Chemistry:1,4,6-Androstatriene-3,17-dione

Short description: Chemical compound

1,4,6-Androstatriene-3,17-dione

Clinical data
Pregnancy category	US: X (Contraindicated)
Routes of administration	Oral
Legal status
Legal status	US: Supplement
Pharmacokinetic data
Metabolism	Hepatic
Elimination half-life	48 hours
Identifiers
IUPAC name (8R,9S,10R,13S,14S)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthrene-3,17-dione
CAS Number	633-35-2
PubChem CID	104880
ChemSpider	94659 Y
UNII	217A6T1V8N
ChEBI	CHEBI:131190 Y
Chemical and physical data
Formula	C19H22O2
Molar mass	282 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C\4\C=C/[C@]3(C(/C=C\[C@H]2[C@H]1[C@@](C(=O)CC1)(CC[C@@H]23)C)=C/4)C
InChI InChI=1S/C19H22O2/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/h3-4,7,9,11,14-16H,5-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1 Y Key:DKVSUQWCZQBWCP-QAGGRKNESA-N Y
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1,4,6-Androstatriene-3,17-dione (ATD) is a potent irreversible aromatase inhibitor that inhibits estrogen biosynthesis by permanently binding and inactivating aromatase in adipose and peripheral tissue. It is used to control estrogen synthesis.

ATD was present in some over-the-counter bodybuilding supplements until 2009, as well as Topical ATD solutions that work transdermally. The product was developed and commercialized in the dietary supplement market place by industry journeyman Bruce Kneller, who holds a United States Patent for use of the compound and related compounds (#7,939,517) and Gaspari Nutrition. ATD has many names in sports supplements including: 1,4,6 etiollochan-dione, 3, 17-keto-etiochol-triene, androst-1,4,6-triene-3,17-dione and many others. These all refer to CAS# 633-35-2.

ATD may cause a positive test for the anabolic steroid Boldenone, of which it is a possible metabolite and production contaminant. ATD is also prohibited in amateur and professional sports which forbids aromatase inhibitors.

A related agent is exemestane (Aromasin).

Further reading

• "Inhibition of aromatization stimulates luteinizing hormone and testosterone secretion in adult male rhesus monkeys". The Journal of Clinical Endocrinology and Metabolism 59 (6): 1088–1096. December 1984. doi:10.1210/jcem-59-6-1088. PMID 6541658.