CHEBI:17225 - salutaridine

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ChEBI Name salutaridine
ChEBI ID CHEBI:17225
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9015, CHEBI:15062, CHEBI:26598
Supplier Information ChemicalBook:CB2408147, eMolecules:478564, ZINC000001532749
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Formula C19H21NO4
Net Charge 0
Average Mass 327.37438
Monoisotopic Mass 327.14706
InChI 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
InChIKey GVTRUVGBZQJVTF-YJYMSZOUSA-N
SMILES COC1=C[C@]23CCN(C)[C@H](Cc4ccc(OC)c(O)c24)C3=CC1=O
Metabolite of Species Details
Papaver bracteatum (NCBI:txid215227) See: PubMed
Corydalis saxicola (NCBI:txid282776) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): anti-HBV agent
An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
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ChEBI Ontology
Outgoing salutaridine (CHEBI:17225) has parent hydride morphinan (CHEBI:35649)
salutaridine (CHEBI:17225) has role anti-HBV agent (CHEBI:64951)
salutaridine (CHEBI:17225) has role metabolite (CHEBI:25212)
salutaridine (CHEBI:17225) is a morphinane alkaloid (CHEBI:25418)
salutaridine (CHEBI:17225) is conjugate base of salutaridinium(1+) (CHEBI:58061)
Incoming salutaridinium(1+) (CHEBI:58061) is conjugate acid of salutaridine (CHEBI:17225)
IUPAC Name
4-hydroxy-3,6-dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-7-one
Synonyms Sources
5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-morphinan-7-one KEGG COMPOUND
Salutaridine KEGG COMPOUND
Sinoacutine ChemIDplus
Sinoacutine KEGG COMPOUND
Manual Xrefs Databases
C00001916 KNApSAcK
C05179 KEGG COMPOUND
Salutaridine Wikipedia
View more database links
Registry Numbers Types Sources
1630083 Reaxys Registry Number Reaxys
1936-18-1 CAS Registry Number ChemIDplus
4788633 Beilstein Registry Number Beilstein
Citations Types Sources
17226487 PubMed citation Europe PMC
17611928 PubMed citation Europe PMC
Last Modified
28 July 2014