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4-Hydroxytestosterone

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Revision as of 17:44, 11 November 2023 by JJMC89 bot III (talk | contribs) (Moving Category:Androgens and anabolic steroids to Category:Anabolic–androgenic steroids per Misplaced Pages:Categories for discussion/Log/2023 October 29#Category:Androgens and anabolic steroids)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Chemical compound Pharmaceutical compound
4-Hydroxytestosterone
Skeletal formula of 4-hydroxytestosterone
Ball-and-stick model of the 4-hydroxytestosterone molecule
Clinical data
Other names4,17β-Dihydroxyandrost-4-en-3-one; Androst-4-ene-4,17β-diol-3-one; Desmethylenestebol
Identifiers
IUPAC name
  • 4,17-Dihydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopentaphenanthren-3-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H28O3
Molar mass304.430 g·mol
3D model (JSmol)
SMILES
  • O=C4C(\O)=C2/(1CC3((O)CC31CC2)C)(C)CC4
InChI
  • InChI=1S/C19H28O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,16,21-22H,3-10H2,1-2H3/t11-,12-,13-,16-,18+,19-/m0/s1
  • Key:BQOIJSIMMIDHMO-FBPKJDBXSA-N
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4-Hydroxytestosterone (4-OHT), also known as 4,17β-dihydroxyandrost-4-en-3-one, is a synthetic anabolic-androgenic steroid (AAS) and a derivative of testosterone that was never marketed. It was first patented by G.D. Searle & Company in 1955 and is testosterone with a hydroxy group at the four position. 4-OHT has moderate anabolic, mild androgenic, and anti-aromatase properties and is similar to the steroid clostebol (4-chlorotestosterone).

See also

References

  1. US 2762818, Levy H, Mednick ML, "4-Hydroxytestosterone and esters", issued 11 September 1956, assigned to GD Searle. 
  2. Kohler M, Parr MK, Opfermann G, Thevis M, Schlörer N, Marner FJ, Schänzer W (March 2007). "Metabolism of 4-hydroxyandrostenedione and 4-hydroxytestosterone: Mass spectrometric identification of urinary metabolites". Steroids. 72 (3): 278–86. doi:10.1016/j.steroids.2006.11.018. PMID 17207827. S2CID 34982808.
Androgen receptor modulators
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
See also
Receptor/signaling modulators
Androgens and antiandrogens
Estrogen receptor modulators
Progesterone receptor modulators
List of androgens and anabolic steroids
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