CHEBI:7509 - neopine

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ChEBI Name neopine
ChEBI ID CHEBI:7509
Definition A morphinane alkaloid that is the Δ8,14 isomer of codeine. It is a minor constituent in opium from Papaver somniferum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H21NO3
Net Charge 0
Average Mass 299.370
Monoisotopic Mass 299.15214
InChI InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-4,6,12-13,17,20H,5,7-9H2,1-2H3/t12-,13+,17+,18+/m1/s1
InChIKey NNDKZTBFZTWKLA-QISBLDNZSA-N
SMILES COC1=C2O[C@H]3[C@@H](O)CC=C4[C@H]5CC(C=C1)=C2[C@@]34CCN5C
Metabolite of Species Details
Papaver somniferum (NCBI:txid3469) See: DOI
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing neopine (CHEBI:7509) is a morphinane alkaloid (CHEBI:25418)
neopine (CHEBI:7509) is a organic heteropentacyclic compound (CHEBI:38164)
neopine (CHEBI:7509) is conjugate base of neopine(1+) (CHEBI:194190)
Incoming neopine(1+) (CHEBI:194190) is conjugate acid of neopine (CHEBI:7509)
IUPAC Name
3-methoxy-17-methyl-5α-8,14-didehydro-4,5-epoxymorphinan-6α-ol
Synonyms Sources
(−)-neopine ChEBI
(5α,6α)-8,14-didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol ChEBI
β-codeine NIST Chemistry WebBook
neopin NIST Chemistry WebBook
Manual Xrefs Databases
C00001893 KNApSAcK
C09594 KEGG COMPOUND
HMDB0030248 HMDB
LSM-20936 LINCS
View more database links
Registry Number Type Source
467-14-1 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
15782326 PubMed citation Europe PMC
20291147 PubMed citation Europe PMC
20291148 PubMed citation Europe PMC
29779229 PubMed citation Europe PMC
30886433 PubMed citation Europe PMC
5796572 PubMed citation Europe PMC
Last Modified
05 January 2023