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 |
|
| Regulation of plasma gonadotropin II secretion by sex steroids, aromatase inhibitors, and antiestrogens in the protandrous black porgy, Acanthopagrus schlegeli Bleeker. | 2001 Jun |
|
| Seasonal differences in the hormonal control of territorial aggression in free-living European stonechats. | 2002 Feb |
|
| Aromatase inhibitors block natural sex change and induce male function in the protandrous black porgy, Acanthopagrus schlegeli Bleeker: possible mechanism of natural sex change. | 2002 Jun |
|
| Effect of prenatal androgen receptor antagonist or aromatase inhibitor on sexual behavior, partner preference and neuronal Fos responses to estrous female odors in the rat accessory olfactory system. | 2002 Mar |
|
| Symposium: conference on the science and policy of performance-enhancing products. | 2002 Oct |
|
| Sex differences in progesterone receptor expression: a potential mechanism for estradiol-mediated sexual differentiation. | 2002 Oct |
|
| Estrogen synthesis in fetal sheep brain: effect of maternal treatment with an aromatase inhibitor. | 2003 Feb |
|
| 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 |
|
| Sex steroids modulate changes in social and sexual preference during juvenile development in zebra finches. | 2006 Dec |
|
| Alpha-fetoprotein protects the developing female mouse brain from masculinization and defeminization by estrogens. | 2006 Feb |
|
| The effect of aromatase inhibition on the sexual differentiation of the sheep brain. | 2006 Jun |
|
| 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 |
|
| Effects of aromatase inhibitors on in vitro steroidogenesis by Atlantic salmon (Salmo salar) gonadal and brain tissue. | 2006 Oct |
|
| The discovery and mechanism of action of letrozole. | 2007 |
|
| Chemoselective reduction of 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione by various hydride reagents. | 2007 Apr |
|
| Characteristics of behavior and stress reactivity of the hypophyseal-adrenocortical system in rats with prenatal inhibition of testosterone metabolism. | 2007 Jan |
|
| Olfactory sensitivity through the course of psychosis: Relationships to olfactory identification, symptomatology and the schizophrenia odour. | 2007 Jan 15 |
|
| Effects of impaired testosterone metabolism during prenatal ontogenesis on the level of anxiety and behavior of rats in a novel environment. | 2007 Jun |
|
| Perinatal inhibition of aromatization enhances the reward value of sex. | 2008 Aug |
|
| Sex differences and effects of neonatal aromatase inhibition on masculine and feminine copulatory potentials in prairie voles. | 2008 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 |
|
| wnt4 Is associated with the development of ovarian tissue in the protandrous black Porgy, Acanthopagrus schlegeli. | 2009 Dec |
|
| 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 |
|
| Sex steroids are necessary in the second postnatal week for the expression of male alloparental behavior in prairie voles (Microtus ochragaster). | 2009 Oct |
|
| 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 |
|
| The aromatase inhibitor 1,4,6-androstatriene-3,17-dione (ATD) reduces disinhibitory behavior in intact adult male rats treated with a high dose of testosterone. | 2010 Jan 20 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 05:32:52 GMT 2023
by
admin
on
Sat Dec 16 05:32:52 GMT 2023
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| Record UNII |
217A6T1V8N
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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104880
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217A6T1V8N
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DTXSID60862328
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633-35-2
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1,4,6-Androstatriene-3,17-dione
Created by
admin on Sat Dec 16 05:32:52 GMT 2023 , Edited by admin on Sat Dec 16 05:32:52 GMT 2023
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