| Identification | More | [Name]
Androstenedione | [CAS]
63-05-8 | [Synonyms]
10,13-DIMETHYL-2,3,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-1H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIONE
3,17-DIOXO-4-ANDROSTENE
4-AD
(+)-4-ANDROSTEN-3,17-DIONE
4-ANDROSTEN-3,17-DIONE
4-ANDROSTENE-3,17-DIONE
4-ANDROSTENEDIONE
(8R,9S,10R,13S,14S)-10,13-DIMETHYL-1,6,7,8,9,10,11,12,13,14,15,16-DODECAHYDRO-2H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIONE
ANDROST-4-ENE-3, 17-DIONE
ANDROST-4-ENE-3,17-DIONE, 10,13-DIMETHYL-2,6,7,8,9,11,12,14,15,16-DECAHYDRO-1H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIONE
ANDROSTA-4-ENE-3,17-DIONE
ANDROSTENDIONE
ANDROSTENEDIONE
ANDROTEX
DELTA4-ANDROSTENE-3,17-DIONE
DELTA-ANDROSTEN-3,17-DIONE
3,17-Dioxoandrost-4-Ene
delta-(sup4)-Androsten-3,17-dione
delta(Sup4)-Androstene-3,17-dione
delta4-androsten-3,17-dione | [EINECS(EC#)]
200-554-5 | [Molecular Formula]
C19H26O2 | [MDL Number]
MFCD00003615 | [Molecular Weight]
286.41 | [MOL File]
63-05-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White to Off-White Solid | [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) | [Usage]
Testosterone precursor and metabolite with androgenic activity.
Controlled substance (anabolic sterid) | [Merck ]
13,643 | [Henry's Law Constant]
2.7×102 mol/(m3Pa) at 25℃, HSDB (2015) | [InChI]
1S/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 | [InChIKey]
AEMFNILZOJDQLW-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 Reference]
63-05-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Androst-4-ene-3,17-dione(63-05-8) | [EPA Substance Registry System]
4-Androstenedione (63-05-8) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS07 | [Signal word ]
Danger | [Hazard statements ]
H225-H302+H312+H332-H319 | [Precautionary statements ]
P210-P261-P280-P305+P351+P338-P370+P378-P403+P235 | [Hazard Codes ]
Xn | [Risk Statements ]
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1648 3 / PGII | [WGK Germany ]
3
| [RTECS ]
BV8150000
| [REACH Registrations]
Active | [HS Code ]
29372900 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 4 Oral
Carc. 2
Lact.
Repr. 1A | [Hazardous Substances Data]
63-05-8(Hazardous Substances Data) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
beta-Sitosterol-->3-keto-23,24-bisnorchol-4-en-22-ol-->Campesterol-->Cholesterol-->(8S,9R,10S,13S,14S,17S)-9,17-dihydroxy-10,13-dimethyl-2,6,7,8,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one | [Preparation Products]
Spironolactone-->5β-Androstane-3,17-dione-->Androsta-1,4-diene-3,17-dione-->Testosterone undecanoate-->Androst-3-en-17-one,(5)-->5α-Androstane-3,6,17-trione-->11α-Hydroxyandrost-4-ene-317-dione-->Methyl 3-oxo-4-androstene-17beta-carboxylate-->6-Methyleneandrost-4-ene-3,17-dione |
| Questions And Answer | Back Directory | [Biological Metabolism]
The 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.
|
| Hazard Information | Back Directory | [Description]
Androstenedione (CRM) (Item No. ISO60161) is a certified reference material categorized as an anabolic androgenic steroid.1,2 Androstenedione is a precursor of testosterone (Item Nos. ISO60154 | ISO00154 | 15645) and estrone (Item No. ISO60165).2,3 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 Properties]
White to Off-White Solid | [Uses]
Testosterone precursor and metabolite with androgenic activity.
Controlled substance (anabolic sterid) | [Definition]
ChEBI: 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 Profile]
An experimental teratogen. Otherexperimental reproductive effects. Questionablecarcinogen with experimental tumorigenic data. Whenheated to decomposition it emits acrid smoke andirritating fumes. | [Purification Methods]
Crystallise 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 Level]
The 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 |
| Well-known Reagent Company Product Information | Back Directory | [Acros Organics]
10,13-Dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-dione, 97%(63-05-8) | [Sigma Aldrich]
63-05-8(sigmaaldrich) | [TCI AMERICA]
DELTA4-Androstene-3,17-dione,>99.0%(GC)(63-05-8) |
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