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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 15:12:37 UTC

Update Date

2022-03-07 02:49:18 UTC

HMDB ID

HMDB0003166

Secondary Accession Numbers

HMDB03166

Metabolite Identification

Common Name

16b-Hydroxystanozolol

Description

16b-Hydroxystanozolol is the major metabolite of stanozolol. 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 an anabolic steroid banned in competing athletes. 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. Androgenic anabolic steroids are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. (PMID: 15782394 , 17610244 , 17724580 ).

Structure

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


  Mrv0541 02231219392D          

 29 33  0  0  1  0            999 V2000
   18.3324   -7.3115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.3324   -8.1365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6178   -6.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6178   -8.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9034   -7.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9034   -8.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7613   -7.3115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.7613   -8.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0468   -6.8990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0468   -8.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4759   -6.0740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4759   -6.8990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.7613   -5.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0469   -6.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0507   -5.7912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.7034   -6.0251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6940   -6.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2586   -7.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6478   -7.3045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6432   -8.1398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1348   -5.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7501   -5.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3450   -8.8846    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.4564   -7.7101    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.0441   -7.6821    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.7573   -6.6194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.6450   -5.0952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3721   -5.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3318   -6.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
  6  5  2  0  0  0  0
 19 18  2  0  0  0  0
 20  6  1  0  0  0  0
 20 19  1  0  0  0  0
 11 21  1  1  0  0  0
 15 22  1  6  0  0  0
  2 23  1  6  0  0  0
 12 24  1  6  0  0  0
  9 25  1  6  0  0  0
  7 26  1  1  0  0  0
 15 27  1  1  0  0  0
 16 28  1  1  0  0  0
  1 29  1  1  0  0  0
M  END

HMDB0003166
     RDKit          3D
16b-Hydroxystanozolol
 57 61  0  0  0  0  0  0  0  0999 V2000
    1.7491   -1.4344   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727   -0.0728   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6131    0.8108   -1.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464    1.4783   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3194    2.7124   -0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401    2.8232   -0.0267 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4039    1.7301    0.7486 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4320    0.8840    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9731   -0.4450    0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871   -0.3300    0.9917 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8053   -1.4367    1.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338   -1.4659    1.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -0.8285    0.3762 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4664    0.4168    0.0094 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1660    1.2663   -1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    1.5485   -0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.2599   -0.4801 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2326   -0.4871   -1.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221   -0.5205    0.6953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6302   -1.7149    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9936   -1.0990    0.4183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7494   -1.8120   -0.4770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7447    0.3400   -0.0334 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9655    1.2312    1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5953    0.6838   -1.0879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003   -2.2636   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7793   -1.5888   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -1.3825   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9851    1.5565   -1.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0777    0.2287   -2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9853    3.4027   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1210    1.6113    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4267   -0.7027    1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2496   -1.1872    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2964    0.6121    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2685   -2.4512    1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290   -1.2860    2.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -2.5508    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -1.0522    2.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078   -1.5750   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    1.0394    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119    2.2908   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119    0.9197   -2.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079    2.1090    0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    2.1557   -1.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6189    0.2075   -2.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339   -0.7874   -2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.3794   -1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    0.1021    1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3005   -2.3793   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6228   -2.2740    1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5346   -1.1068    1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4586   -2.7409   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898    0.6823    2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0657    1.4761    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    2.1579    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3821    1.6173   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  6
 10  2  1  0
 19 13  1  0
 14  2  1  0
 23 17  1  0
  8  4  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 14 41  1  1
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  1
 20 50  1  0
 20 51  1  0
 21 52  1  1
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
M  END


  Mrv0541 02231219392D          

 29 33  0  0  1  0            999 V2000
   18.3324   -7.3115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.3324   -8.1365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6178   -6.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6178   -8.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9034   -7.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9034   -8.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7613   -7.3115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.7613   -8.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0468   -6.8990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0468   -8.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4759   -6.0740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4759   -6.8990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.7613   -5.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0469   -6.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0507   -5.7912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.7034   -6.0251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6940   -6.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2586   -7.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6478   -7.3045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6432   -8.1398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1348   -5.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7501   -5.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3450   -8.8846    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.4564   -7.7101    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.0441   -7.6821    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.7573   -6.6194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.6450   -5.0952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3721   -5.4309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3318   -6.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 18  5  1  0  0  0  0
  6  5  2  0  0  0  0
 19 18  2  0  0  0  0
 20  6  1  0  0  0  0
 20 19  1  0  0  0  0
 11 21  1  1  0  0  0
 15 22  1  6  0  0  0
  2 23  1  6  0  0  0
 12 24  1  6  0  0  0
  9 25  1  6  0  0  0
  7 26  1  1  0  0  0
 15 27  1  1  0  0  0
 16 28  1  1  0  0  0
  1 29  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0003166

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@H](O)[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=C(C[C@]12C)C=NN3

> <INCHI_IDENTIFIER>
InChI=1S/C21H32N2O2/c1-19-10-12-11-22-23-17(12)8-13(19)4-5-14-15(19)6-7-20(2)16(14)9-18(24)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-/m0/s1

> <INCHI_KEY>
IZGBPAAEPVNBGA-BWPSUJIGSA-N

> <FORMULA>
C21H32N2O2

> <MOLECULAR_WEIGHT>
344.491

> <EXACT_MASS>
344.246378278

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
40.1224350431183

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,10S,13R,14S,16S,17R,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-16,17-diol

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
2.622514107

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.838013460086874

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.486209956248935

> <JCHEM_PKA_STRONGEST_BASIC>
2.42189376306799

> <JCHEM_POLAR_SURFACE_AREA>
69.14

> <JCHEM_REFRACTIVITY>
98.61449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,10S,13R,14S,16S,17R,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-16,17-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003166
     RDKit          3D
16b-Hydroxystanozolol
 57 61  0  0  0  0  0  0  0  0999 V2000
    1.7491   -1.4344   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727   -0.0728   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6131    0.8108   -1.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464    1.4783   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3194    2.7124   -0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401    2.8232   -0.0267 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4039    1.7301    0.7486 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4320    0.8840    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9731   -0.4450    0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871   -0.3300    0.9917 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8053   -1.4367    1.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338   -1.4659    1.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -0.8285    0.3762 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4664    0.4168    0.0094 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1660    1.2663   -1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    1.5485   -0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.2599   -0.4801 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2326   -0.4871   -1.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221   -0.5205    0.6953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6302   -1.7149    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9936   -1.0990    0.4183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7494   -1.8120   -0.4770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7447    0.3400   -0.0334 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9655    1.2312    1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5953    0.6838   -1.0879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003   -2.2636   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7793   -1.5888   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -1.3825   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9851    1.5565   -1.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0777    0.2287   -2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9853    3.4027   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1210    1.6113    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4267   -0.7027    1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2496   -1.1872    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2964    0.6121    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2685   -2.4512    1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290   -1.2860    2.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -2.5508    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -1.0522    2.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078   -1.5750   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    1.0394    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119    2.2908   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119    0.9197   -2.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079    2.1090    0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    2.1557   -1.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6189    0.2075   -2.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339   -0.7874   -2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.3794   -1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    0.1021    1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3005   -2.3793   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6228   -2.2740    1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5346   -1.1068    1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4586   -2.7409   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898    0.6823    2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0657    1.4761    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    2.1579    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3821    1.6173   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  6
 10  2  1  0
 19 13  1  0
 14  2  1  0
 23 17  1  0
  8  4  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 14 41  1  1
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  1
 20 50  1  0
 20 51  1  0
 21 52  1  1
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      34.220 -13.648   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      34.220 -15.188   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.887 -12.878   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      32.887 -15.958   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.553 -13.648   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.553 -15.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      36.888 -13.648   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.888 -15.188   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      35.554 -12.878   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.554 -15.958   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.222 -11.338   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.222 -12.878   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      36.888 -10.568   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      35.554 -11.338   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.295 -10.810   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      40.513 -11.247   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      40.495 -12.884   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.349 -13.173   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      29.209 -13.635   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      29.201 -15.194   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      37.585  -9.955   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.734  -9.511   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      34.244 -16.585   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      38.185 -14.392   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      35.549 -14.340   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      36.880 -12.356   0.000  0.00  0.00           H+0
HETATM   27  O   UNK     0      40.404  -9.511   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      41.761 -10.138   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      34.219 -12.190   0.000  0.00  0.00           C+0
CONECT    1    3    9    2   29                                             
CONECT    2    4   10    1   23                                             
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   18    6                                                  
CONECT    6    4    5   20                                                  
CONECT    7    8   12    9   26                                             
CONECT    8    7   10                                                       
CONECT    9    1    7   14   25                                             
CONECT   10    8    2                                                       
CONECT   11   13   15   12   21                                             
CONECT   12    7   11   17   24                                             
CONECT   13   11   14                                                       
CONECT   14   13    9                                                       
CONECT   15   11   16   22   27                                             
CONECT   16   15   17   28                                                  
CONECT   17   12   16                                                       
CONECT   18    5   19                                                       
CONECT   19   18   20                                                       
CONECT   20    6   19                                                       
CONECT   21   11                                                            
CONECT   22   15                                                            
CONECT   23    2                                                            
CONECT   24   12                                                            
CONECT   25    9                                                            
CONECT   26    7                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29    1                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0003166
HETATM    1  C1  UNL     1       1.749  -1.434  -1.079  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.873  -0.073  -0.364  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.613   0.811  -1.269  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.746   1.478  -0.629  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.319   2.712  -0.904  1.00  0.00           C  
HETATM    6  N1  UNL     1       5.340   2.823  -0.027  1.00  0.00           N  
HETATM    7  N2  UNL     1       5.404   1.730   0.749  1.00  0.00           N  
HETATM    8  C6  UNL     1       4.432   0.884   0.399  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.973  -0.445   0.862  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.487  -0.330   0.992  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.805  -1.437   1.704  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.334  -1.466   1.567  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.280  -0.829   0.376  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.466   0.417   0.009  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.166   1.266  -1.022  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.602   1.549  -0.563  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.308   0.260  -0.480  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.233  -0.487  -1.770  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.722  -0.520   0.695  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.630  -1.715   0.679  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.994  -1.099   0.418  1.00  0.00           C  
HETATM   22  O1  UNL     1      -4.749  -1.812  -0.477  1.00  0.00           O  
HETATM   23  C20 UNL     1      -3.745   0.340  -0.033  1.00  0.00           C  
HETATM   24  C21 UNL     1      -3.965   1.231   1.140  1.00  0.00           C  
HETATM   25  O2  UNL     1      -4.595   0.684  -1.088  1.00  0.00           O  
HETATM   26  H1  UNL     1       1.600  -2.264  -0.395  1.00  0.00           H  
HETATM   27  H2  UNL     1       2.779  -1.589  -1.521  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.078  -1.383  -1.944  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.985   1.557  -1.813  1.00  0.00           H  
HETATM   30  H5  UNL     1       3.078   0.229  -2.134  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.985   3.403  -1.667  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.121   1.611   1.493  1.00  0.00           H  
HETATM   33  H8  UNL     1       4.427  -0.703   1.837  1.00  0.00           H  
HETATM   34  H9  UNL     1       4.250  -1.187   0.082  1.00  0.00           H  
HETATM   35  H10 UNL     1       2.296   0.612   1.587  1.00  0.00           H  
HETATM   36  H11 UNL     1       2.268  -2.451   1.513  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.029  -1.286   2.806  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.016  -2.551   1.562  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.185  -1.052   2.481  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.308  -1.575  -0.451  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.521   1.039   0.949  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.312   2.291  -0.949  1.00  0.00           H  
HETATM   43  H18 UNL     1      -0.112   0.920  -2.048  1.00  0.00           H  
HETATM   44  H19 UNL     1      -1.508   2.109   0.368  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.053   2.156  -1.388  1.00  0.00           H  
HETATM   46  H21 UNL     1      -2.619   0.207  -2.559  1.00  0.00           H  
HETATM   47  H22 UNL     1      -1.234  -0.787  -2.088  1.00  0.00           H  
HETATM   48  H23 UNL     1      -2.888  -1.379  -1.822  1.00  0.00           H  
HETATM   49  H24 UNL     1      -1.843   0.102   1.595  1.00  0.00           H  
HETATM   50  H25 UNL     1      -2.301  -2.379  -0.145  1.00  0.00           H  
HETATM   51  H26 UNL     1      -2.623  -2.274   1.642  1.00  0.00           H  
HETATM   52  H27 UNL     1      -4.535  -1.107   1.394  1.00  0.00           H  
HETATM   53  H28 UNL     1      -4.459  -2.741  -0.617  1.00  0.00           H  
HETATM   54  H29 UNL     1      -3.790   0.682   2.106  1.00  0.00           H  
HETATM   55  H30 UNL     1      -5.066   1.476   1.166  1.00  0.00           H  
HETATM   56  H31 UNL     1      -3.395   2.158   1.142  1.00  0.00           H  
HETATM   57  H32 UNL     1      -4.382   1.617  -1.318  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   10   14
CONECT    3    4   29   30
CONECT    4    5    8    8
CONECT    5    6    6   31
CONECT    6    7
CONECT    7    8   32
CONECT    8    9
CONECT    9   10   33   34
CONECT   10   11   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   19   40
CONECT   14   15   41
CONECT   15   16   42   43
CONECT   16   17   44   45
CONECT   17   18   19   23
CONECT   18   46   47   48
CONECT   19   20   49
CONECT   20   21   50   51
CONECT   21   22   23   52
CONECT   22   53
CONECT   23   24   25
CONECT   24   54   55   56
CONECT   25   57
END

HMDB0003166
     RDKit          3D
16b-Hydroxystanozolol
 57 61  0  0  0  0  0  0  0  0999 V2000
    1.7491   -1.4344   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727   -0.0728   -0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6131    0.8108   -1.2694 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464    1.4783   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3194    2.7124   -0.9038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3401    2.8232   -0.0267 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4039    1.7301    0.7486 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4320    0.8840    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9731   -0.4450    0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871   -0.3300    0.9917 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8053   -1.4367    1.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3338   -1.4659    1.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -0.8285    0.3762 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4664    0.4168    0.0094 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1660    1.2663   -1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    1.5485   -0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.2599   -0.4801 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2326   -0.4871   -1.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221   -0.5205    0.6953 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6302   -1.7149    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9936   -1.0990    0.4183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7494   -1.8120   -0.4770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7447    0.3400   -0.0334 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9655    1.2312    1.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5953    0.6838   -1.0879 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6003   -2.2636   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7793   -1.5888   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0776   -1.3825   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9851    1.5565   -1.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0777    0.2287   -2.1335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9853    3.4027   -1.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1210    1.6113    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4267   -0.7027    1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2496   -1.1872    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2964    0.6121    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2685   -2.4512    1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290   -1.2860    2.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -2.5508    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -1.0522    2.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3078   -1.5750   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5211    1.0394    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3119    2.2908   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119    0.9197   -2.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5079    2.1090    0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534    2.1557   -1.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6189    0.2075   -2.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339   -0.7874   -2.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -1.3794   -1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    0.1021    1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3005   -2.3793   -0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6228   -2.2740    1.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5346   -1.1068    1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4586   -2.7409   -0.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898    0.6823    2.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0657    1.4761    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3951    2.1579    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3821    1.6173   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  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
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  6
 10  2  1  0
 19 13  1  0
 14  2  1  0
 23 17  1  0
  8  4  2  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  6
 14 41  1  1
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  1
 20 50  1  0
 20 51  1  0
 21 52  1  1
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5a,16b,17b)-17-Methyl-'h-androst-2-eno[3,2-c]pyrazole-16,17-diol	HMDB
16b-OH-Stanozolol	HMDB
16beta-Hydroxystanozolol	HMDB
Cyclopenta[7,8]phenanthro[2,3-c]pyrazole, 2'H-androst-2-eno[3,2-c]pyrazole-16,17-diol deriv.	HMDB
16-Hydroxystanozolol, (5alpha,16alpha,17beta)-isomer	HMDB
16-Hydroxystanozolol	HMDB
16-Hydroxystanozolol, (5alpha,16alpha,17alpha)-isomer	HMDB

Chemical Formula

C₂₁H₃₂N₂O₂

Average Molecular Weight

344.491

Monoisotopic Molecular Weight

344.246378278

IUPAC Name

(1S,2S,10S,13R,14S,16S,17R,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-16,17-diol

Traditional Name

(1S,2S,10S,13R,14S,16S,17R,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4(8),5-diene-16,17-diol

CAS Registry Number

125590-76-3

SMILES

[H][C@@]12C[C@H](O)[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=C(C[C@]12C)C=NN3

InChI Identifier

InChI=1S/C21H32N2O2/c1-19-10-12-11-22-23-17(12)8-13(19)4-5-14-15(19)6-7-20(2)16(14)9-18(24)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-/m0/s1

InChI Key

IZGBPAAEPVNBGA-BWPSUJIGSA-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
Hydroxysteroid
16-beta-hydroxysteroid
16-hydroxysteroid
17-hydroxysteroid
Azole
Cyclic alcohol
Pyrazole
Tertiary alcohol
Heteroaromatic compound
1,2-diol
Secondary alcohol
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0003166)
Cell membrane (HMDB: HMDB0003166)

Biofluid or Excreta

Urine (HMDB: HMDB0003166)

Tissue substructure

Hepatic tissue (HMDB: HMDB0003166)

Cellular substructure

Membrane (HMDB: HMDB0003166)
Extracellular (HMDB: HMDB0003166)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003166)

Source

Endogenous

Endogenous (HMDB: HMDB0003166)

Animal

Animal (HMDB: HMDB0003166)

Exogenous

Food

Food (HMDB: HMDB0003166)

Animal origin

Poultry

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0003166)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0003166)

Cellular process

Cell signaling (HMDB: HMDB0003166)

System process

Reproduction (HMDB: HMDB0003166)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0003166)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0003166)

Molecular messenger

Signaling molecule (HMDB: HMDB0003166)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0003166)

Emulsifier (HMDB: HMDB0003166)

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	2.801	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.14	ALOGPS
logP	2.62	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	13.49	ChemAxon
pKa (Strongest Basic)	2.42	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	98.61 m³·mol⁻¹	ChemAxon
Polarizability	40.12 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]+	180.782	31661259
DarkChem	[M-H]-	177.271	31661259
DeepCCS	[M-2H]-	219.506	30932474
DeepCCS	[M+Na]+	193.799	30932474
AllCCS	[M+H]+	186.3	32859911
AllCCS	[M+H-H2O]+	183.6	32859911
AllCCS	[M+NH4]+	188.8	32859911
AllCCS	[M+Na]+	189.5	32859911
AllCCS	[M-H]-	191.0	32859911
AllCCS	[M+Na-2H]-	191.3	32859911
AllCCS	[M+HCOO]-	191.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
16b-Hydroxystanozolol	[H][C@@]12C[C@H](O)[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=C(C[C@]12C)C=NN3	4045.5	Standard polar	33892256
16b-Hydroxystanozolol	[H][C@@]12C[C@H](O)[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=C(C[C@]12C)C=NN3	3149.8	Standard non polar	33892256
16b-Hydroxystanozolol	[H][C@@]12C[C@H](O)[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=C(C[C@]12C)C=NN3	3356.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
16b-Hydroxystanozolol,1TMS,isomer #1	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O[Si](C)(C)C)[C@]2(C)O)[NH]N=C3	3215.3	Semi standard non polar	33892256
16b-Hydroxystanozolol,1TMS,isomer #2	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O)[C@]2(C)O[Si](C)(C)C)[NH]N=C3	3224.1	Semi standard non polar	33892256
16b-Hydroxystanozolol,1TMS,isomer #3	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O)[C@]2(C)O)N([Si](C)(C)C)N=C3	3238.4	Semi standard non polar	33892256
16b-Hydroxystanozolol,2TMS,isomer #1	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O[Si](C)(C)C)[C@]2(C)O[Si](C)(C)C)[NH]N=C3	3266.1	Semi standard non polar	33892256
16b-Hydroxystanozolol,2TMS,isomer #2	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O[Si](C)(C)C)[C@]2(C)O)N([Si](C)(C)C)N=C3	3243.7	Semi standard non polar	33892256
16b-Hydroxystanozolol,2TMS,isomer #3	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O)[C@]2(C)O[Si](C)(C)C)N([Si](C)(C)C)N=C3	3230.8	Semi standard non polar	33892256
16b-Hydroxystanozolol,3TMS,isomer #1	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O[Si](C)(C)C)[C@]2(C)O[Si](C)(C)C)N([Si](C)(C)C)N=C3	3288.4	Semi standard non polar	33892256
16b-Hydroxystanozolol,3TMS,isomer #1	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O[Si](C)(C)C)[C@]2(C)O[Si](C)(C)C)N([Si](C)(C)C)N=C3	3267.9	Standard non polar	33892256
16b-Hydroxystanozolol,3TMS,isomer #1	C[C@]12CC3=C(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1C[C@H](O[Si](C)(C)C)[C@]2(C)O[Si](C)(C)C)N([Si](C)(C)C)N=C3	3363.2	Standard polar	33892256
16b-Hydroxystanozolol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=N[NH]5)C[C@]4(C)[C@H]3CC[C@]2(C)[C@@]1(C)O	3470.8	Semi standard non polar	33892256
16b-Hydroxystanozolol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@]1(C)[C@@H](O)C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=N[NH]5)C[C@]4(C)[C@H]3CC[C@@]21C	3476.7	Semi standard non polar	33892256
16b-Hydroxystanozolol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1N=CC2=C1C[C@@H]1CC[C@@H]3[C@H](CC[C@@]4(C)[C@H]3C[C@H](O)[C@]4(C)O)[C@@]1(C)C2	3455.5	Semi standard non polar	33892256
16b-Hydroxystanozolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=N[NH]5)C[C@]4(C)[C@H]3CC[C@]2(C)[C@@]1(C)O[Si](C)(C)C(C)(C)C	3758.8	Semi standard non polar	33892256
16b-Hydroxystanozolol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=NN5[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@]2(C)[C@@]1(C)O	3678.0	Semi standard non polar	33892256
16b-Hydroxystanozolol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@]1(C)[C@@H](O)C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=NN5[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@@]21C	3666.1	Semi standard non polar	33892256
16b-Hydroxystanozolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=NN5[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@]2(C)[C@@]1(C)O[Si](C)(C)C(C)(C)C	3920.9	Semi standard non polar	33892256
16b-Hydroxystanozolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=NN5[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@]2(C)[C@@]1(C)O[Si](C)(C)C(C)(C)C	4035.8	Standard non polar	33892256
16b-Hydroxystanozolol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC[C@H]4CC5=C(C=NN5[Si](C)(C)C(C)(C)C)C[C@]4(C)[C@H]3CC[C@]2(C)[C@@]1(C)O[Si](C)(C)C(C)(C)C	3610.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 16b-Hydroxystanozolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxs-1298000000-e5922c5f2c2da69632b5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16b-Hydroxystanozolol GC-MS (2 TMS) - 70eV, Positive	splash10-00di-3236900000-157d8d09efaeaf84d26b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 16b-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 - 16b-Hydroxystanozolol 10V, Positive-QTOF	splash10-0002-0009000000-3dce83afdfd62c3562f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 20V, Positive-QTOF	splash10-0ar0-0093000000-d8197d56bb13cd018ce9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 40V, Positive-QTOF	splash10-0ldi-7987000000-c63f25f5fb379062b178	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 10V, Negative-QTOF	splash10-0006-0009000000-d62368294f0bd1560d22	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 20V, Negative-QTOF	splash10-00mo-0009000000-1b482a36251fc401712a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 40V, Negative-QTOF	splash10-004i-2049000000-6cd31c36847fe353db02	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 10V, Positive-QTOF	splash10-0002-0029000000-eecedc58c6f30dab7690	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 20V, Positive-QTOF	splash10-000j-0964000000-f58bdd1b840402e74de4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 40V, Positive-QTOF	splash10-0udi-0590000000-c98f4d460e53eb3a27b0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 10V, Negative-QTOF	splash10-0006-0009000000-f0c9f6f6d6de10398e83	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 20V, Negative-QTOF	splash10-0006-0049000000-0ebdb8c09f289f5ce0bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 16b-Hydroxystanozolol 40V, Negative-QTOF	splash10-0006-0029000000-60ec668969053e23118d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

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

FDB023118

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14299609

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

Masse R, Ayotte C, Bi HG, Dugal R: Studies on anabolic steroids. III. Detection and characterization of stanozolol urinary metabolites in humans by gas chromatography-mass spectrometry. J Chromatogr. 1989 Dec 29;497:17-37. [PubMed:2625454 ]
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 16b-Hydroxystanozolol (HMDB0003166)

MOL for HMDB0003166 (16b-Hydroxystanozolol)

3D MOL for HMDB0003166 (16b-Hydroxystanozolol)

3D SDF for HMDB0003166 (16b-Hydroxystanozolol)

3D-SDF for HMDB0003166 (16b-Hydroxystanozolol)

PDB for HMDB0003166 (16b-Hydroxystanozolol)

3D PDB for HMDB0003166 (16b-Hydroxystanozolol)

SMILES for HMDB0003166 (16b-Hydroxystanozolol)

INCHI for HMDB0003166 (16b-Hydroxystanozolol)

Structure for HMDB0003166 (16b-Hydroxystanozolol)

3D Structure for HMDB0003166 (16b-Hydroxystanozolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra