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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H22O2
Molecular Weight 282.3768
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ANDROSTA-1,4,6-TRIENE-3,17-DIONE

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])C=CC4=CC(=O)C=C[C@]34C

InChI

InChIKey=DKVSUQWCZQBWCP-QAGGRKNESA-N
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

HIDE SMILES / InChI

Molecular Formula C19H22O2
Molecular Weight 282.3768
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Androsta-1,4,6-triene-3,17-dione (ATD) is an irreversible steroidal aromatase inhibitor and is marketed as a supplement. It has been reported to effectively reduce estrogen biosynthesis and significantly increase the levels of endogenous steroids such as dihydrotestosterone and testosterone in human. ATD abuses have been reported in human sports. ATD is used to control estrogen synthesis. ATD inhibits estrogen biosynthesis by permanently binding and inactivating aromatase.

Approval Year

PubMed

Sample Use Guides

In Vitro Use Guide
Androsta-1,4,6-triene-3,17-dione binds to the human placental aromatase with an apparent Ki of 0.18 uM
Substance Class Chemical
Record UNII
217A6T1V8N
Record Status Validated (UNII)
Record Version