6-Monoacetylmorphine

6-Monoacetylmorphine (6-MAM, 6-acetylmorphine, or 6-AM) is an opioid and also one of three active metabolites of heroin (diacetylmorphine), the others being morphine and the much less active 3-monoacetylmorphine (3-MAM).

6-Monoacetylmorphine
Clinical data
Other names6-acetylmorphine
Routes of
administration
Intravenous
ATC code
  • none
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • UK: Class A
Pharmacokinetic data
Elimination half-life< 5 mins
Identifiers
  • 3-Hydroxy-6-acetyl-(5α,6α)-7,8-didehydro-4,5-epoxy-17-methylmorphinan
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.150.555
Chemical and physical data
FormulaC19H21NO4
Molar mass327.380 g·mol−1
3D model (JSmol)
SMILES
  • CC(=O)O[C@H]1/C=C\[C@H]2[C@H]3Cc4ccc(O)c5O[C@@H]1[C@]2(CCN3C)c45
  • InChI=1S/C19H21NO4/c1-9(21)10-8-15(23)17-16-11(10)7-13-12-3-4-14(22)18(24-17)19(12,16)5-6-20(13)2/h3-4,8,12-14,18,22-23H,5-7H2,1-2H3/t12-,13+,14-,18-,19-/m0/s1 N
  • Key:DUAISAINBBQDAF-LEPYJNQMSA-N N
 NY (what is this?)  (verify)
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