Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 15:12:34 UTC

Update Date

2022-03-07 02:49:17 UTC

HMDB ID

HMDB0003116

Secondary Accession Numbers

HMDB0015663
HMDB03116
HMDB15663

Metabolite Identification

Common Name

Stanozolol

Description

Stanozolol is only found in individuals that have used or taken this drug. Stanozolol has is a synthetic anabolic steroid with therapeutic uses in treating hereditary angioedema. Stanozolol was first synthesized by Clinton et al. in 1959, as a heterocyclic anabolic androgenic steroid. The structure of Stanozolol differs from endogenous steroid hormones and most commercially available anabolic steroids. It most closely resembles methyl testosterone. Instead of the 3-ketogroup in methyltestosterone, there is a pyrazole ring fused to the androstane ring system. This slightly different structure has the disadvantage of making extraction and isolation of the molecule from matrices more difficult. Like most other anabolic steroids, Stanozolol has poor gas chromatographic behavior and is difficult to detect in urine, because of renal clearance and low urinary excretion. This is due to the rapid metabolization, leading to low concentration levels of the parent compound found in urine. Therefore, most research studies had focused on the detection of urinary metabolites. Androgens are drugs, derived from the natural male sex hormone testosterone, with high anabolic potential and minimized androgenic activity. It has been abused by several high profile professional athletes. Stanozolol binds to androgen receptors, such as membrane bound receptor proteins LAGS and stanozolol-binding protein (STBP). Anabolic steroids stimulate protein synthesis, resulting in an acceleration of the food conversion rate and increasing muscle growth, body mass and enhanced performance. Androgens can be used as therapeutics, because they accelerate the recovery of protein deficiency and protein-wasting disorders (e.g. osteoporosis), but they are also widely abused in doping, as well in animals as in men. (PMID: 10404632 , 10435307 , 11175645 , 11284331 , 12064656 , 12580506 , 1448813 , 14698206 , 15013688 , 15458725 , 15631866 , 15664350 , 16040239 , 16259046 , 16288903 , 1640693 , 17066372 , 17146762 , 2306548 , 2362445 , 2625454 , 2663904 , 6539197 , 9001957 , 9300863 , 9580049 ).

Structure

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


  Mrv0541 04241312252D          

 28 32  0  0  0  0            999 V2000
   20.7380  -13.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2188  -14.5776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6681  -15.2694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4650  -15.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5082  -14.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2227  -13.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2227  -15.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9371  -15.0571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9371  -14.2321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.6516  -13.8196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.6516  -15.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3661  -15.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3661  -14.2321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3661  -12.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6516  -12.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0805  -13.8196    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8076  -12.7001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.0805  -12.9946    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8774  -14.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3267  -13.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9371  -13.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9371  -15.8821    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6516  -14.6446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3661  -13.4071    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.2941  -14.6165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0805  -12.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8076  -11.8751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5220  -12.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  5  2  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 10 13  1  0  0  0  0
 15 10  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 17 20  1  0  0  0  0
 18 16  1  0  0  0  0
  9 21  1  1  0  0  0
  8 22  1  6  0  0  0
 10 23  1  6  0  0  0
 13 24  1  1  0  0  0
 16 25  1  6  0  0  0
 18 26  1  1  0  0  0
 17 27  1  1  0  0  0
 17 28  1  6  0  0  0
M  END

HMDB0003116
     RDKit          3D
Stanozolol
 56 60  0  0  0  0  0  0  0  0999 V2000
    1.7256    0.6529    1.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7203   -0.0068    0.4211 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4900   -1.2999    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.1780    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626   -2.1853    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267   -1.6344   -0.1982 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8291   -0.3477   -0.4337 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5372   -0.0392   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7563    1.2444   -0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    0.8705   -0.6462 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5403    2.0862   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    1.7713   -1.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5129    0.9118   -0.2617 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3439   -0.3515   -0.0675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3648   -1.4168    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891   -1.0098    1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.0425    0.7732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7130    1.1662    1.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8491    0.3812   -0.5634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8832    1.2779   -1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    0.5240   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -0.5215    0.2881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8299   -1.9080   -0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7435   -0.4093    1.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.0460    2.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483    1.6303    1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949    0.8028    2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501   -1.7232    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568   -2.0917   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7521   -3.2312    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500   -2.1178   -0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624    1.8343   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8491    1.8546    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    0.2474   -1.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6037    2.8082   -0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907    2.5850   -1.8277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513    1.3784   -2.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4430    2.7475   -1.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4612    1.4573    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -0.7244   -1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652   -2.2847    0.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3325   -1.8722    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -1.9492    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -0.6069    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2860    0.9429    2.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203    2.0950    1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    1.3373    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903   -0.5275   -1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8217    1.2865   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8916    2.3013   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8873    1.2532   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5491   -0.0418   -1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -2.2491   -0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6987   -2.0191   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0089   -2.6028    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5680   -1.0101    2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  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  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 10  2  1  0
 19 13  1  0
 14  2  1  0
 22 17  1  0
  8  4  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  1
 14 40  1  6
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  6
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
M  END


  Mrv0541 04241312252D          

 28 32  0  0  0  0            999 V2000
   20.7380  -13.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2188  -14.5776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6681  -15.2694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4650  -15.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5082  -14.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2227  -13.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2227  -15.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9371  -15.0571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9371  -14.2321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.6516  -13.8196    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.6516  -15.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3661  -15.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3661  -14.2321    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.3661  -12.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6516  -12.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0805  -13.8196    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8076  -12.7001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.0805  -12.9946    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8774  -14.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3267  -13.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9371  -13.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9371  -15.8821    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6516  -14.6446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3661  -13.4071    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.2941  -14.6165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.0805  -12.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8076  -11.8751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5220  -12.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  5  2  0  0  0  0
  6  5  1  0  0  0  0
  5  4  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 10 13  1  0  0  0  0
 15 10  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 17 20  1  0  0  0  0
 18 16  1  0  0  0  0
  9 21  1  1  0  0  0
  8 22  1  6  0  0  0
 10 23  1  6  0  0  0
 13 24  1  1  0  0  0
 16 25  1  6  0  0  0
 18 26  1  1  0  0  0
 17 27  1  1  0  0  0
 17 28  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0003116

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=NNC=C3C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H32N2O/c1-19-11-13-12-22-23-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,24H,4-11H2,1-3H3,(H,22,23)/t14-,15+,16-,17-,19-,20-,21-/m0/s1

> <INCHI_KEY>
LKAJKIOFIWVMDJ-IYRCEVNGSA-N

> <FORMULA>
C21H32N2O

> <MOLECULAR_WEIGHT>
328.4916

> <EXACT_MASS>
328.251463656

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
39.21936262648499

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,10S,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4,7-dien-17-ol

> <ALOGPS_LOGP>
4.33

> <JCHEM_LOGP>
3.8072400120000003

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.23405245801253

> <JCHEM_PKA_STRONGEST_BASIC>
2.8573894711754946

> <JCHEM_POLAR_SURFACE_AREA>
48.91

> <JCHEM_REFRACTIVITY>
96.79769999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stanozolol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003116
     RDKit          3D
Stanozolol
 56 60  0  0  0  0  0  0  0  0999 V2000
    1.7256    0.6529    1.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7203   -0.0068    0.4211 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4900   -1.2999    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.1780    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626   -2.1853    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267   -1.6344   -0.1982 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8291   -0.3477   -0.4337 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5372   -0.0392   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7563    1.2444   -0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    0.8705   -0.6462 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5403    2.0862   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    1.7713   -1.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5129    0.9118   -0.2617 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3439   -0.3515   -0.0675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3648   -1.4168    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891   -1.0098    1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.0425    0.7732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7130    1.1662    1.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8491    0.3812   -0.5634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8832    1.2779   -1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    0.5240   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -0.5215    0.2881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8299   -1.9080   -0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7435   -0.4093    1.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.0460    2.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483    1.6303    1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949    0.8028    2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501   -1.7232    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568   -2.0917   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7521   -3.2312    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500   -2.1178   -0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624    1.8343   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8491    1.8546    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    0.2474   -1.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6037    2.8082   -0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907    2.5850   -1.8277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513    1.3784   -2.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4430    2.7475   -1.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4612    1.4573    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -0.7244   -1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652   -2.2847    0.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3325   -1.8722    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -1.9492    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -0.6069    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2860    0.9429    2.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203    2.0950    1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    1.3373    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903   -0.5275   -1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8217    1.2865   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8916    2.3013   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8873    1.2532   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5491   -0.0418   -1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -2.2491   -0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6987   -2.0191   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0089   -2.6028    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5680   -1.0101    2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  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  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 10  2  1  0
 19 13  1  0
 14  2  1  0
 22 17  1  0
  8  4  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  1
 14 40  1  6
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  6
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
M  END

HEADER    PROTEIN                                 24-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-13         0                                  
HETATM    1  C   UNK     0      38.711 -26.015   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      37.742 -27.212   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0      38.580 -28.503   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      40.068 -28.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      40.149 -26.567   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      41.482 -25.797   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.482 -28.877   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.816 -28.107   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.816 -26.567   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      44.150 -25.797   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.150 -28.877   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      45.483 -28.107   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      45.483 -26.567   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      45.483 -23.487   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      44.150 -24.257   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      46.817 -25.797   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      48.174 -23.707   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.817 -24.257   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      48.304 -26.195   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      49.143 -24.904   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      42.816 -25.027   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      42.816 -29.647   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      44.150 -27.337   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      45.483 -25.027   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      47.216 -27.284   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0      46.817 -22.717   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      48.174 -22.167   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      49.508 -22.937   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    1    6    4                                                  
CONECT    6    5    9                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   11   22                                             
CONECT    9    6   10    8   21                                             
CONECT   10    9   13   15   23                                             
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   16   10   24                                             
CONECT   14   15   18                                                       
CONECT   15   10   14                                                       
CONECT   16   13   19   18   25                                             
CONECT   17   18   20   27   28                                             
CONECT   18   14   17   16   26                                             
CONECT   19   16   20                                                       
CONECT   20   19   17                                                       
CONECT   21    9                                                            
CONECT   22    8                                                            
CONECT   23   10                                                            
CONECT   24   13                                                            
CONECT   25   16                                                            
CONECT   26   18                                                            
CONECT   27   17                                                            
CONECT   28   17                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0003116
HETATM    1  C1  UNL     1       1.726   0.653   1.769  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.720  -0.007   0.421  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.490  -1.300   0.538  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.913  -1.178   0.185  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.863  -2.185   0.188  1.00  0.00           C  
HETATM    6  N1  UNL     1       6.027  -1.634  -0.198  1.00  0.00           N  
HETATM    7  N2  UNL     1       5.829  -0.348  -0.434  1.00  0.00           N  
HETATM    8  C6  UNL     1       4.537  -0.039  -0.206  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.756   1.244  -0.308  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.349   0.870  -0.646  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.540   2.086  -0.945  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.109   1.771  -1.309  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.513   0.912  -0.262  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.344  -0.352  -0.067  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.365  -1.417   0.673  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.589  -1.010   1.418  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.479  -0.043   0.773  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.713   1.166   1.655  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.849   0.381  -0.563  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.883   1.278  -1.082  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.167   0.524  -0.764  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.792  -0.521   0.288  1.00  0.00           C  
HETATM   23  C21 UNL     1      -3.830  -1.908  -0.231  1.00  0.00           C  
HETATM   24  O1  UNL     1      -4.743  -0.409   1.314  1.00  0.00           O  
HETATM   25  H1  UNL     1       1.250  -0.046   2.482  1.00  0.00           H  
HETATM   26  H2  UNL     1       1.248   1.630   1.801  1.00  0.00           H  
HETATM   27  H3  UNL     1       2.795   0.803   2.052  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.350  -1.723   1.569  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.057  -2.092  -0.140  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.752  -3.231   0.441  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.950  -2.118  -0.304  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.162   1.834  -1.152  1.00  0.00           H  
HETATM   33  H9  UNL     1       3.849   1.855   0.598  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.384   0.247  -1.576  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.604   2.808  -0.101  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.991   2.585  -1.828  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.051   1.378  -2.328  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.443   2.747  -1.312  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.461   1.457   0.702  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.490  -0.724  -1.127  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.665  -2.285   0.014  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.333  -1.872   1.412  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.147  -1.949   1.680  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.252  -0.607   2.415  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.286   0.943   2.666  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.320   2.095   1.248  1.00  0.00           H  
HETATM   47  H23 UNL     1      -3.810   1.337   1.838  1.00  0.00           H  
HETATM   48  H24 UNL     1      -1.790  -0.528  -1.192  1.00  0.00           H  
HETATM   49  H25 UNL     1      -2.822   1.287  -2.209  1.00  0.00           H  
HETATM   50  H26 UNL     1      -2.892   2.301  -0.699  1.00  0.00           H  
HETATM   51  H27 UNL     1      -4.887   1.253  -0.366  1.00  0.00           H  
HETATM   52  H28 UNL     1      -4.549  -0.042  -1.629  1.00  0.00           H  
HETATM   53  H29 UNL     1      -2.946  -2.249  -0.766  1.00  0.00           H  
HETATM   54  H30 UNL     1      -4.699  -2.019  -0.918  1.00  0.00           H  
HETATM   55  H31 UNL     1      -4.009  -2.603   0.608  1.00  0.00           H  
HETATM   56  H32 UNL     1      -4.568  -1.010   2.060  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   10   14
CONECT    3    4   28   29
CONECT    4    5    5    8
CONECT    5    6   30
CONECT    6    7   31
CONECT    7    8    8
CONECT    8    9
CONECT    9   10   32   33
CONECT   10   11   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   19   39
CONECT   14   15   40
CONECT   15   16   41   42
CONECT   16   17   43   44
CONECT   17   18   19   22
CONECT   18   45   46   47
CONECT   19   20   48
CONECT   20   21   49   50
CONECT   21   22   51   52
CONECT   22   23   24
CONECT   23   53   54   55
CONECT   24   56
END

HMDB0003116
     RDKit          3D
Stanozolol
 56 60  0  0  0  0  0  0  0  0999 V2000
    1.7256    0.6529    1.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7203   -0.0068    0.4211 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4900   -1.2999    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -1.1780    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8626   -2.1853    0.1880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0267   -1.6344   -0.1982 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8291   -0.3477   -0.4337 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5372   -0.0392   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7563    1.2444   -0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3493    0.8705   -0.6462 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5403    2.0862   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090    1.7713   -1.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5129    0.9118   -0.2617 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3439   -0.3515   -0.0675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3648   -1.4168    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891   -1.0098    1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.0425    0.7732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7130    1.1662    1.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8491    0.3812   -0.5634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8832    1.2779   -1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1668    0.5240   -0.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -0.5215    0.2881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8299   -1.9080   -0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7435   -0.4093    1.3135 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2499   -0.0460    2.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483    1.6303    1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949    0.8028    2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3501   -1.7232    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568   -2.0917   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7521   -3.2312    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500   -2.1178   -0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624    1.8343   -1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8491    1.8546    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837    0.2474   -1.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6037    2.8082   -0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9907    2.5850   -1.8277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0513    1.3784   -2.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4430    2.7475   -1.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4612    1.4573    0.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -0.7244   -1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6652   -2.2847    0.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3325   -1.8722    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -1.9492    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521   -0.6069    2.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2860    0.9429    2.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203    2.0950    1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    1.3373    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903   -0.5275   -1.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8217    1.2865   -2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8916    2.3013   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8873    1.2532   -0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5491   -0.0418   -1.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -2.2491   -0.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6987   -2.0191   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0089   -2.6028    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5680   -1.0101    2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  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  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 10  2  1  0
 19 13  1  0
 14  2  1  0
 22 17  1  0
  8  4  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  6
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  1
 14 40  1  6
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  6
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Androstanazole	ChEBI
Estanozolol	ChEBI
Stanozololum	ChEBI
Stromba	ChEBI
Strombaject	ChEBI
Winstrol	ChEBI
(5a,17b)-17-Methyl-2'H-androst-2-eno[3,2-c]pyrazol-17-ol	HMDB
1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydro-1,10a,12a-Trimethyl-cyclopenta[7,8]phenanthro[2,3-c]pyrazol-1-ol	HMDB
17-Methyl-5a-androstano[3,2-c]pyrazol-17b-ol	HMDB
17-Methyl-pyrazolo[4',3':2,3]-5a-androstan-17b-ol	HMDB
17a-Methyl-17b-hydroxy-5a-androstano(3,2-c)pyrazole	HMDB
17b-Hydroxy-17-methyl-5a-androstano[3,2-c]pyrazole	HMDB
17b-Hydroxy-17a-methyl-5a-androstano[3,2-c]pyrazole	HMDB
2'H-5a-Androst-2-eno[3,2-c]pyrazol-17b-ol, 17-methyl- (8ci)	HMDB
Anabol	HMDB
Androstanazol	HMDB, MeSH
Androstanazolestanazol	HMDB
Cyclopenta[7,8]phenanthro[2,3-c]pyrazole, 2'H-androst-2-eno[3,2-c]pyrazol-17-ol deriv.	HMDB
Estazol	HMDB
Stanazolol	HMDB, MeSH
Tevabolin	HMDB
Win 14833	HMDB
Winstroid	HMDB
Winstrol depot	HMDB
Winstrol V	HMDB
Sanofi winthrop brand OF stanozolol	MeSH, HMDB
Zambon brand OF stanozolol	MeSH, HMDB
Methylstanazol	MeSH, HMDB
Sanofi-synthelabo brand OF stanozolol	MeSH, HMDB

Chemical Formula

C₂₁H₃₂N₂O

Average Molecular Weight

328.4916

Monoisotopic Molecular Weight

328.251463656

IUPAC Name

(1S,2S,10S,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁸]icosa-4,7-dien-17-ol

Traditional Name

stanozolol

CAS Registry Number

10418-03-8

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=NNC=C3C[C@]12C

InChI Identifier

InChI=1S/C21H32N2O/c1-19-11-13-12-22-23-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,24H,4-11H2,1-3H3,(H,22,23)/t14-,15+,16-,17-,19-,20-,21-/m0/s1

InChI Key

LKAJKIOFIWVMDJ-IYRCEVNGSA-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
17-hydroxysteroid
Azole
Cyclic alcohol
Pyrazole
Tertiary alcohol
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary alcohol (CHEBI:9249 )
organic heteropentacyclic compound (CHEBI:9249 )
17beta-hydroxy steroid (CHEBI:9249 )
anabolic androgenic steroid (CHEBI:9249 )
Androstane and derivatives (C07311 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0003116)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003116)

Source

Exogenous

Exogenous (HMDB: HMDB0003116)

Food

Food (HMDB: HMDB0003116)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0003116)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0003116)

Molecular messenger

Signaling molecule (HMDB: HMDB0003116)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0003116)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0003116)

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	188.1	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	4.33	ALOGPS
logP	3.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	16.23	ChemAxon
pKa (Strongest Basic)	2.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	48.91 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	96.8 m³·mol⁻¹	ChemAxon
Polarizability	39.22 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]+	179.413	31661259
DarkChem	[M-H]-	176.13	31661259
DeepCCS	[M-2H]-	217.22	30932474
DeepCCS	[M+Na]+	191.655	30932474
AllCCS	[M+H]+	183.9	32859911
AllCCS	[M+H-H2O]+	181.0	32859911
AllCCS	[M+NH4]+	186.5	32859911
AllCCS	[M+Na]+	187.3	32859911
AllCCS	[M-H]-	189.8	32859911
AllCCS	[M+Na-2H]-	189.9	32859911
AllCCS	[M+HCOO]-	190.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.92 minutes	32390414
Predicted by Siyang on May 30, 2022	15.3456 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.64 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2437.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	326.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	450.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	649.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	674.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1193.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	491.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1409.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	475.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	269.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	389.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	12.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Stanozolol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=NNC=C3C[C@]12C	3837.6	Standard polar	33892256
Stanozolol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=NNC=C3C[C@]12C	2996.0	Standard non polar	33892256
Stanozolol	[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=NNC=C3C[C@]12C	3170.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Stanozolol,1TMS,isomer #1	C[C@]12CC3=C[NH]N=C3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	3053.9	Semi standard non polar	33892256
Stanozolol,1TMS,isomer #2	C[C@]12CC3=CN([Si](C)(C)C)N=C3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O	3082.1	Semi standard non polar	33892256
Stanozolol,2TMS,isomer #1	C[C@]12CC3=CN([Si](C)(C)C)N=C3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	3070.1	Semi standard non polar	33892256
Stanozolol,2TMS,isomer #1	C[C@]12CC3=CN([Si](C)(C)C)N=C3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	3117.2	Standard non polar	33892256
Stanozolol,2TMS,isomer #1	C[C@]12CC3=CN([Si](C)(C)C)N=C3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O[Si](C)(C)C	3302.3	Standard polar	33892256
Stanozolol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CC[C@H]4CC5=N[NH]C=C5C[C@]4(C)[C@H]3CC[C@@]21C	3306.0	Semi standard non polar	33892256
Stanozolol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C2C[C@@]3(C)[C@@H](CC[C@@H]4[C@@H]3CC[C@@]3(C)[C@H]4CC[C@]3(C)O)CC2=N1	3297.3	Semi standard non polar	33892256
Stanozolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CC[C@H]4CC5=NN([Si](C)(C)C(C)(C)C)C=C5C[C@]4(C)[C@H]3CC[C@@]21C	3540.7	Semi standard non polar	33892256
Stanozolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CC[C@H]4CC5=NN([Si](C)(C)C(C)(C)C)C=C5C[C@]4(C)[C@H]3CC[C@@]21C	3650.4	Standard non polar	33892256
Stanozolol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@]1(C)CC[C@H]2[C@@H]3CC[C@H]4CC5=NN([Si](C)(C)C(C)(C)C)C=C5C[C@]4(C)[C@H]3CC[C@@]21C	3485.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Stanozolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ika-1698000000-3f8c35eb18e311ca156b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stanozolol GC-MS (1 TMS) - 70eV, Positive	splash10-0079-3249000000-250fe7ac2a107a020916	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Stanozolol 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Stanozolol 35V, Positive-QTOF	splash10-004i-0009000000-092e853c1b3ea4cea476	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 10V, Positive-QTOF	splash10-03fr-0009000000-e44e17759e6628cd979d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 20V, Positive-QTOF	splash10-03dl-0092000000-fb2af0d825cd4939b25f	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 40V, Positive-QTOF	splash10-0udj-9870000000-8e6ba7db421ffbe6d4d4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 10V, Negative-QTOF	splash10-004i-0009000000-f62def968e0fcaf5ad8b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 20V, Negative-QTOF	splash10-002b-0096000000-6c72948a57cb2e8a7683	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 40V, Negative-QTOF	splash10-03xr-6198000000-d225125a553d5bedac3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 10V, Negative-QTOF	splash10-004i-0009000000-507d1b76f5fbab2cd617	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 20V, Negative-QTOF	splash10-004i-0009000000-507d1b76f5fbab2cd617	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 40V, Negative-QTOF	splash10-004i-0039000000-a11542c5a5960f8c2e3a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 10V, Positive-QTOF	splash10-004i-0019000000-e17ed5d1d401678c0a12	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 20V, Positive-QTOF	splash10-000i-2963000000-c456325d88b698b6ee3e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Stanozolol 40V, Positive-QTOF	splash10-0udr-1790000000-56ae15e8bf663dc1ee84	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06718	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06718	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06718

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023109

KNApSAcK ID

Not Available

Chemspider ID

23582

KEGG Compound ID

C07311

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Stanozolol

METLIN ID

Not Available

PubChem Compound

25249

PDB ID

Not Available

ChEBI ID

9249

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)

Download (PDF)

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 ]
de Oca Porto RM, Fernandez AR, Brito DM, Vidal TC, Diaz AL: Gas chromatography/mass spectrometry characterization of urinary metabolites of danazol after oral administration in human. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Jan 2;830(1):178-83. Epub 2005 Nov 8. [PubMed:16288903 ]
Leinonen A, Kuuranne T, Kotiaho T, Kostiainen R: Screening of free 17-alkyl-substituted anabolic steroids in human urine by liquid chromatography-electrospray ionization tandem mass spectrometry. Steroids. 2004 Feb;69(2):101-9. [PubMed:15013688 ]
Kintz P, Cirimele V, Sachs H, Jeanneau T, Ludes B: Testing for anabolic steroids in hair from two bodybuilders. Forensic Sci Int. 1999 May 17;101(3):209-16. [PubMed:10404632 ]
De Brabander HF, De Wasch K, van Ginkel LA, Sterk SS, Blokland MH, Delahaut P, Taillieu X, Dubois M, Arts CJ, van Baak MJ, Gramberg LG, Schilt R, van Bennekom EO, Courtheyn D, Vercammen J, Witkamp RF: Multi-laboratory study of the analysis and kinetics of stanozolol and its metabolites in treated calves. Analyst. 1998 Dec;123(12):2599-604. [PubMed:10435307 ]
Fineschi V, Baroldi G, Monciotti F, Paglicci Reattelli L, Turillazzi E: Anabolic steroid abuse and cardiac sudden death: a pathologic study. Arch Pathol Lab Med. 2001 Feb;125(2):253-5. [PubMed:11175645 ]
Choi MH, Chung BC: N-isobutyloxycarbonylation for improved detection of 3'-hydroxystanozolol and its 17-epimer in doping control. Analyst. 2001 Mar;126(3):306-9. [PubMed:11284331 ]
Dumestre-Toulet V, Cirimele V, Ludes B, Gromb S, Kintz P: Hair analysis of seven bodybuilders for anabolic steroids, ephedrine, and clenbuterol. J Forensic Sci. 2002 Jan;47(1):211-4. [PubMed:12064656 ]
Huenerbein A, Sipoli Marques MA, Pereira Ados S, de Aquino Neto FR: Improvement in steroid screening for doping control with special emphasis on stanozolol. J Chromatogr A. 2003 Jan 24;985(1-2):375-86. [PubMed:12580506 ]
Schanzer W, Opfermann G, Donike M: 17-Epimerization of 17 alpha-methyl anabolic steroids in humans: metabolism and synthesis of 17 alpha-hydroxy-17 beta-methyl steroids. Steroids. 1992 Nov;57(11):537-50. [PubMed:1448813 ]
Betancor-Hernandez E, Perez-Machin R, Henriquez-Hernandez L, Mateos-Diaz C, Novoa-Mogollon J, Fernandez-Perez L: Photoaffinity labeling identification of thyroid hormone-regulated glucocorticoid-binding peptides in rat liver endoplasmic reticulum: an oligomeric protein with high affinity for 16beta-hydroxylated stanozolol. J Steroid Biochem Mol Biol. 2003 Dec;87(4-5):253-64. [PubMed:14698206 ]
McKinney AR, Suann CJ, Dunstan AJ, Mulley SL, Ridley DD, Stenhouse AM: Detection of stanozolol and its metabolites in equine urine by liquid chromatography-electrospray ionization ion trap mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Nov 5;811(1):75-83. [PubMed:15458725 ]
Felzmann W, Gmeiner G, Gartner P: First synthesis of a pentadeuterated 3'-hydroxystanozolol--an internal standard in doping analysis. Steroids. 2005 Feb;70(2):103-10. Epub 2004 Dec 15. [PubMed:15631866 ]
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 ]
Thevis M, Makarov AA, Horning S, Schanzer W: Mass spectrometry of stanozolol and its analogues using electrospray ionization and collision-induced dissociation with quadrupole-linear ion trap and linear ion trap-orbitrap hybrid mass analyzers. Rapid Commun Mass Spectrom. 2005;19(22):3369-78. [PubMed:16259046 ]
de Boer D, de Jong EG, Maes RA: The detection of danazol and its significance in doping analysis. J Anal Toxicol. 1992 Jan-Feb;16(1):14-8. [PubMed:1640693 ]
Mazzarino M, Botre F: A fast liquid chromatographic/mass spectrometric screening method for the simultaneous detection of synthetic glucocorticoids, some stimulants, anti-oestrogen drugs and synthetic anabolic steroids. Rapid Commun Mass Spectrom. 2006;20(22):3465-76. [PubMed:17066372 ]
Parr MK, Geyer H, Hoffmann B, Kohler K, Mareck U, Schanzer W: High amounts of 17-methylated anabolic-androgenic steroids in effervescent tablets on the dietary supplement market. Biomed Chromatogr. 2007 Feb;21(2):164-8. [PubMed:17146762 ]
Muck WM, Henion JD: High-performance liquid chromatography/tandem mass spectrometry: its use for the identification of stanozolol and its major metabolites in human and equine urine. Biomed Environ Mass Spectrom. 1990 Jan;19(1):37-51. [PubMed:2306548 ]
Schanzer W, Opfermann G, Donike M: Metabolism of stanozolol: identification and synthesis of urinary metabolites. J Steroid Biochem. 1990 Jun;36(1-2):153-74. [PubMed:2362445 ]
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 ]
Masse R, Ayotte C, Dugal R: Studies on anabolic steroids. I. Integrated methodological approach to the gas chromatographic-mass spectrometric analysis of anabolic steroid metabolites in urine. J Chromatogr. 1989 Apr 7;489(1):23-50. [PubMed:2663904 ]
Saartok T, Dahlberg E, Gustafsson JA: Relative binding affinity of anabolic-androgenic steroids: comparison of the binding to the androgen receptors in skeletal muscle and in prostate, as well as to sex hormone-binding globulin. Endocrinology. 1984 Jun;114(6):2100-6. [PubMed:6539197 ]
Schanzer W, Delahaut P, Geyer H, Machnik M, Horning S: Long-term detection and identification of metandienone and stanozolol abuse in athletes by gas chromatography-high-resolution mass spectrometry. J Chromatogr B Biomed Appl. 1996 Dec 6;687(1):93-108. [PubMed:9001957 ]
Ferchaud V, Le Bizec B, Montrade MP, Maume D, Monteau F, Andre F: Gas chromatographic-mass spectrometric identification of main metabolites of stanozolol in cattle after oral and subcutaneous administration. J Chromatogr B Biomed Sci Appl. 1997 Aug 1;695(2):269-77. [PubMed:9300863 ]
Munoz-Guerra J, Carreras D, Soriano C, Rodriguez C, Rodriguez AF: Use of ion trap gas chromatography-tandem mass spectrometry for detection and confirmation of anabolic substances at trace levels in doping analysis. J Chromatogr B Biomed Sci Appl. 1997 Dec 19;704(1-2):129-41. [PubMed:9580049 ]
Sloane DE, Lee CW, Sheffer AL: Hereditary angioedema: Safety of long-term stanozolol therapy. J Allergy Clin Immunol. 2007 Sep;120(3):654-8. [PubMed:17765757 ]
Guilarte M, Luengo O, Nogueiras C, Labrador-Horrillo M, Munoz E, Lopez A, Cardona V: Acquired angioedema associated with hereditary angioedema due to C1 inhibitor deficiency. J Investig Allergol Clin Immunol. 2008;18(2):126-30. [PubMed:18447143 ]
Thevis M, Schanzer W: Synthetic anabolic agents: steroids and nonsteroidal selective androgen receptor modulators. Handb Exp Pharmacol. 2010;(195):99-126. doi: 10.1007/978-3-540-79088-4_5. [PubMed:20020362 ]

Showing metabocard for Stanozolol (HMDB0003116)

MOL for HMDB0003116 (Stanozolol)

3D MOL for HMDB0003116 (Stanozolol)

3D SDF for HMDB0003116 (Stanozolol)

3D-SDF for HMDB0003116 (Stanozolol)

PDB for HMDB0003116 (Stanozolol)

3D PDB for HMDB0003116 (Stanozolol)

SMILES for HMDB0003116 (Stanozolol)

INCHI for HMDB0003116 (Stanozolol)

Structure for HMDB0003116 (Stanozolol)

3D Structure for HMDB0003116 (Stanozolol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra