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Androstenedione

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Related articles

Androstenedione Basic information
Biological Metabolism
Product Name:Androstenedione
Synonyms:3,17-Dioxoandrost-4-Ene;Androstenedione (CRM);Testosterone EP Impurity A;4-Androstene-3;4-androsten-3,17-dione (4-AD);4-Androstene-3,17-dione Solution, 100ppm;Androstenedione solution ;4-androstene-3,17-dione(4-AD)
CAS:63-05-8
MF:C19H26O2
MW:286.41
EINECS:200-554-5
Product Categories:API;Metabolites & Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Pharmaceutical Intermediates;Steroids
Mol File:63-05-8.mol
Androstenedione Structure
Androstenedione Chemical Properties
Melting point 170-171 °C(lit.)
alpha D30 +199° (in chloroform)
Boiling point 368.77°C (rough estimate)
density 1.0655 (rough estimate)
refractive index 1.4709 (estimate)
Fp 2℃
storage temp. Controlled Substance, -20°C Freezer
solubility Chloroform (Slightly), Ethanol (Slightly, Sonicated), Methanol (Sparingly)
form Solid
color Dimorphous: Needles from acetone, or crystalsfrom hexane
Water Solubility 57.28mg/L(25 ºC)
Merck 13,643
Henry's Law Constant2.7×102 mol/(m3Pa) at 25℃, HSDB (2015)
InChI1S/C19H26O2/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/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
InChIKeyAEMFNILZOJDQLW-QAGGRKNESA-N
SMILES[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)C(=O)CC[C@@]24[H]
CAS DataBase Reference63-05-8(CAS DataBase Reference)
NIST Chemistry ReferenceAndrost-4-ene-3,17-dione(63-05-8)
EPA Substance Registry System4-Androstenedione (63-05-8)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 40-64-52-22-61-60-36-20/21/22-11
Safety Statements 22-24/25-36-45-36/37-53-26-16
RIDADR UN 1648 3 / PGII
WGK Germany 3
RTECS BV8150000
HS Code 29372900
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 4 Oral
Carc. 2
Lact.
Repr. 1A
Hazardous Substances Data63-05-8(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Androstenedione English
SigmaAldrich English
Androstenedione Usage And Synthesis
Biological MetabolismThe in vitro perfusion of the human placental lobule with 7-ethoxycoumarin gives 7-hydroxycoumarin, and perfusion with androstenedione gives the conversion products, estrone, estradiol, and testosterone. The human placenta has only a limited capacity for the metabolism of xenobiotics.
DescriptionAndrostenedione (CRM) (Item No. ISO60161) is a certified reference material categorized as an anabolic androgenic steroid. Androstenedione is a precursor of testosterone (Item Nos. ISO60154 | ISO00154 | 15645) and estrone . Androstenedione is regulated as a Schedule III compound in the United States. Androstenedione (CRM) (Item No. ISO60161) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.
Chemical PropertiesWhite to Off-White Solid
UsesTestosterone precursor and metabolite with androgenic activity. Controlled substance (anabolic sterid)
DefinitionChEBI: A 3-oxo Delta4-steroid that is androst-4-ene substituted by oxo groups at positions 3 and 17. It is a steroid hormone synthesized in the adrenal glands and gonads.
Safety ProfileAn experimental teratogen. Otherexperimental reproductive effects. Questionablecarcinogen with experimental tumorigenic data. Whenheated to decomposition it emits acrid smoke andirritating fumes.
Purification MethodsCrystallise the dione from hexane. It is soluble in *C6H6, CHCl3 and EtOH. It has max at 239nm. It is a precursor of estrone or testosterone and has androgenic activity. [Ruzicka & Wettstein Helv Chim Acta 18 980 1935, Beilstein 7 III 3636, 7 IV 2381.]
Toxics Screening LevelThe initial threshold screening level (ITSL) for androstenedione is 17 μg/m3 based on an annual averaging time.
References[1] F. CHEN. Partial agonist/antagonist properties of androstenedione and 4-androsten-3β,17β-diol[J]. Journal of Steroid Biochemistry and Molecular Biology, 2004, 91 4: Pages 247-257. DOI: 10.1016/j.jsbmb.2004.04.009
[2] Toxicology and carcinogenesis studies of androstenedione (CAS No. 63-05-8) in F344/N rats and B6C3F1 mice (gavage studies).[J]. National Toxicology Program technical report series, 2010, 560: 1, 7-31,33-171 passim.
[3] OSTOJI S, CALLEJA-GONZáLEZ J, STOJANOVI M. Steroid Prohormones: Effects on Body Composition in Athletes[C]. 2011: 0. DOI: 10.5772/28543
Tag:Androstenedione(63-05-8) Related Product Information
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