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Identification
Name Stanozolol
Accession Number DB06718
Type small molecule
Groups approved
Description

Stanozolol is a synthetic anabolic steroid with therapeutic uses in treating hereditary angioedema. Stanozolol is derived from testosterone, and has been abused by several high profile professional athletes.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms Not Available
Salts Not Available
Brand names
Name Company
Stromba
Winstrol
Brand mixtures Not Available
Categories
  • Steroidal
CAS number 10418-03-8
Weight Average: 328.4916
Monoisotopic: 328.251463656
Chemical Formula C21H32N2O
InChI Key InChIKey=LKAJKIOFIWVMDJ-UHFFFAOYSA-N
InChI
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)
Plain Text
IUPAC Name
2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,18}]icosa-4,7-dien-17-ol
SMILES
CC1(O)CCC2C3CCC4CC5=NNC=C5CC4(C)C3CCC12C
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Organic
Classes
  • Steroids and Steroid Derivatives
Substructures
  • Pyrazoles
  • Hydroxy Compounds
  • Alcohols and Polyols
  • Heterocyclic compounds
  • Aromatic compounds
  • Imines
  • Steroids and Steroid Derivatives
  • Cyclohexenes and Derivatives
Pharmacology
Indication Stanozolol is a synthetic anabolic steroid with therapeutic uses in treating C1-inhibitor deficient hereditary angioedema. C1-inhibitor is a protease that inhibits the complement system (part of the innate immune system), a biochemical chain of reactions which assists the body in removing pathogens from the body. Stanozolol may help control attacks of hereditary angioedema. Stanozolol can be administered orally or intramuscularly.
Pharmacodynamics Stanozolol is a synthetic anabolic-androgenic steroid (AAS), which promotes cell growth (anabolism) and development/maintenance of masculine characteristics (androgenism).
Mechanism of action Stanozolol binds to androgen receptors, such as membrane bound receptor proteins LAGS and stanozolol-binding protein (STBP).
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism Not Available
Route of elimination Not Available
Half life 24 hours
Clearance Not Available
Toxicity Not Available
Affected organisms Not Available
Pathways Not Available
Pharmacoeconomics
Manufacturers
  • Lundbeck inc
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Experimental Properties Not Available
Predicted Properties
Property Value Source
water solubility 1.73e-03 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 ChemAxon
rotatable bond count 0 ChemAxon
refractivity 96.8 ChemAxon
polarizability 39.29 ChemAxon
References
Synthesis Reference Not Available
General Reference
  1. 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
  2. Thevis M, Schanzer W: Synthetic anabolic agents: steroids and nonsteroidal selective androgen receptor modulators. Handb Exp Pharmacol. 2010;(195):99-126. Pubmed
  3. 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
External Links
Resource Link
KEGG Compound C07311 Link_out
PubChem Compound 5277 Link_out
PubChem Substance 99443270 Link_out
PharmGKB PA165958391 Link_out
Wikipedia http://en.wikipedia.org/wiki/Stanozolol Link_out
ATC Codes
  • A14AA02
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Targets

1. Stanozolol Binding Protein (STBP)

Pharmacological action: unknown
Actions: other

References:
  1. Luzardo OP, Machin RP, Diaz-Chico BN, Fernandez L: Photoaffinity labeling identification of a specific binding protein for the anabolic steroids stanozolol and danazol: an oligomeric protein regulated by age, pituitary hormones, and ethinyl estradiol. Endocrinology. 2000 Sep;141(9):3377-87. Pubmed
  2. 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

2. membrane-associated glucocorticoid-binding protein LAGS

Pharmacological action: unknown
Actions: negative modulator

References:
  1. 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
Comments
Drug created on May 17, 2010 12:57 / Updated on February 08, 2013 16:24