Ethylestrenol

Ethylestrenol

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	A14AB02 (WHO)
Legal status
Legal status	CA: Schedule IV US: Schedule III
Identifiers
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
CAS Number	965-90-2
PubChem (CID)	13765
IUPHAR/BPS	6948
DrugBank	DB01493
ChemSpider	13168
UNII	ADC79EK5Q8
KEGG	D01414
ChEBI	CHEBI:31578
ChEMBL	CHEMBL1200623
Chemical and physical data
Formula	C20H32O
Molar mass	288.467 g/mol
3D model (Jmol)	Interactive image
SMILES O[C@]2(CC[C@H]1[C@H]4[C@H](CC[C@@]12C)[C@@H]3\C(=C/CCC3)CC4)CC
InChI InChI=1S/C20H32O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h6,15-18,21H,3-5,7-13H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1 Key:AOXRBFRFYPMWLR-XGXHKTLJSA-N
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Ethylestrenol (INN, USAN, BAN) (brand names Maxibolin, Orabolin), or ethylnandrol (JAN), also known as 17α-ethylestr-4-en-17β-ol or as 3-deketo-17α-ethyl-19-nortestosterone, is an anabolic-androgenic steroid (AAS) with some progestogenic activity, and low androgenic activity.^[1] It is a 17α-ethylated derivative of nandrolone and lacks the 3-keto group. It was described in the literature in 1959^[1] and approved in 1964 for testosterone deficiency in male patients.^[2]

See also

• Nandrolone (estra-4-en-17β-ol-3-one)
• Ethisterone (17α-ethynylandrost-4-en-17β-ol-3-one)
• Norethisterone (17α-ethynylestra-4-en-17β-ol-3-one)
• Allylestrenol (the 17α-allyl variant of ethylestrenol)

References

1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 518–519. ISBN 978-1-4757-2085-3.
2. http://www.accessdata.fda.gov/drugsatfda_docs/nda/97/20791_TESTODEM%20TTS%205MG%20PER%20DAY_MEDR.PDF