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CHEBI:70200 - 8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin

ChEBI IDCHEBI:70200
ChEBI Name8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin
Stars
ASCII Name8-C-alpha-L-arabinopyranosyl-7-O-beta-D-glucopyranosylnaringenin
DefinitionA glycosyloxyflavone and a flavone C-glycoside that is (S)-naringenin substituted by a β-D-glucopyranosyl residue at position 7 via a glycosidic linkage and a α-L-arabinopyranosyl residue at position 8. It has been isolated from the roots and leaves of Petrorhagia velutina.
Last Modified9 April 2018
DownloadsMolfile
FormulaC26H30O14
Net Charge0
Average Mass566.512
Monoisotopic Mass566.16356
SMILESO=C1C[C@@H](c2ccc(O)cc2)Oc2c1c(O)cc(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c2[C@@H]1OC[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C26H30O14/c27-7-16-20(33)21(34)23(36)26(40-16)39-15-6-12(30)17-11(29)5-14(9-1-3-10(28)4-2-9)38-24(17)18(15)25-22(35)19(32)13(31)8-37-25/h1-4,6,13-14,16,19-23,25-28,30-36H,5,7-8H2/t13-,14-,16+,19-,20+,21-,22+,23+,25-,26+/m0/s1
InChIKeyXNXNAVGWFAPTIB-AGZCJXADSA-N
Species of MetaboliteComponentSourceComments
Petrorhagia velutina (ncbitaxon:308175)
root (BTO:0001188) PubMed (21080643) Methanolic extract of dried leaf and root
leaf (BTO:0000713) PubMed (21080643) Methanolic extract of dried leaf and root
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin (CHEBI:70200) has functional parent (S)-naringenin (CHEBI:17846)
8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin (CHEBI:70200) has role plant metabolite (CHEBI:76924)
8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin (CHEBI:70200) is a (2S)-flavan-4-one (CHEBI:140377)
8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin (CHEBI:70200) is a dihydroxyflavone (CHEBI:38686)
8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin (CHEBI:70200) is a flavone C-glycoside (CHEBI:83280)
8-C-α-L-arabinopyranosyl-7-O-β-D-glucopyranosylnaringenin (CHEBI:70200) is a glycosyloxyflavone (CHEBI:50018)
IUPAC Name 
(1S)-1,5-anhydro-1-[(2S)-7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-8-yl]-L-arabinitol
Registry NumbersSources
Reaxys:21148645Reaxys
Citations