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
1523406 Beilstein Registry Number Beilstein
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