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stanozolol

Structure via PubChem · Public domain (PubChem)

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stanozolol

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Also known as Tevabolin, WIN-14833, Winstrol, Stromba

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 hereditary angioedema. 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

Key facts

Drug.ATC_prefix
A14
Drug.ATC_suffix
AA02
Drug.PubChem
25249
Drug.Verifiedfields
verified
Drug.Watchedfields
verified
Drug.verifiedrevid
470470548
Drug.image
Stanozolol.svg
Drug.image_class
skin-invert-image
Drug.width
250px
Drug.imageL
Estanozolol-3D.png
Drug.image_classL
bg-transparent
Drug.widthL
125px
Drug.imageR
Estanozolol-3D-CPK.png
Drug.image_classR
bg-transparent
Drug.widthR
125px
Drug.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
Drug.tradename
Winstrol, Stromba, others
Drug.pregnancy_category
X

via Wikipedia infobox

Chemical data

Formula
C21H32N2O
Molecular weight
328.5 g/mol
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(8),5-dien-17-ol
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CC[C@@H]4[C@@]3(CC5=C(C4)NN=C5)C
InChIKey
LKAJKIOFIWVMDJ-IYRCEVNGSA-N
XLogP
4.5
Polar surface area
48.9 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

~14 min read

Encyclopedic overview

17 sections
Contents
  • Medical uses
  • Non-medical uses
  • Side effects
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Synthesis
  • Detection in body fluids
  • History
  • Society and culture
  • Generic names
  • Brand names
  • Legal status in the United States
  • Doping in sports
  • Research
  • References

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 hereditary angioedema. 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.

Excerpted from Wikipedia’s “stanozolol” article, available under the CC BY-SA 4.0 licence.

Gallery (3)