6-MAM | |
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Molecular structure via molpic based on CDK |
Physical properties [] | |
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Molecular mass | 327.4 g/mol [1] |
Predicted LogP | 1.3 [1] |
Structural Identifiers [] | |
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Molecular formula | C19H21NO4 [1] |
IUPAC name | [(4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate [1] |
SMILES | CC(=O)O[C@H]1C=C[C@H]2[C@H]3CC4=C5[C@]2([C@H]1OC5=C(C=C4)O)CCN3C [1] |
InChI | InChI=1S/C19H21NO4/c1-10(21)23-15-6-4-12-13-9-11-3-5-14(22)17-16(11)19(12,18(15)24-17)7-8-20(13)2/h3-6,12-13,15,18,22H,7-9H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1 [1] |
InChIKey | JJGYGPZNTOPXGV-SSTWWWIQSA-N [1] |
Dosing [] | |
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Elimination half-life | 0.6 hours |
Toxicity [] | |
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LD50 | Mouse: - intravenous: 59 mg/kg - intracrebral: 147 mg/kg |
6-Monoacetylmorphine
6-Monoacetylmorphine (also known as 6-Acetylmorphine, 6-O-Monoacetylmorphine, 6-O-Acetylmorphine, 6-MAM, morphine-6-acetate, 6-MAM cpd, 6-(0-acetyl)morphine, RefChem:540029, ((4R,4aR,7S,7aR,12bS)-9-hydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinoline-7-yl) acetate or Monoacetylmorphine) is a opioid substance of the morphinan class.
Chemistry
Stereochemistry []
6-Monoacetylmorphine is a absolute mixture
Subjective effects
Anodyne Usernotes [] | |
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0xea / 6-Monoacetylmorphine[citrate] via Intravenous | obtained by letting diacetylmorphine sit in a low pH solution for several weeks; quite potent; relaxing to the point of inducing sleep; warm; minor pain reduction; helps deal with siginificant emotional pain; weird dream like states which feel fully concious; encourages sexuality |
Legal status
- Australia: 6-Monoacetylmorphine is a S9 substance.
- United Kingdom: 6-Monoacetylmorphine is a Class A substance.
See also []
External links []
- 6-Monoacetylmorphine (Wikipedia)
- 6-Monoacetylmorphine (Wikidata)
- 6-Monoacetylmorphine (PubChem)
- 6-Monoacetylmorphine (ChEMBL)
- 6-Monoacetylmorphine (ChEBI)
- 6-Monoacetylmorphine (Probes & Drugs)
- 6-Monoacetylmorphine (Common Chemistry)
- 6-Monoacetylmorphine (KEGG)
- 6-Monoacetylmorphine (UNII)
- 6-Monoacetylmorphine (EPA DSSTox)
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 5462507, 6-Monoacetylmorphine. Accessed September 14, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/5462507
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. 6-Monoacetylmorphine. UNII: M5E47P1ZCH. Global Substance Registration System. Accessed September 14, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/M5E47P1ZCH