Methandriol bisenanthoyl acetate

Methandriol bisenanthoyl acetate (brand name Notandron-Depot), or methylandrostenediol bisenanthoyl acetate, also known as 17α-methylandrost-5-ene-3β,17β-diol 3β,17β-di(3-oxononanoate), is a synthetic, injected anabolic–androgenic steroid (AAS) and a 17α-alkylated derivative of 5-androstenediol.[1][2] It is an androgen ester—specifically, the C3β,17β di(3-oxononanoate) (or dienanthoylacetate) ester of methandriol (17α-methyl-5-androstenediol)—and acts as a prodrug of methandriol in the body.[1] Methandriol bisenanthoyl acetate is administered by intramuscular injection and, relative to methandriol, has an extended duration via this route due to a depot effect afforded by its ester.

Methandriol bisenanthoyl acetate
Clinical data
Trade namesNotandron-Depot
Other namesMethandriol dioxononanoate; Methylandrostenediol dioxononanoate; Methandriol bisoxononanoate; Methylandrostenediol bisoxononanoate; 17α-Methylandrost-5-ene-3,17β-diol 3,17β-di(3-oxononanoate)
Routes of
administration		Intramuscular injection
Identifiers
IUPAC name
  • (1S,2R,10R,11S,14R,15S)-2,14,15-Trimethyl-5-[(3-oxononanoyl)oxy]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-yl 3-oxononanoate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC38H60O6
Molar mass612.892 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCCC(=O)CC(=O)OC1CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@@]4(C)OC(=O)CC(=O)CCCCCC)[C@@H]3CC=C2C1
InChI
  • InChI=1S/C38H60O6/c1-6-8-10-12-14-28(39)25-34(41)43-30-18-21-36(3)27(24-30)16-17-31-32(36)19-22-37(4)33(31)20-23-38(37,5)44-35(42)26-29(40)15-13-11-9-7-2/h16,30-33H,6-15,17-26H2,1-5H3/t30?,31-,32+,33+,36?,37?,38-/m1/s1
  • Key:ASAWDXJIGAVOBY-JXCMQCOYSA-N

See also

References
  1. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 663–. ISBN 978-3-88763-075-1.
  2. Rogozkin VA (14 June 1991). Metabolism of Anabolic-Androgenic Steroids. CRC Press. pp. 15–. ISBN 978-0-8493-6415-0.



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