Androstenedione

Androstenedione Property

Melting point:

170-171 °C(lit.)

Boiling point:

368.77°C (rough estimate)

alpha 

D30 +199° (in chloroform)

Density 

1.0655 (rough estimate)

refractive index 

1.4709 (estimate)

Flash point:

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

InChIKey

AEMFNILZOJDQLW-QAGGRKNESA-N

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

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

Hazardous Substances Data

63-05-8(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

Androstenedione Chemical Properties,Usage,Production

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.

Description

Androstenedione (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 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