0.649   0.750  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.716  -0.999   0.423  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.834  -1.869  -0.655  1.00  0.00           O  
HETATM   13  C11 UNL     1       4.494   0.247   0.245  1.00  0.00           C  
HETATM   14  N1  UNL     1       5.804   0.546   0.294  1.00  0.00           N  
HETATM   15  N2  UNL     1       5.979   1.844   0.056  1.00  0.00           N  
HETATM   16  C12 UNL     1       4.793   2.439  -0.157  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.847   1.426  -0.037  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.374   1.569  -0.185  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.683   0.219  -0.315  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.066  -0.289  -1.712  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.235   0.426  -0.147  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.468   0.762  -1.456  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.910   1.101  -1.246  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.615  -0.009  -0.536  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.705  -1.284  -1.292  1.00  0.00           C  
HETATM   26  H1  UNL     1      -4.203   2.342  -0.753  1.00  0.00           H  
HETATM   27  H2  UNL     1      -5.126   1.978   0.718  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.371   2.218   0.895  1.00  0.00           H  
HETATM   29  H4  UNL     1      -5.682  -0.591  -0.517  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.509   0.193   2.010  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.907  -1.312   1.031  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.698  -2.104   1.357  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.624  -0.858   2.661  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.825   0.843   1.232  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.657  -1.483  -0.309  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.461  -2.155   2.016  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.364  -0.561   2.400  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.222  -2.445   0.136  1.00  0.00           H  
HETATM   39  H14 UNL     1       2.045  -2.471   1.792  1.00  0.00           H  
HETATM   40  H15 UNL     1       2.321  -0.037   1.684  1.00  0.00           H  
HETATM   41  H16 UNL     1       4.113  -1.582   1.308  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.702  -1.669  -1.116  1.00  0.00           H  
HETATM   43  H18 UNL     1       6.538  -0.167   0.493  1.00  0.00           H  
HETATM   44  H19 UNL     1       4.612   3.493  -0.377  1.00  0.00           H  
HETATM   45  H20 UNL     1       2.022   2.036   0.780  1.00  0.00           H  
HETATM   46  H21 UNL     1       2.106   2.256  -1.016  1.00  0.00           H  
HETATM   47  H22 UNL     1       3.147   0.005  -1.864  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.512   0.316  -2.457  1.00  0.00           H  
HETATM   49  H24 UNL     1       1.885  -1.353  -1.836  1.00  0.00           H  
HETATM   50  H25 UNL     1       0.068   1.333   0.508  1.00  0.00           H  
HETATM   51  H26 UNL     1       0.015   1.609  -1.960  1.00  0.00           H  
HETATM   52  H27 UNL     1      -0.428  -0.163  -2.066  1.00  0.00           H  
HETATM   53  H28 UNL     1      -2.383   1.265  -2.213  1.00  0.00           H  
HETATM   54  H29 UNL     1      -2.021   2.021  -0.631  1.00  0.00           H  
HETATM   55  H30 UNL     1      -2.532  -2.199  -0.673  1.00  0.00           H  
HETATM   56  H31 UNL     1      -2.067  -1.367  -2.174  1.00  0.00           H  
HETATM   57  H32 UNL     1      -3.763  -1.406  -1.671  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   24
CONECT    3   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   24   34
CONECT    7    8   21   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   19   40
CONECT   11   12   13   41
CONECT   12   42
CONECT   13   14   17   17
CONECT   14   15   43
CONECT   15   16   16
CONECT   16   17   44
CONECT   17   18
CONECT   18   19   45   46
CONECT   19   20   21
CONECT   20   47   48   49
CONECT   21   22   50
CONECT   22   23   51   52
CONECT   23   24   53   54
CONECT   24   25
CONECT   25   55   56   57
END

HMDB0003318
     RDKit          3D
4b-Hydroxystanozolol
 57 61  0  0  0  0  0  0  0  0999 V2000
   -4.1546    1.8219    0.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9885    0.3623   -0.0402 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9743   -0.0361   -0.9589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1765   -0.4886    1.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7956   -1.0363    1.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8826   -0.1685    0.8048 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5357   -0.6930    0.4867 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1662   -1.3513    1.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -1.8790    1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3086   -0.6486    0.7497 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7156   -0.9989    0.4234 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8343   -1.8687   -0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941    0.2472    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040    0.5461    0.2943 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9791    1.8444    0.0560 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926    2.4390   -0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474    1.4257   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3739    1.5686   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828    0.2195   -0.3150 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0664   -0.2886   -1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2350    0.4264   -0.1466 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4684    0.7621   -1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9096    1.1010   -1.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6147   -0.0094   -0.5359 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7050   -1.2836   -1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2028    2.3417   -0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1259    1.9778    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714    2.2184    0.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6817   -0.5913   -0.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093    0.1928    2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9069   -1.3125    1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6982   -2.1038    1.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243   -0.8577    2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8254    0.8432    1.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572   -1.4829   -0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4609   -2.1548    2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -0.5607    2.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2218   -2.4446    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447   -2.4709    1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3214   -0.0370    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1132   -1.5825    1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7018   -1.6694   -1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5381   -0.1666    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122    3.4934   -0.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222    2.0357    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    2.2561   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1473    0.0053   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.3160   -2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8851   -1.3526   -1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0680    1.3326    0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150    1.6092   -1.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4281   -0.1625   -2.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3825    1.2649   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0213    2.0212   -0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319   -2.1989   -0.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0670   -1.3675   -2.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -1.4061   -1.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24  2  1  0
 24  6  1  0
 21  7  1  0
 19 10  1  0
 17 13  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  1
  7 35  1  6
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  1
 11 41  1  1
 12 42  1  0
 14 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  1
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4b,5a,17b)-17-Methyl-2'H-androst-2-eno[3,2-c]pyrazole-4,17-diol	HMDB
4b-OH-Stanozolol	HMDB
4beta-Hydroxystanozolol	HMDB
Cyclopenta[7,8]phenanthro[2,3-c]pyrazole 2'H-androst-2-eno[3,2-c]pyrazole-4,17-diol deriv.	HMDB

Chemical Formula

C₂₁H₃₂N₂O₂

Average Molecular Weight

344.491

Monoisotopic Molecular Weight

344.246378278

IUPAC Name

(1S,2R,9R,10R,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-9,17-diol

Traditional Name

(1S,2R,9R,10R,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-9,17-diol

CAS Registry Number

125636-92-2

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])[C@@H](O)C3=C(C[C@]12C)C=NN3

InChI Identifier

InChI=1S/C21H32N2O2/c1-19-10-12-11-22-23-17(12)18(24)16(19)5-4-13-14(19)6-8-20(2)15(13)7-9-21(20,3)25/h11,13-16,18,24-25H,4-10H2,1-3H3,(H,22,23)/t13-,14+,15+,16+,18-,19-,20+,21+/m1/s1

InChI Key

OCUSYXNRARMJHS-SUVJOWDWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrane steroids

Alternative Parents

Substituents

Estrane-skeleton
4-hydroxysteroid
Hydroxysteroid
17-hydroxysteroid
Azole
Cyclic alcohol
Pyrazole
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0003318)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0003318)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003318)

Source

Endogenous

Endogenous (HMDB: HMDB0003318)

Animal

Animal (HMDB: HMDB0003318)

Exogenous

Food

Food (HMDB: HMDB0003318)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0003318)

Molecular messenger

Signaling molecule (HMDB: HMDB0003318)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0003318)

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	0.02 g/L	ALOGPS
logP	2.93	ALOGPS
logP	2.7	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	13.75	ChemAxon
pKa (Strongest Basic)	1.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	98.54 m³·mol⁻¹	ChemAxon
Polarizability	40.06 Å³	ChemAxon
Number of Rings	5	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]+	180.757	31661259
DarkChem	[M-H]-	178.689	31661259
DeepCCS	[M-2H]-	214.555	30932474
DeepCCS	[M+Na]+	188.795	30932474
AllCCS	[M+H]+	186.4	32859911
AllCCS	[M+H-H2O]+	183.8	32859911
AllCCS	[M+NH4]+	188.9	32859911
AllCCS	[M+Na]+	189.6	32859911
AllCCS	[M-H]-	191.1	32859911
AllCCS	[M+Na-2H]-	191.4	32859911
AllCCS	[M+HCOO]-	191.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4b-Hydroxystanozolol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])[C@@H](O)C3=C(C[C@]12C)C=NN3	3607.5	Standard polar	33892256
4b-Hydroxystanozolol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])[C@@H](O)C3=C(C[C@]12C)C=NN3	3160.9	Standard non polar	33892256
4b-Hydroxystanozolol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])[C@@H](O)C3=C(C[C@]12C)C=NN3	3297.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4b-Hydroxystanozolol,1TMS,isomer #1	C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O)C5=C(C=N[NH]5)C[C@]4(C)[C@H]3CC[C@@]21C	3216.9	Semi standard non polar	33892256
4b-Hydroxystanozolol,1TMS,isomer #2	C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O[Si](C)(C)C)C5=C(C=N[NH]5)C[C@]4(C)[C@H]3CC[C@@]21C	3165.3	Semi standard non polar	33892256
4b-Hydroxystanozolol,1TMS,isomer #3	C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O)C5=C(C=NN5[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3194.0	Semi standard non polar	33892256
4b-Hydroxystanozolol,2TMS,isomer #1	C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O[Si](C)(C)C)C5=C(C=N[NH]5)C[C@]4(C)[C@H]3CC[C@@]21C	3143.2	Semi standard non polar	33892256
4b-Hydroxystanozolol,2TMS,isomer #2	C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O)C5=C(C=NN5[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3178.6	Semi standard non polar	33892256
4b-Hydroxystanozolol,2TMS,isomer #3	C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O[Si](C)(C)C)C5=C(C=NN5[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3141.0	Semi standard non polar	33892256
4b-Hydroxystanozolol,3TMS,isomer #1	C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O[Si](C)(C)C)C5=C(C=NN5[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3149.7	Semi standard non polar	33892256
4b-Hydroxystanozolol,3TMS,isomer #1	C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O[Si](C)(C)C)C5=C(C=NN5[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3206.5	Standard non polar	33892256
4b-Hydroxystanozolol,3TMS,isomer #1	C[C@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O[Si](C)(C)C)C5=C(C=NN5[Si](C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3319.2	Standard polar	33892256
4b-Hydroxystanozolol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O)C5=C(C=N[NH]5)C[C@]4(C)[C@H]3CC[C@@]21C	3467.6	Semi standard non polar	33892256
4b-Hydroxystanozolol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C2=C(C=N[NH]2)C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@]4(C)O)[C@@H]3CC[C@@H]12	3423.7	Semi standard non polar	33892256
4b-Hydroxystanozolol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1N=CC2=C1[C@H](O)[C@@H]1CC[C@H]3[C@@H]4CC[C@](C)(O)[C@@]4(C)CC[C@@H]3[C@@]1(C)C2	3418.2	Semi standard non polar	33892256
4b-Hydroxystanozolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C2=C(C=N[NH]2)C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@]4(C)O[Si](C)(C)C(C)(C)C)[C@@H]3CC[C@@H]12	3645.6	Semi standard non polar	33892256
4b-Hydroxystanozolol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O)C5=C(C=NN5[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3619.9	Semi standard non polar	33892256
4b-Hydroxystanozolol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1C2=C(C=NN2[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@]4(C)O)[C@@H]3CC[C@@H]12	3578.5	Semi standard non polar	33892256
4b-Hydroxystanozolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C2=C(C=NN2[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@]4(C)O[Si](C)(C)C(C)(C)C)[C@@H]3CC[C@@H]12	3750.9	Semi standard non polar	33892256
4b-Hydroxystanozolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C2=C(C=NN2[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@]4(C)O[Si](C)(C)C(C)(C)C)[C@@H]3CC[C@@H]12	3981.8	Standard non polar	33892256
4b-Hydroxystanozolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C2=C(C=NN2[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@]4(C)O[Si](C)(C)C(C)(C)C)[C@@H]3CC[C@@H]12	3580.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4b-Hydroxystanozolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-00or-0359000000-0f134279c73ede2dfb19	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4b-Hydroxystanozolol GC-MS (2 TMS) - 70eV, Positive	splash10-00di-2013900000-570ee78d58d7e1f57eeb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4b-Hydroxystanozolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4b-Hydroxystanozolol 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 - 4b-Hydroxystanozolol 10V, Positive-QTOF	splash10-004i-0009000000-072017f9a5446fbf31a1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 20V, Positive-QTOF	splash10-0a6r-2079000000-cc0727df2fc91ce42e51	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 40V, Positive-QTOF	splash10-0udr-9513000000-d38b2a43ed8ef01cf863	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 10V, Negative-QTOF	splash10-0006-0009000000-c5c4fa8fa856784dd5f5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 20V, Negative-QTOF	splash10-00ov-0019000000-b88ee2c0dfea5cb32728	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 40V, Negative-QTOF	splash10-004i-2049000000-33814ebb11889f38fe27	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 10V, Negative-QTOF	splash10-0006-0009000000-f0c9f6f6d6de10398e83	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 20V, Negative-QTOF	splash10-0006-0009000000-b6d1574e79022e9c9f59	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 40V, Negative-QTOF	splash10-052f-0019000000-24be4b8b2ce190c4242a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 10V, Positive-QTOF	splash10-0002-0019000000-a9ee0abfecf2da386d7b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 20V, Positive-QTOF	splash10-000i-2794000000-ea9b314b90ba7e8c6771	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4b-Hydroxystanozolol 40V, Positive-QTOF	splash10-014i-1290000000-2f1310462383fa6e8904	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023137

KNApSAcK ID

Not Available

Chemspider ID

30776560

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477768

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

Hungerford NL, Sortais B, Smart CG, McKinney AR, Ridley DD, Stenhouse AM, Suann CJ, Munn KJ, Sillence MN, McLeod MD: Analysis of anabolic steroids in the horse: development of a generic ELISA for the screening of 17alpha-alkyl anabolic steroid metabolites. J Steroid Biochem Mol Biol. 2005 Aug;96(3-4):317-34. [PubMed:16040239 ]
Mateus-Avois L, Mangin P, Saugy M: Use of ion trap gas chromatography-multiple mass spectrometry for the detection and confirmation of 3'hydroxystanozolol at trace levels in urine for doping control. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Feb 25;816(1-2):193-201. [PubMed:15664350 ]
Georgakopoulos CG, Vonaparti A, Stamou M, Kiousi P, Lyris E, Angelis YS, Tsoupras G, Wuest B, Nielen MW, Panderi I, Koupparis M: Preventive doping control analysis: liquid and gas chromatography time-of-flight mass spectrometry for detection of designer steroids. Rapid Commun Mass Spectrom. 2007;21(15):2439-46. [PubMed:17610244 ]
Pozo OJ, Van Eenoo P, Deventer K, Delbeke FT: Development and validation of a qualitative screening method for the detection of exogenous anabolic steroids in urine by liquid chromatography-tandem mass spectrometry. Anal Bioanal Chem. 2007 Oct;389(4):1209-24. Epub 2007 Aug 28. [PubMed:17724580 ]
Van Poucke C, Van De Velde M, Van Peteghem C: Combination of liquid chromatography/tandem mass spectrometry and gas chromatography/mass spectrometry for the detection of 21 anabolic steroid residues in bovine urine. J Mass Spectrom. 2005 Jun;40(6):731-8. [PubMed:15782394 ]

Showing metabocard for 4b-Hydroxystanozolol (HMDB0003318)

MOL for HMDB0003318 (4b-Hydroxystanozolol)

3D MOL for HMDB0003318 (4b-Hydroxystanozolol)

3D SDF for HMDB0003318 (4b-Hydroxystanozolol)

3D-SDF for HMDB0003318 (4b-Hydroxystanozolol)

PDB for HMDB0003318 (4b-Hydroxystanozolol)

3D PDB for HMDB0003318 (4b-Hydroxystanozolol)

SMILES for HMDB0003318 (4b-Hydroxystanozolol)

INCHI for HMDB0003318 (4b-Hydroxystanozolol)

Structure for HMDB0003318 (4b-Hydroxystanozolol)

3D Structure for HMDB0003318 (4b-Hydroxystanozolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra