CHEBI:5568 - guattegaumerine

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ChEBI Name guattegaumerine
ChEBI ID CHEBI:5568
Definition An aromatic ether resulting from oxidative dimerisation between the 4-hydroxy group of one molecule of (1R)-1-(4-hydroxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol and the 3-position of the 4-hydroxybenzyl group of another.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H40N2O6
Net Charge 0
Average Mass 596.71268
Monoisotopic Mass 596.28864
InChI InChI=1S/C36H40N2O6/c1-37-13-11-24-18-34(42-3)32(40)20-27(24)29(37)15-22-5-8-26(9-6-22)44-36-17-23(7-10-31(36)39)16-30-28-21-33(41)35(43-4)19-25(28)12-14-38(30)2/h5-10,17-21,29-30,39-41H,11-16H2,1-4H3/t29-,30-/m1/s1
InChIKey FDABVSXGAMFQQH-LOYHVIPDSA-N
SMILES COc1cc2CCN(C)[C@H](Cc3ccc(Oc4cc(C[C@H]5N(C)CCc6cc(OC)c(O)cc56)ccc4O)cc3)c2cc1O
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): 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 guattegaumerine (CHEBI:5568) has functional parent dauricine (CHEBI:4331)
guattegaumerine (CHEBI:5568) is a aromatic ether (CHEBI:35618)
guattegaumerine (CHEBI:5568) is a bisbenzylisoquinoline alkaloid (CHEBI:133004)
guattegaumerine (CHEBI:5568) is a phenols (CHEBI:33853)
guattegaumerine (CHEBI:5568) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
(1R)-1-[4-(2-hydroxy-5-{[(1R)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}phenoxy)benzyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol
Synonyms Sources
(−)-N,N-dimethyllindoldhamine ChEBI
7,7'-Demethyldauricine ChemIDplus
7-Isoquinolinol, 1,2,3,4-tetrahydro-1-((4-(2-hydroxy-5-((1,2,3,4-tetrahydro-7-hydroxy-6-methoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)phenyl)methyl)-6-methoxy-2-methyl-, (R-(R*,R*))- ChemIDplus
Dauriciline ChemIDplus
Guattegaumerine KEGG COMPOUND
Manual Xrefs Databases
C00025616 KNApSAcK
C06511 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1523406 Reaxys Registry Number Reaxys
21446-35-5 CAS Registry Number KEGG COMPOUND
21446-35-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17405005 PubMed citation Europe PMC
19015976 PubMed citation Europe PMC
3575505 PubMed citation Europe PMC
Last Modified
12 August 2016