morphine-6-glucuronide

Also known as M6G, morphine 6-glucuronide

Morphine-6-glucuronide (M6G) is a major active metabolite of morphine. M6G is formed from morphine by the enzyme UGT2B7. It has analgesic effects roughly half that of morphine. M6G can accumulate to toxic levels in kidney failure.

In the Vinony graph

Within Vinony's link graph, morphine-6-glucuronide is referenced by 16 other articles, and connects out to (+)-catechin, butorphanol and kidney.

It sits within the topics 4,5-Epoxymorphinans, Chembox image size set and ECHA InfoCard ID from Wikidata.

Its subject is documented across 9 Wikipedia language editions.

Chemical data

Formula: C23H27NO9
Molecular weight: 461.5 g/mol
IUPAC name: (2S,3S,4S,5R,6R)-6-[[(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]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
InChIKey: GNJCUHZOSOYIEC-GAROZEBRSA-N
XLogP: -2.9
Polar surface area: 149 Å²
H-bond donors: 5
H-bond acceptors: 10
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Has part: carbon
Mass: 461.168581

Show 4 more facts

canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)OC6C(C(C(C(O6)C(=O)O)O)O)O
chemical formula: C₂₃H₂₇NO₉
isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3[C@H](C=C4)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
found in taxon: Mytilus edulis

Sources (2)

via Wikidata · CC0

~2 min read