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
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
| Molecular Formula | C19H22O2 |
| Molecular Weight | 282.3768 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
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
| Title | Date | PubMed |
|---|---|---|
| Sex change in the protandrous black porgy, Acanthopagrus schlegeli: a review in gonadal development, estradiol, estrogen receptor, aromatase activity and gonadotropin. | 2001 Dec 1 |
|
| The effects of combined aromatase inhibitor and anti-androgen on male territorial aggression in a tropical population of rufous-collared sparrows, Zonotrichia capensis. | 2004 Jan 15 |
|
| Organizational role for testosterone and estrogen on adult hypothalamic-pituitary-adrenal axis activity in the male rat. | 2005 Apr |
|
| Separating behavioral and physiological mechanisms in testosterone-mediated trade-offs. | 2005 Aug |
|
| Simultaneous treatment with an aromatase inhibitor and an anti-androgen decreases the likelihood of dawn song in free-living male great tits, Parus major. | 2005 Aug |
|
| Epoxidation and reduction of DHEA, 1,4,6-androstatrien-3-one and 4,6-androstadien-3beta,17beta-diol. | 2005 May 25 |
|
| The role of aromatase inhibitors in ameliorating deleterious effects of ovarian stimulation on outcome of infertility treatment. | 2005 Oct 4 |
|
| [Behavioral activity and stress reaction of the pituitary-adrenocortical axis in rat with prenatal inhibition of testosterone metabolism]. | 2005 Sep |
|
| The role of sex steroids in courtship, pairing and pairing behaviors in the socially monogamous zebra finch. | 2006 Jun |
|
| [Effects of prenatal disturbance in the brain testosterone metabolism on anxiety level and behavior of rats in a novel environment]. | 2006 May-Jun |
|
| The discovery and mechanism of action of letrozole. | 2007 |
|
| Effects of impaired testosterone metabolism during prenatal ontogenesis on the level of anxiety and behavior of rats in a novel environment. | 2007 Jun |
|
| Endogenous oestradiol regulates progesterone receptor expression in the brain of female rat fetuses: what is the source of oestradiol? | 2008 Mar |
|
| Rainbow trout gonadal masculinization induced by inhibition of estrogen synthesis is more physiological than masculinization induced by androgen supplementation. | 2008 May |
|
| Effects of aromatase inhibitors and different doses of testosterone on gonadotropins in one year old male Atlantic salmon (Salmo salar). | 2009 Aug |
|
| Metabolism of androsta-1,4,6-triene-3,17-dione and detection by gas chromatography/mass spectrometry in doping control. | 2009 Jan |
|
| Acoustic characteristics, early experience, and endocrine status interact to modulate female zebra finches' behavioral responses to songs. | 2009 Jan |
|
| Involvement of estradiol-17beta and its membrane receptor, G protein coupled receptor 30 (GPR30) in regulation of oocyte maturation in zebrafish, Danio rario. | 2009 Mar |
|
| Estradiol shapes auditory processing in the adult brain by regulating inhibitory transmission and plasticity-associated gene expression. | 2009 May 6 |
|
| The mild stress of chronic prenatal injections may have additive effects on drugs administered during pregnancy to alter brain sexual differentiation. | 2010 |
|
| Cryptic regulation of vasotocin neuronal activity but not anatomy by sex steroids and social stimuli in opportunistic desert finches. | 2010 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 05:32:52 UTC 2023
by
admin
on
Sat Dec 16 05:32:52 UTC 2023
|
| Record UNII |
217A6T1V8N
|
| Record Status |
Validated (UNII)
|
| Record Version |
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-
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| Name | Type | Language | ||
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Common Name | English |
| Code System | Code | Type | Description | ||
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104880
Created by
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PRIMARY | |||
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217A6T1V8N
Created by
admin on Sat Dec 16 05:32:52 UTC 2023 , Edited by admin on Sat Dec 16 05:32:52 UTC 2023
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DTXSID60862328
Created by
admin on Sat Dec 16 05:32:52 UTC 2023 , Edited by admin on Sat Dec 16 05:32:52 UTC 2023
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633-35-2
Created by
admin on Sat Dec 16 05:32:52 UTC 2023 , Edited by admin on Sat Dec 16 05:32:52 UTC 2023
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1,4,6-Androstatriene-3,17-dione
Created by
admin on Sat Dec 16 05:32:52 UTC 2023 , Edited by admin on Sat Dec 16 05:32:52 UTC 2023
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PRIMARY |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |
