7α-Methyl-19-norandrostenedione

Chemical compound From Wikipedia, the free encyclopedia

7α-Methyl-19-norandrostenedione (MENT dione), or 7α-methyl-19-norandrost-4-ene-3,17-dione, also known as trestione, as well as 7α-methylestr-4-ene-3,17-dione, is a synthetic anabolic-androgenic steroid (AAS) and a derivative of 19-nortestosterone (nandrolone).[1][2] It may act as a prohormone of trestolone (7α-methyl-19-nortestosterone; MENT).[1][2] MENT dione has been sold on the Internet under the name Mentabolan as a "dietary supplement".[1][2]

Other names7α-Methyl-19-norandrost-4-ene-3,17-dione; 7α-Methylestr-4-ene-3,17-dione; MENT dione; Trestione; Mentabolan
CAS Number
Quick facts Clinical data, Other names ...
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
PubChem CID
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
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Applications

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

See also

References

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