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

Drugbox
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
ATC_prefix =
ATC_suffix =
PubChem = 682340
DrugBank =
C=19|H=22|O=2
molecular_weight =
bioavailability =
protein_bound =
metabolism = Hepatic
elimination_half-life = Minutes
excretion =
pregnancy_AU =
pregnancy_US = X
pregnancy_category=
legal_AU =
legal_CA =
legal_UK =
legal_US = Supplement
legal_status =
routes_of_administration = Parenteral

1,4,6-Androstatrien-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. [Covey DF, Hood WF. (1981). "Enzyme-generated intermediates derived from 4-androstene-3,6,17-trione and 1,4,6-androstatriene-3,17-dione cause a time-dependent decrease in human placental aromatase activity". Endocrinology 108 (4): 1597-9. PMID 7472286.] It is used to control estrogen synthesis. [cite journal
last = Adkins-Regan
first = Elizabeth
authorlink =
coauthors = Cary H Leung
title = Sex steroids modulate changes in social and sexual preference during juvenile development in zebra finches
journal = Hormones and Behaviour
volume = 50
issue = 5
pages = 772–778
publisher = Elsevier Inc
location =
date = 2006-07-06
url = http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6WGC-4KNMB80-2&_user=126523&_coverDate=12%2F31%2F2006&_rdoc=1&_fmt=&_orig=search&_sort=d&view=c&_acct=C000010358&_version=1&_urlVersion=0&_userid=126523&md5=e8f6a30073440028b6141ba18340af16
doi =
id =
accessdate = 2007-10-07 ]

ATD is present in some over-the-counter bodybuilding supplements as well as Topical ATD solutions that work transdermally. While not banned, ATD may cause positive urinanalysis results leading to disqualification from competitive sports. 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.

A related agent is exemestane (Aromasin).

References

Further reading

# ^ Covey DF, Hood WF. (1981). "Enzyme-generated intermediates derived from 4-androstene-3,6,17-trione and 1,4,6-androstatriene-3,17-dione cause a time-dependent decrease in human placental aromatase activity". Endocrinology 108 (4): 1597-9. PMID 7472286.
#cite journal |author=Ellinwood WE, Hess DL, Roselli CE, Spies HG, Resko JA |title=Inhibition of aromatization stimulates luteinizing hormone and testosterone secretion in adult male rhesus monkeys |journal=J. Clin. Endocrinol. Metab. |volume=59 |issue=6 |pages=1088–96 |year=1984 |pmid=6541658 |doi=