Enestebol

Enestebol (INNTooltip International Nonproprietary Name), also known as 4-hydroxy-17α-methyl-δ¹-testosterone, as well as 4,17β-dihydroxy-17α-methylandrosta-1,4-dien-3-one, is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-alkylated derivative of testosterone which was never marketed.^[1] It is closely related to oxymesterone (4-hydroxy-17α-methyltestosterone), as well as to chlorodehydromethyltestosterone (4-chloro-17α-methyl-δ¹-testosterone), methylclostebol (4-chloro-17α-methyltestosterone), and metandienone (17α-methyl-δ¹-testosterone).^[1]

Enestebol

Clinical data
Other names	4,17β-Dihydroxy-17α-methylandrosta-1,4-dien-3-one
Routes of administration	By mouth
Drug class	Androgen; Anabolic steroid
Identifiers
IUPAC name (8R,9S,10R,13S,14S)-4,17-dihydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
CAS Number	2320-86-7 Y
PubChem CID	208919
ChemSpider	16736606 N
UNII	LNS3MVH7NV
ChEMBL	ChEMBL2104239 N
CompTox Dashboard (EPA)	DTXSID40945880
Chemical and physical data
Formula	C20H28O3
Molar mass	316.441 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2(C)O)CCC4=C(C(=O)C=C[C@]34C)O
InChI InChI=1S/C20H28O3/c1-18-9-8-16(21)17(22)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h8-9,12-14,22-23H,4-7,10-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1 N Key:XMPHGFYWQPUCAG-XMUHMHRVSA-N N
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