Structure via PubChem · Public domain (PubChem)
codeinone
Sign in to saveAlso known as (5alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-one
Codeinone is an isoquinolone alkaloid found in the opium poppy. As an analgesic, it is one-third the potency of codeine. It is an important intermediate in the production of hydrocodone–a painkiller about three-quarters the potency of morphine–as well as of oxycodone, though the latter can also be synthesized from thebaine.
Chemical data
- Formula
- C18H19NO3
- Molecular weight
- 297.3 g/mol
- IUPAC name
- (4R,4aR,7aR,12bS)-9-methoxy-3-methyl-1,2,4,4a,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 297.136493
Show 4 more facts
- chemical formula
- C₁₈H₁₉NO₃
- canonical SMILES
- CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(=O)C=C4
- isomeric SMILES
- CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3C(=O)C=C4
- Commons category
- Codeinone
Sources (2)
via Wikidata · CC0
~1 min read
Article
3 sectionsContents
- Chemical structure
- Apoptotic activity
- References
Codeinone is an isoquinolone alkaloid found in the opium poppy. As an analgesic, it is one-third the potency of codeine. It is an important intermediate in the production of hydrocodone–a painkiller about three-quarters the potency of morphine–as well as of oxycodone, though the latter can also be synthesized from thebaine.
==Chemical structure== Codeinone can be described as the methylether of morphinone: 3-methyl-morphinone.