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

ChEBI IDCHEBI:67506
ChEBI Name1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside
Stars
ASCII Name1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-beta-D-glucopyranoside
DefinitionA 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.
Last Modified4 December 2013
DownloadsMolfile
FormulaC22H26O12
Net Charge0
Average Mass482.438
Monoisotopic Mass482.14243
SMILESCOc1cc(C(=O)OC[C@H]2O[C@@H](Oc3cc(O)c(OC)c(OC)c3)[C@H](O)[C@@H](O)[C@@H]2O)ccc1O
InChIInChI=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
InChIKeyWCXHEUMNHRAWIJ-NFSXTHTRSA-N
Species of MetaboliteComponentSourceComments
Gordonia chrysandra (ncbitaxon:182314) stem (BTO:0001300) PubMed (21473609) 95% ethanolic extract of air-dried stems
Roles Classification
Biological Roles:
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:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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 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)
1-O-3,4-dimethoxy-5-hydroxyphenyl-(6-O-vanilloyl)-β-D-glucopyranoside (CHEBI:67506) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
3-hydroxy-4,5-dimethoxyphenyl 6-O-(4-hydroxy-3-methoxybenzoyl)-β-D-glucopyranoside
Registry NumbersSources
Reaxys:21534289Reaxys
Citations