Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H24O3 |
| Molecular Weight | 300.3921 |
| 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(=O)[C@@]3([H])[C@@]2([H])CCC4=CC(=O)CC[C@]34C
InChI
InChIKey=RZRPTBIGEANTGU-IRIMSJTPSA-N
InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1
Adrenosterone (androst-4-ene-3,11,17-trione, 11-oxoandrostenedione) is an endogenous steroid hormone that has been promoted as a dietary supplement capable of reducing body fat and increasing muscle mass. Adrenosterone has shown to be converted into 11-ketotestosterone in humans, which contributes to adrenosterone's androgenic effects. It is proposed that adrenosterone may function as an inhibitor of the 11beta-hydroxysteroid dehydrogenase type 1 enzyme (11beta-HSD1), which is primarily responsible for reactivation of cortisol from cortisone.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Androgen and behavior in the male three-spined stickleback, Gasterosteus aculeatus. II. Castration and 11-ketoandrostenedione effects on courtship and parental care during the nesting cycle. | 2002 Nov |
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| Stress adaptation, cortisol and pubertal development in the male common carp, Cyprinus carpio. | 2002 Nov 29 |
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| Are the 11-oxo-steroids really so hindered towards organometallic compounds? | 2004 Jan |
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| Treatment of GnRHa-implanted Senegalese sole (Solea senegalensis) with 11-ketoandrostenedione stimulates spermatogenesis and increases sperm motility. | 2007 Aug |
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| Biotransformation of adrenosterone by filamentous fungus, Cunninghamella elegans. | 2007 Dec |
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| Synthetic organic chemistry based on small ring compounds. | 2007 Jul |
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| An experimental test of the immunocompetence handicap hypothesis in a teleost fish: 11-ketotestosterone suppresses innate immunity in three-spined sticklebacks. | 2007 Oct |
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| Functional characterization and expression analysis of the androgen receptor in zebrafish (Danio rerio) testis. | 2008 Aug |
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| Effects of castration and androgen-treatment on the expression of FSH-beta and LH-beta in the three-spine stickleback, gasterosteus aculeatus--feedback differences mediating the photoperiodic maturation response? | 2008 Sep 1 |
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| 2-D DIGE analysis of Senegalese sole (Solea senegalensis) testis proteome in wild-caught and hormone-treated F1 fish. | 2009 Apr |
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| Sex steroid-induced inhibition of food intake in sea bass (Dicentrarchus labrax). | 2009 Jan |
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| Development of criteria for the detection of adrenosterone administration by gas chromatography-mass spectrometry and gas chromatography-combustion-isotope ratio mass spectrometry for doping control. | 2009 Nov |
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| Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
Patents
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WIKIPEDIA |
Designer-drugs-Adrenosterone
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382-45-6
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2495
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DTXSID801019311
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12166
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206-843-2
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AE4E9102GY
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ADRENOSTERONE
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m1435
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223997
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C011657
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SUBSTANCE RECORD
