5α-Dihydronorethandrolone

5α-Dihydronorethandrolone
Clinical data
Synonyms 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
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
Formula C20H32O2
Molar mass 304.474 g/mol
3D model (JSmol)

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.[1] Analogously to nandrolone and its 5α-reduced metabolite 5α-dihydronandrolone, 5α-DHNED shows reduced affinity for the androgen receptor relative to norethandrolone.[1] Its affinity for the androgen receptor is specifically about 64% of that of norethandrolone.[1]

Relative affinities (%) of norethandrolone and related steroids at the AR[2][1]
CompoundrARhAR
Testosterone3838
5α-Dihydrotestosterone77100
Nandrolone7592
5α-Dihydronandrolone3550
EthylestrenolND2
NorethandroloneND22
5α-DihydronorethandroloneND14
Metribolone100110
rAR = Rat prostate androgen receptor at 4°C. hAR = Intact human MCF-7-cell androgen receptor at 37°C.

See also

References

  1. 1 2 3 4 Bergink EW, Geelen JA, Turpijn EW (1985). "Metabolism and receptor binding of nandrolone and testosterone under in vitro and in vivo conditions". Acta Endocrinol Suppl (Copenh). 271: 31–7. doi:10.1530/acta.0.109S0031. PMID 3865479.
  2. Bergink EW, Janssen PS, Turpijn EW, van der Vies J (June 1985). "Comparison of the receptor binding properties of nandrolone and testosterone under in vitro and in vivo conditions". J. Steroid Biochem. 22 (6): 831–6. doi:10.1016/0022-4731(85)90293-6. PMID 4021486.


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