Ethylestrenol

Title: Ethylestrenol
CAS Registry Number: 965-90-2
CAS Name: (17a)-19-Norpregn-4-en-17-ol
Additional Names: 17a-ethylestr-4-en-17b-ol; 17a-ethyl-17b-hydroxy-4-estrene; 17b-hydroxy-17a-ethyl-19-nor-4-androstene
Trademarks: Orabolin (Organon); Durabolin-O (Organon); Orgaboral; Maxibolin (Organon); Orgabolin (obsolete) (Organon)
Molecular Formula: C20H32O
Molecular Weight: 288.47
Percent Composition: C 83.27%, H 11.18%, O 5.55%
Literature References: Prepn: de Winter et al., Chem. Ind. (London) 1959, 905; Szpilfogel, de Winter, US 2878267 (1959 to Organon).
Properties: Crystals, mp 76-78°. [a]D +31° (chloroform).
Melting point: mp 76-78°
Optical Rotation: [a]D +31° (chloroform)
NOTE: This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.
Therap-Cat: Anabolic.
Keywords: Anabolic.
Ethylhexyl Triazone Ethylidene Chloride Ethylidene Diacetate Ethylidene Dicoumarol Ethylmercuric Chloride

Ethylestrenol
Ethylestrenol.svg
Systematic (IUPAC) name
(8R,9S,10R,13S,14S,17S)-17-ethyl-13-methyl-
2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-
1H-cyclopenta[a]phenanthren-17-ol
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number 965-90-2 N
ATC code A14AB02
PubChem CID 13765
DrugBank DB01493
ChemSpider 13168 YesY
UNII ADC79EK5Q8 YesY
KEGG D01414 YesY
ChEBI CHEBI:31578 N
ChEMBL CHEMBL1200623 N
Chemical data
Formula C20H32O 
Mol. mass 288.467 g/mol
 N (what is this?)  (verify)

Ethylestrenol (Maxibolin, Orabolin) is an anabolic steroid with some progesterone-like activity, and little androgenic activity. It is a nandrolone derivative and lacks the 3-keto functional group. It was approved in 1964 for testosterone deficiency in male patients.[1]