CHEBI:3421 - carlinoside

ChEBI IDCHEBI:3421
ChEBI Namecarlinoside
Stars
DefinitionA C-glycosyl compound that is luteolin substituted at positions 8 and 6 by α-L-arabinopyranosyl and β-D-glucosyl residues respectively.
Last Modified28 July 2014
DownloadsMolfile
FormulaC26H28O15
Net Charge0
Average Mass580.495
Monoisotopic Mass580.14282
SMILESO=c1cc(-c2ccc(O)c(O)c2)oc2c([C@@H]3OC[C@H](O)[C@H](O)[C@H]3O)c(O)c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c12
InChIInChI=1S/C26H28O15/c27-5-13-18(33)21(36)23(38)26(41-13)15-19(34)14-10(30)4-12(7-1-2-8(28)9(29)3-7)40-24(14)16(20(15)35)25-22(37)17(32)11(31)6-39-25/h1-4,11,13,17-18,21-23,25-29,31-38H,5-6H2/t11-,13+,17-,18+,21-,22+,23+,25-,26-/m0/s1
InChIKeyXBGYTZHKGMCEGE-VYUBKLCTSA-N
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
carlinoside (CHEBI:3421) has functional parent luteolin (CHEBI:15864)
carlinoside (CHEBI:3421) has role anti-inflammatory agent (CHEBI:67079)
carlinoside (CHEBI:3421) has role antioxidant (CHEBI:22586)
carlinoside (CHEBI:3421) has role metabolite (CHEBI:25212)
carlinoside (CHEBI:3421) is a C-glycosyl compound (CHEBI:20857)
carlinoside (CHEBI:3421) is a tetrahydroxyflavone (CHEBI:38684)
Synonyms  Source
luteolin 6-C-glucoside-8-C-arabinosideChEBI
luteolin 6-C-β-D-glucopyranoside-8-C-α-L-arabinopyranosideLIPID MAPS
8-C-α-L-arabinopyranosyl-6-C-β-D-glucosylluteolinChEBI
6-C-β-D-glucosyl-8-C-α-L-arabinopyranosylluteolinChEBI
Manual XrefsDatabases
C10026KEGG COMPOUND
LMPK12110488LIPID MAPS
C00006184KNApSAcK
Registry NumbersSources
Reaxys:6563440Reaxys
CAS:59952-97-5KEGG COMPOUND
Citations