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
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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
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Registry Numbers Types Sources
1630083 Reaxys Registry Number Reaxys
1630083 Beilstein Registry Number Beilstein
1936-18-1 CAS Registry Number ChemIDplus
4788633 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
17226487 PubMed citation Europe PMC
17611928 PubMed citation Europe PMC
Last Modified
28 July 2014