salutaridine
A morphinane alkaloid from the opium poppy, in which the 5,6,8,14-tetradehydromorphinan-7-one skeleton is substituted at position 4 by a hydroxyl group, positions 3 and 6 by methoxy groups and position N17 by a methyl group. An intermediate in the biosynthesis of narcotic analgesics such as morphine and codeine.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
Chemical structure
| Molecular formula | C19H21NO4 |
|---|---|
| Charge | 0 |
| Average mass | 327.38 Da |
| Monoisotopic mass | 327.14706 Da |
| Source | ChEBI |
| InChIKey | GVTRUVGBZQJVTF-YJYMSZOUSA-N |
COC1=C[C@]23CCN(C)[C@H](Cc4ccc(OC)c(O)c42)C3=CC1=O
InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m1/s1
Also called
- 4-hydroxy-3,6-dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-7-one
- 5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-morphinan-7-one
- Salutaridine
- Sinoacutine
Cross-references
- beilstein:4788633
- cas:1936-18-1
- kegg.compound:C05179
- knapsack:C00001916
- reaxys:1630083
Patents and articles
Activity roles
- anti-HBV agent
CHEBI:64951
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| CHEBI | CHEBI:17225 |
salutaridine | antibioticmech:chebi-1dd8d5f083 |
2026-08-30 |
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories