Stanozolol

Clinical dataTrade namesWinstrol, Stromba, othersOther namesAndrostanazol; Androstanazole; Stanazol; WIN-14833; NSC-43193; NSC-233046; 17α-Methyl-2'H-5α-androst-2-eno[3,2-c]pyrazol-17β-ol; 17α-Methylpyrazolo[4',3':2,3]-5α-androstan-17β-olAHFS/Drugs.comMultum Consumer InformationPregnancy
category

X

Routes of
administration By mouth, intramuscular injection (veterinary)Drug class Androgen; Anabolic steroid ATC code

A14AA02 (WHO)

Legal statusLegal status

BR:Class C5 (Anabolic steroids)
CA: Schedule IV
US:Schedule III
In general: ℞ (Prescription only)

Pharmacokinetic dataBioavailabilityHighMetabolism Liver Elimination half-life Oral: 9 hours
IM: 24 hours (aq. susp.)Duration of actionIM: >1 weekExcretion Urine: 84%Identifiers

IUPAC name

(1S,3aS,3bR,5aS,10aS,10bS,12aS)-1,10a,12a-trimethyl-1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[1,2-f]indazol-1-ol

CAS Number

10418-03-8

PubChemCID

25249

IUPHAR/BPS

10369

DrugBank

DB06718

ChemSpider

23582

UNII

4R1VB9P8V3

KEGG

D00444

ChEBI

CHEBI:9249

ChEMBL

ChEMBL2079587

CompTox Dashboard(EPA)

DTXSID3044128

ECHA InfoCard 100.030.801Chemical and physical dataFormulaC₂₁H₃₂N₂OMolar mass328.500 g·mol3D model (JSmol)

Interactive image

SMILES

[H][C@@]35CC[C@@]2([H])[C@]1([H])CC[C@](C)(O)[C@@]1(C)CC[C@]2([H])[C@@]3(C)Cc4c[nH]nc4C5

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)/t14-,15+,16-,17-,19-,20-,21-/m0/s1
Key:LKAJKIOFIWVMDJ-IYRCEVNGSA-N

(verify)

Stanozolol (abbrev.Stz), sold under many brand names, is a synthetic androgen and anabolic steroid (AAS) medication derived from dihydrotestosterone (DHT). It is used to treat . It was developed by American pharmaceutical company Sterling-Winthrop in 1962, and has been approved by the U.S. Food and Drug Administration for human use, though it is no longer marketed in the United States. It is also used in veterinary medicine. Stanozolol has mostly been discontinued, and remains available in only a few countries. It is given by mouth in humans or by injection into muscle in animals.

Unlike most AAS, stanozolol is not esterified and is sold as an aqueous suspension, or in oral tablet form. The drug has a high oral bioavailability, due to a C17α alkylation which allows the hormone to survive first-pass liver metabolism when ingested. It is because of this that stanozolol is also sold in tablet form.

Stanozolol is one of the AAS commonly used as performance-enhancing drugs and is banned from use in sports competition under the auspices of the World Anti-Doping Agency (WADA). It is an anabolic steroid that is known to have a diuretic effect. Additionally, stanozolol has been highly restricted in US horse racing.