Pseudomorphine

Pseudomorphine (also known as oxydimorphine or dehydromorphine) is an inactive, natural dimerisation product of the morphine molecule in tandem and thus a common impurity in morphine concentrations. It was first described by Pelletier in 1835.

Chemical data

Formula: C34H36N2O6
Molecular weight: 568.7 g/mol
IUPAC name: (4R,4aR,7S,7aR,12bS)-10-[(4R,4aR,7S,7aR,12bS)-7,9-dihydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-10-yl]-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=CC(=C(C(=C52)O[C@H]3[C@H](C=C4)O)O)C6=C(C7=C8C(=C6)C[C@@H]9[C@H]1[C@]8(CCN9C)[C@@H](O7)[C@H](C=C1)O)O
InChIKey: FOJYFDFNGPRXDR-SQILNHJXSA-N
XLogP: 2.8
Polar surface area: 106 Å²
H-bond donors: 4
H-bond acceptors: 8
Formal charge: 0

via PubChem

Wikidata facts

Mass: 568.257336872

Show 3 more facts

chemical formula: C₃₄H₃₆N₂O₆
canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C(=C5)C6=CC7=C8C(=C6O)OC9C81CCN(C(C7)C1C=CC9O)C)O)OC3C(C=C4)O
isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C(=C5)C6=CC7=C8C(=C6O)O[C@@H]9[C@]81CCN([C@H](C7)[C@@H]1C=C[C@@H]9O)C)O)O[C@H]3[C@H](C=C4)O

Sources (2)

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