oripavine (CHEBI:7782)

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ChEBI Name	oripavine

ChEBI ID	CHEBI:7782

Definition	A morphinane alkaloid with formula C₁₈H₁₉NO₃. It is the major metabolite of thebaine.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C18H19NO3

Net Charge

Average Mass

297.354

Monoisotopic Mass

297.13649

InChI

InChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3/t12-,17+,18+/m1/s1

InChIKey

ZKLXUUYLEHCAMF-UUWFMWQGSA-N

SMILES

COC1=CC=C2[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3C)[C@H]1O5

Metabolite of Species	Details
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. bacterial xenobiotic metabolite Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

Application(s):	opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.

ChEBI Ontology
Outgoing	oripavine (CHEBI:7782) has role bacterial xenobiotic metabolite (CHEBI:76976) oripavine (CHEBI:7782) has role opioid analgesic (CHEBI:35482) oripavine (CHEBI:7782) is a ether (CHEBI:25698) oripavine (CHEBI:7782) is a morphinane alkaloid (CHEBI:25418) oripavine (CHEBI:7782) is a organic heteropentacyclic compound (CHEBI:38164) oripavine (CHEBI:7782) is a organic hydroxy compound (CHEBI:33822) oripavine (CHEBI:7782) is a tertiary amino compound (CHEBI:50996) oripavine (CHEBI:7782) is conjugate base of oripavine(1+) (CHEBI:194499)

Incoming	thebaine (CHEBI:9519) has functional parent oripavine (CHEBI:7782) oripavine(1+) (CHEBI:194499) is conjugate acid of oripavine (CHEBI:7782)

IUPAC Name

6-methoxy-17-methyl-5α-6,7,8,14-tetradehydro-4,5-epoxymorphinan-3-ol

Synonyms	Sources
(5α)-6,7,8,14-tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-ol	ChEBI
3-O-demethylthebaine	ChEBI
6,7,8,14-tetradehydro-4,5α-epoxy-6-methoxy-17-methyl-morphinan-3-ol	ChEBI
oripavine	KEGG COMPOUND

Registry Number	Type	Source
467-04-9	CAS Registry Number	KNApSAcK

Last Modified

13 July 2023