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Methylhydroxynandrolone

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Methylhydroxynandrolone
Clinical data
Other namesMOHN; MHN; 4-Hydroxy-17α-methyl-19-nortestosterone; HMNT; 4,17β-Dihydroxy-17α-methylestr-4-en-3-one
Routes of
administration
By mouth[1]
Drug classAndrogen;Anabolic steroid
Identifiers
  • 4,17-dihydroxy-13,17-dimethyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
CAS Number
PubChemCID
ChemSpider
UNII
Chemical and physical data
FormulaC19H28O3
Molar mass304.430 g·mol−1
3D model (JSmol)
  • CC12CCC3C(C1CCC2(C)O)CCC4=C(C(=O)CCC34)O
  • InChI=1S/C19H28O3/c1-18-9-7-12-11-5-6-16(20)17(21)14(11)4-3-13(12)15(18)8-10-19(18,2)22/h11-13,15,21-22H,3-10H2,1-2H3
  • Key:CLNUZOCYKSHICX-UHFFFAOYSA-N

Methylhydroxynandrolone (MOHN,MHN), also known as4-hydroxy-17α-methyl-19-nortestosterone (HMNT), as well as4,17β-dihydroxy-17α-methylestr-4-en-3-one, is asynthetic,orally activeanabolic–androgenic steroid (AAS) and a17α-alkylatedderivative ofnandrolone (19-nortestosterone) which was never marketed.[1] It was first described in 1964 and was studied in the treatment ofbreast cancer, but was not introduced for clinical use.[1][2] The drug re-emerged in 2004 when it started being sold on theInternet as a "dietary supplement".[1] MOHN joined other AAS as acontrolled substance in theUnited States on 20 January 2005.[1]

MOHN is non-aromatizable due to the presence of ahydroxy group at the C4 position, and for this reason, poses no risk ofestrogenicside effects likegynecomastia at anydosage, unlike many other AAS.[1]5α-Reduction is also inhibited by the C4 hydroxy group of MOHN and, because of this, MOHN may have a relatively higher ratio ofandrogenic toanabolic activity than other nandrolone derivatives (as 5α-reduction, opposite to the case of most other AAS,decreases AASpotency for most nandrolone derivatives).[1] Earlyassays found that MOHN had approximately 13 times the anabolic activity and 3 times the androgenic activity ofmethyltestosterone.[1]

MOHN is the 4-hydroxylated derivative ofnormethandrone (17α-methyl-19-nortestosterone), the 17α-methylated derivative ofoxabolone (4-hydroxy-19-nortestosterone), the 4-hydroxylated and 17α-methylated derivative of nandrolone (19-nortestosterone), and the 19-demethylated analogue ofoxymesterone (4-hydroxy-17α-methyltestosterone).[1]

See also

[edit]

References

[edit]
  1. ^abcdefghiWilliam Llewellyn (1 November 2008).Anabolics: Anabolic Steroid Reference Guide. William Llewellyn. p. 311.ISBN 978-0-9679304-7-3.
  2. ^Di Pietro S, Salvadori B (1964). "Sperimentazione Clinica del 4-Idrossi-17-alfa-metil-19-nortestosterone nel Carcinoma Mammario Diffuso" [Clinical Trial with 4-Hydroxy-17α-methyl-19-nortestosterone in Advanced Breast Cancer].Tumori (in Italian).50 (6):445–456.doi:10.1177/030089166405000602.ISSN 0300-8916.PMID 14261594.S2CID 208183701.

External links

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