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7α-Methyl-19-norandrostenedione

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
7α-Methyl-19-norandrostenedione
Clinical data
Other names7α-Methyl-19-norandrost-4-ene-3,17-dione; 7α-Methylestr-4-ene-3,17-dione; MENT dione; Trestione; Mentabolan
Routes of
administration		Oral[1]
Identifiers
  • (7R,8R,9S,10R,13S,14S)-7,13-Dimethyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC19H26O2
Molar mass286.415 g·mol−1
3D model (JSmol)
  • C[C@@H]1CC2=CC(=O)CC[C@@H]2[C@@H]3[C@@H]1[C@@H]4CCC(=O)[C@]4(CC3)C
  • InChI=1S/C19H26O2/c1-11-9-12-10-13(20)3-4-14(12)15-7-8-19(2)16(18(11)15)5-6-17(19)21/h10-11,14-16,18H,3-9H2,1-2H3/t11-,14+,15-,16+,18-,19+/m1/s1
  • Key:IHFREKJAIFEZMQ-ARTWWJDJSA-N

7α-Methyl-19-norandrostenedione (MENT dione), or7α-methyl-19-norandrost-4-ene-3,17-dione, also known astrestione, as well as7α-methylestr-4-ene-3,17-dione, is asyntheticanabolic-androgenic steroid (AAS) and aderivative of19-nortestosterone (nandrolone).[1][2] It may act as aprohormone oftrestolone (7α-methyl-19-nortestosterone; MENT).[1][2] MENT dione has been sold on theInternet under the nameMentabolan as a "dietary supplement".[1][2]

Applications

[edit]
  1. If mentabolan is oxidized with a catalytic amount of a copper halide in the presence of oxygen it givesalmestrone.[3]
  2. Mentabolan is a precursor in a recent Chinese synthesis oftibolone.[4]
  3. Mentabolan was an intermediate in the original Upjohn synthesis ofmibolerone.

See also

[edit]

References

[edit]
  1. ^abcdRahnema CD, Crosnoe LE, Kim ED (2015)."Designer steroids - over-the-counter supplements and their androgenic component: review of an increasing problem".Andrology.3 (2):150–5.doi:10.1111/andr.307.PMID 25684733.S2CID 6999218.
  2. ^abcNa, S., Yum, T., Choi, H., Jung, H., Pang, K., & Kim, Y. (2012). Detection of metabolites of mentabolan, a pro-anabolic steroid never marketed, in human urine by GC/MS and GC/MS/MS analysis. 제 49 회 한국분석과학회 추계학술대회, 229-229.
  3. ^Kuniaki Tatsuta, Kazuo Maruhashi, & Shingo Yano, WO2007049672 (to Taiho Pharmaceutical Co Ltd).
  4. ^孙晓明, et al. CN114409717 (2023 to Hunan Keyixin Biomedical Co ltd).
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
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