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1-Androstenedione

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
1-Androstenedione
Clinical data
Other names5α-Androst-1-ene-3,17-dione
Routes of
administration
Oral
Identifiers
  • (5S,8R,9S,10R,13S,14S)-10,13-dimethyl-5,6,7,8,9,11,12,14,15,16-decahydro-4H-cyclopenta[a]phenanthrene-3,17-dione
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC19H26O2
Molar mass286.415 g·mol−1
3D model (JSmol)
  • O=C4\C=C/[C@]2([C@@H](CC[C@H]3[C@@H]1CCC(=O)[C@@]1(C)CC[C@H]23)C4)C
  • InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,12,14-16H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,18-,19-/m0/s1
  • Key:WJIQCDPCDVWDDE-WZNAKSSCSA-N

1-Androstenedione, or5α-androst-1-ene-3,17-dione, also known as4,5α-dihydro-δ1-4-androstenedione, is asyntheticandrogen andanabolic steroid. It is a5α-reducedisomer of theendogenoussteroid4-androstenedione and acts as anandrogen prohormone of1-testosterone (4,5α-dihydro-δ1-testosterone), a derivative ofdihydrotestosterone (DHT).[1]

1-Androstenedione is on theWorld Anti-Doping Agency's list of prohibited substances,[2] and is therefore banned from use in most major sports.

See also

[edit]

References

[edit]
  1. ^Zhang H, Qiu Z (December 2006). "An efficient synthesis of 5α-androst-1-ene-3,17-dione".Steroids.71 (13–14):1088–90.doi:10.1016/j.steroids.2006.09.008.PMID 17123559.S2CID 53258890.
  2. ^"The World Anti-Doping Code: The 2012 Prohibited List"(PDF).World Anti-Doping Agency. Archived fromthe original(PDF) on 2012-05-13. Retrieved2012-07-17.


ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists

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