CHEBI:76103 - laudanine

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ChEBI Name laudanine
ChEBI ID CHEBI:76103
Definition A benzyltetrahydroisoquinoline that is norlaudanosoline carrying four methyl substituents at positions N-1, O-6, O-7 and O-4'.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H25NO4
Net Charge 0
Average Mass 343.41680
Monoisotopic Mass 343.17836
InChI InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)20(25-4)12-15(14)16(21)9-13-5-6-18(23-2)17(22)10-13/h5-6,10-12,16,22H,7-9H2,1-4H3
InChIKey MPYHGNAJOKCMAQ-UHFFFAOYSA-N
SMILES COc1ccc(CC2N(C)CCc3cc(OC)c(OC)cc23)cc1O
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 )
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ChEBI Ontology
Outgoing laudanine (CHEBI:76103) has functional parent norlaudanosoline (CHEBI:28770)
laudanine (CHEBI:76103) is a aromatic ether (CHEBI:35618)
laudanine (CHEBI:76103) is a benzylisoquinoline alkaloid (CHEBI:22750)
laudanine (CHEBI:76103) is a benzyltetrahydroisoquinoline (CHEBI:26901)
laudanine (CHEBI:76103) is a phenols (CHEBI:33853)
laudanine (CHEBI:76103) is conjugate base of laudanine(1+) (CHEBI:76102)
Incoming (R)-laudanine (CHEBI:76105) is a laudanine (CHEBI:76103)
(S)-laudanine (CHEBI:76101) is a laudanine (CHEBI:76103)
laudanine(1+) (CHEBI:76102) is conjugate acid of laudanine (CHEBI:76103)
IUPAC Name
5-[(6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-methoxyphenol
Manual Xref Database
C17592 KEGG COMPOUND
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Registry Numbers Types Sources
85-64-3 CAS Registry Number ChemIDplus
96360 Reaxys Registry Number Reaxys
Last Modified
05 April 2017