ADRENOSTERONE

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

Structure Search

SMILES

C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CCC2=O

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

HIDE SMILES / InChI

Molecular Formula	C19H24O3
Molecular Weight	300.3921
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20355175 | http://prohormonedb.com/view-ingredients.asp?i=46&n=Androst-4-ene-3

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Solute carrier family 22 member 2 8 Target ID: CHEMBL1743122 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23034939	Inhibitor 8504
11-beta-hydroxysteroid dehydrogenase type 1 1 Target ID: CHEMBL5342 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16188377 \| https://www.ncbi.nlm.nih.gov/pubmed/20355175	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.	2011-07-14	21599003
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.	2009-11	20355175
2-D DIGE analysis of Senegalese sole (Solea senegalensis) testis proteome in wild-caught and hormone-treated F1 fish.	2009-04	19322785
Sex steroid-induced inhibition of food intake in sea bass (Dicentrarchus labrax).	2009-01	18709378
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?	2008-09-01	18664367
Functional characterization and expression analysis of the androgen receptor in zebrafish (Danio rerio) testis.	2008-08	18469035
Biotransformation of adrenosterone by filamentous fungus, Cunninghamella elegans.	2007-12	17889091
An experimental test of the immunocompetence handicap hypothesis in a teleost fish: 11-ketotestosterone suppresses innate immunity in three-spined sticklebacks.	2007-10	17891730
Treatment of GnRHa-implanted Senegalese sole (Solea senegalensis) with 11-ketoandrostenedione stimulates spermatogenesis and increases sperm motility.	2007-08	17360211
Synthetic organic chemistry based on small ring compounds.	2007-07	17603183
Are the 11-oxo-steroids really so hindered towards organometallic compounds?	2004-01	14715373
Stress adaptation, cortisol and pubertal development in the male common carp, Cyprinus carpio.	2002-11-29	12431803
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.	2002-11	12460593

Patents

Sample Use Guides

In Vivo Use Guide

Common dosages as an anabolic supplement: 300mg to 900 mg daily.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:15:06 GMT 2025` Edited by `admin` on `Mon Mar 31 19:15:06 GMT 2025`
Record UNII	AE4E9102GY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-12166

Preferred Name

English

ADRENOSTERONE

Common Name

English

ANDROST-4-ENE-3,11,17-TRIONE

Systematic Name

English

REICHSTEIN'S SUBSTANCE G

Common Name

English

ADRENOSTERONE [MI]

Common Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-Adrenosterone