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4-hydroxytestosterone

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EntityQ4637157· pop 7· linked from 521 articles

4-hydroxytestosterone

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Also known as 4ohtestosterone, 7alpha-Hydroxytestosterone, 4,17beta-Dihydroxy-4-androstene-3-one, 4-Androstene-7alpha-17beta-diol-3-one

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).

In the Vinony graph

Within Vinony's link graph, 4-hydroxytestosterone is referenced by 521 other articles, and connects out to androgen, androstenedione and abiraterone acetate.

It is catalogued under topics including Androgens, Androstanes and Aromatase inhibitors.

Its subject is documented across 6 Wikipedia language editions.

Chemical data

Formula
C19H28O3
Molecular weight
304.4 g/mol
IUPAC name
(8R,9S,10R,13S,14S,17S)-4,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@]34C)O
InChIKey
BQOIJSIMMIDHMO-FBPKJDBXSA-N
XLogP
3.2
Polar surface area
57.5 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
steroid
Mass
304.204
Show 4 more facts
Commons category
4-Hydroxytestosterone
chemical formula
C₁₉H₂₈O₃
canonical SMILES
CC12CCC3C(C1CCC2O)CCC4=C(C(=O)CCC34C)O
isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@]34C)O
Sources (3)

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

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== 4-Androstene-3,6,17-trione Androstenedione Enestebol Formestane 11β-Hydroxytestosterone

Excerpted from Wikipedia’s “4-hydroxytestosterone” article, available under the CC BY-SA 4.0 licence.

Available in 6 languages

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