Penmesterol

Penmesterol
Clinical data
Trade names	Pandocrine; Testopan
Other names	RP-12222; 17α-Methyltestosterone 3-cyclopentyl enol ether
Routes of; administration	By mouth
Identifiers
	IUPAC name (8R,9S,10R,13S,14S,17S)-3-Cyclopentyloxy-10,13,17-trimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-ol;
CAS Number	67-81-2;
PubChem CID	20054971;
ChemSpider	16735903;
UNII	D5F29U03HM;
ChEMBL	ChEMBL2104849;
CompTox Dashboard (EPA)	DTXSID301018944 ;
ECHA InfoCard	100.000.609
Chemical and physical data
Formula	C25H38O2
Molar mass	370.577 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CCC(=CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)OC5CCCC5;
	InChI InChI=1S/C25H38O2/c1-23-13-10-19(27-18-6-4-5-7-18)16-17(23)8-9-20-21(23)11-14-24(2)22(20)12-15-25(24,3)26/h8,16,18,20-22,26H,4-7,9-15H2,1-3H3/t20-,21+,22+,23+,24+,25+/m1/s1; Key:ZUBDXGHKAAMAAA-RFXJPFPRSA-N;

Penmesterol (INNTooltip International Nonproprietary Name) (brand names Pandrocine, Testopan; former developmental code name RP-12222), or penmestrol, also known as 17α-methyltestosterone 3-cyclopentyl enol ether,^[1] is a synthetic, orally active anabolic-androgenic steroid (AAS) that was developed in the early 1960s.^[2]^[3]^[4]^[5] It is the 3-cyclopentyl enol ether of methyltestosterone.^[6]^[7]

References

^ Negwer M, Scharnow HG (4 October 2001). Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. p. 2653. ISBN 978-3-527-30247-5.
^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 942–. ISBN 978-1-4757-2085-3.
^ Azziz R (8 November 2007). Androgen Excess Disorders in Women. Springer Science & Business Media. pp. 122–. ISBN 978-1-59745-179-6.
^ Sittig M, William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 2935–. ISBN 978-0-8155-1856-3.
^ List PH, Hörhammer L (12 March 2013). Chemikalien und Drogen Teil A: N-Q. Springer-Verlag. pp. 504–. ISBN 978-3-642-65035-2.
^ Ercoli A, Gardi R (1960). "Δ4-3-Keto Steroidal Enol Ethers. Paradoxical Dependency of Their Effectiveness on the Administration Route". Journal of the American Chemical Society. 82 (3): 746–748. Bibcode:1960JAChS..82..746E. doi:10.1021/ja01488a062.
^ Wermuth CG (2 May 2011). The Practice of Medicinal Chemistry. Academic Press. pp. 731–. ISBN 978-0-08-056877-5.

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