CHEBI:67506 - 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside

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ChEBI Name 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside
ChEBI ID CHEBI:67506
ChEBI ASCII Name 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside
Definition A β-D-glucoside compound having 4,5-dimethoxybenzene-1,3-diol as the anomeric substituent and 4-hydroxy-3-methoxybenzoic acid as the substituent at position 6. It has been isolated from the stems of Gordonia chrysandra and exhibits inhibitory effect on nitric oxide production.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H26O12
Net Charge 0
Average Mass 482.43460
Monoisotopic Mass 482.14243
InChI InChI=1S/C22H26O12/c1-29-14-6-10(4-5-12(14)23)21(28)32-9-16-17(25)18(26)19(27)22(34-16)33-11-7-13(24)20(31-3)15(8-11)30-2/h4-8,16-19,22-27H,9H2,1-3H3/t16-,17-,18+,19-,22-/m1/s1
InChIKey WCXHEUMNHRAWIJ-NFSXTHTRSA-N
SMILES COc1cc(ccc1O)C(=O)OC[C@H]1O[C@@H](Oc2cc(O)c(OC)c(OC)c2)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Gordonia chrysandra (NCBI:txid182314) Found in stem (BTO:0001300). 95% ethanolic extract of air-dried stems See: PubMed
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.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) has role anti-inflammatory agent (CHEBI:67079)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) has role metabolite (CHEBI:25212)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) has role plant metabolite (CHEBI:76924)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) is a β-D-glucoside (CHEBI:22798)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) is a benzoate ester (CHEBI:36054)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) is a dimethoxybenzene (CHEBI:51681)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) is a monosaccharide derivative (CHEBI:63367)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) is a phenols (CHEBI:33853)
IUPAC Name
3-hydroxy-4,5-dimethoxyphenyl 6-O-(4-hydroxy-3-methoxybenzoyl)-β-D-glucopyranoside
Registry Number Type Source
21534289 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21473609 PubMed citation Europe PMC
Last Modified
04 December 2013