Androstenedione

Title: Androstenedione
CAS Registry Number: 63-05-8
CAS Name: Androst-4-ene-3,17-dione
Additional Names: D4-androstenedione; D4-etiocholendione-3,17
Molecular Formula: C19H26O2
Molecular Weight: 286.41
Percent Composition: C 79.68%, H 9.15%, O 11.17%
Literature References: Weak androgen produced by the adrenal gland; converted in peripheral tissues to testosterone or estrone, q.q.v. Prepn: L. Ruzicka, A. Wettstein, Helv. Chim. Acta 18, 986 (1935); E. S. Wallis, E. Fernholz, J. Am. Chem. Soc. 57, 1511 (1935); and physiological activity: A. Butenandt, H. Kudszus, Z. Physiol. Chem. 237, 75 (1935). Isoln from adrenal cortex: J. von Euw, T. Reichstein, Helv. Chim. Acta 24, 879 (1941). Physiology: V. H. T. James, A. B. Goodall in Proc. 9th Congr. Hung. Soc. Endocrinol. Metab., F. A. Laszlo, Ed. (Akad. Kiado, Budapest, 1979) pp 235-241. HPLC determn in plasma or serum: V. R. Walker et al., Anal. Biochem. 234, 194 (1996). Discussion of use as dietary supplement: L. Schnirring, Physician Sportsmed. 26, 15-18 (1998). Clinical effect of oral supplement on blood chemistry: D. S. King et al., J. Am. Med. Assoc. 281, 2020 (1999).
Properties: Crystals from hexane, mp 173-174°. [a]D30 +199° (in chloroform).
Melting point: mp 173-174°
Optical Rotation: [a]D30 +199° (in chloroform)
NOTE: This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.
Anecortave Acetate Anemonin Anethole Anethole Trithione Angelic Acid

Androstenedione
Androstendion.svg
Androstediona3D.png
Systematic (IUPAC) name
4-Androstene-3,17-dione
Clinical data
Legal status Schedule III (US)
Pharmacokinetic data
Metabolism Liver
Identifiers
CAS number 63-05-8 YesY
ATC code None
PubChem CID 6128
IUPHAR ligand 2860
DrugBank DB01536
ChemSpider 5898 YesY
UNII 409J2J96VR YesY
ChEBI CHEBI:16422 YesY
ChEMBL CHEMBL274826 YesY
Chemical data
Formula C19H26O2 
Mol. mass 286.4
 YesY (what is this?)  (verify)

Androstenedione (also known as 4-androstenedione and 17-ketoestosterone) is a 19-carbon steroid hormone produced in the adrenal glands and the gonads as an intermediate step in the biochemical pathway that produces the androgen testosterone and the estrogens estrone and estradiol.