Chemistry:5α-Dihydronorethandrolone

Short description: Chemical compound

5α-Dihydronorethandrolone

Clinical data
Other names	5α-DHNED; 4,5α-Dihydronorethandrolone; 3-Keto-5α-dihydroethylestrenol; 17α-Ethyl-5α-dihydro-19-nortestosterone; 17α-Ethyl-5α-estran-17β-ol-3-one; 19-Nor-5α-pregnan-17α-ol-3-one
Identifiers
IUPAC name (5S,8R,9R,10S,13S,14S,17S)-17-Ethyl-17-hydroxy-13-methyl-1,2,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-one
CAS Number	2099-68-5 Y
PubChem CID	71316183
ChemSpider	48063897
UNII	UYA5MB8CXL
Chemical and physical data
Formula	C20H32O2
Molar mass	304.474 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC[C@@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@H]3CCC(=O)C4)C)O
InChI InChI=1S/C20H32O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h13,15-18,22H,3-12H2,1-2H3/t13-,15-,16+,17+,18-,19-,20-/m0/s1 Key:IOLODVBMNDJVOP-XDQPPUBWSA-N

5α-Dihydronorethandrolone (5α-DHNED), also known as 17α-ethyl-4,5α-dihydro-19-nortestosterone or as 17α-ethyl-5α-estran-17β-ol-3-one, is an androgen/anabolic steroid and a metabolite of norethandrolone (as well as of the prodrug ethylestrenol) formed by 5α-reductase. Analogously to nandrolone and its 5α-reduced metabolite 5α-dihydronandrolone, 5α-DHNED shows reduced affinity for the androgen receptor relative to norethandrolone. Its affinity for the androgen receptor is specifically about 64% of that of norethandrolone.

Relative affinities of nandrolone and related steroids at the androgen receptor

Compound	rAR (%)	hAR (%)
Testosterone	38	38
5α-Dihydrotestosterone	77	100
Nandrolone	75	92
5α-Dihydronandrolone	35	50
Ethylestrenol	ND	2
Norethandrolone	ND	22
5α-Dihydronorethandrolone	ND	14
Metribolone	100	110
Sources: See template.

See also

• 5α-Dihydronormethandrone
• 5α-Dihydronorethisterone
• 5α-Dihydrolevonorgestrel
• Ethylestradiol