NP-MRD: Showing NP-Card for Stanozolol (NP0087026)

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Record Information

Version

2.0

Created at

2022-05-11 16:37:46 UTC

Updated at

2022-05-11 16:37:46 UTC

NP-MRD ID

NP0087026

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Stanozolol

Description

Stanozolol, also known as winstrol or stromba, belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton. Stanozolol is a moderately basic compound (based on its pKa). An organic heteropentacyclic compound resulting from the formal condensation of the 3-keto-aldehyde moiety of oxymetholone with hydrazine. It has also been widely abused by professional athletes. It has both anabolic and androgenic properties, and has been used to treat hereditary angioedema and various vascular disorders. Stanozolol was first documented in 1998 (PMID: 10435307). Like oxymetholone, it is a synthetic anabolic steroid (PMID: 15013688) (PMID: 10404632) (PMID: 11175645) (PMID: 11284331).

Structure

MOL 3D MOL SDF 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

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
    1.7698    0.8668    1.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441   -0.1358    0.0106 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6010   -1.3042    0.4349 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084   -0.8153    0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1231   -1.3774    1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1682   -0.5776    0.8461 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702    0.4571    0.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472    0.3473   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    1.2579   -0.8843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3266    0.4132   -1.2600 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3552    1.0820   -2.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069    1.5804   -1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4424    0.7751   -0.4181 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3191   -0.5202   -0.2788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2194   -1.4768    0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7010   -1.5774    0.7965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4124   -0.2704    0.6363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4026    0.5422    1.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8732    0.4658   -0.5758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8153    1.6068   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1672    0.9069   -0.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8553   -0.4220    0.2079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0851   -1.5680   -0.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6989   -0.5832    1.3143 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    0.7844    1.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666    0.6253    1.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6266    1.9006    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846   -1.7273    1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5016   -2.1124   -0.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1243   -2.3083    1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1720   -0.6975    1.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479    1.5150   -1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.1653   -0.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -0.4654   -1.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8908    1.9568   -2.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    0.4326   -3.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960    1.6185   -2.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2405    2.6694   -1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3266    1.4120    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3197   -0.9884   -1.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1663   -2.5016    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2236   -1.2763    1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0914   -2.3840    0.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -1.9350    1.8445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4390    0.7934    2.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.4792    1.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9418   -0.0601    2.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0173   -0.1764   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932    2.1644   -1.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6892    2.3193    0.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8697    1.5195    0.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6081    0.7070   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726   -1.7836   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9934   -1.3661   -1.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2834   -2.5054   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1879   -1.4478    1.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 22 17  1  0
 17 18  1  1
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  1
 17 19  1  0
  2 14  1  0
 13 19  1  0
  2 10  1  0
  4  8  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
 18 45  1  0
 18 46  1  0
 18 47  1  0
 16 43  1  0
 16 44  1  0
 15 41  1  0
 15 42  1  0
 14 40  1  6
 13 39  1  1
 12 37  1  0
 12 38  1  0
 11 35  1  0
 11 36  1  0
 10 34  1  6
  9 32  1  0
  9 33  1  0
  6 31  1  0
  5 30  1  0
  3 28  1  0
  3 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  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>
NP0087026

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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
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
Tevabolin	HMDB
Win 14833	HMDB
Winstroid	HMDB
Winstrol depot	HMDB
Winstrol V	HMDB
Sanofi winthrop brand OF stanozolol	HMDB
Zambon brand OF stanozolol	HMDB
Methylstanazol	HMDB
Sanofi-synthelabo brand OF stanozolol	HMDB

Chemical Formula

C₂₁H₃₂N₂O

Average Mass

328.4916 Da

Monoisotopic Mass

328.25146 Da

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

Not Available

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
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

External Links

HMDB ID

HMDB0003116

DrugBank ID

DB06718

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

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. doi: 10.1016/j.steroids.2003.10.007. [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. doi: 10.1016/s0379-0738(99)00024-9. [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. doi: 10.1039/a805110k. [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. doi: 10.5858/2001-125-0253-ASAACS. [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. doi: 10.1039/b007929o. [PubMed:11284331 ]

Showing NP-Card for Stanozolol (NP0087026)

MOL for NP0087026 (Stanozolol)

3D MOL for NP0087026 (Stanozolol)

3D SDF for NP0087026 (Stanozolol)

3D-SDF for NP0087026 (Stanozolol)

PDB for NP0087026 (Stanozolol)

3D PDB for NP0087026 (Stanozolol)

SMILES for NP0087026 (Stanozolol)

INCHI for NP0087026 (Stanozolol)

Structure for NP0087026 (Stanozolol)

3D Structure for NP0087026 (Stanozolol)