kaempferol 3,7-di-O-beta-D-glucoside (CHEBI:133224)

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CHEBI:133224 - kaempferol 3,7-di-O-β-D-glucoside

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ChEBI ID	CHEBI:133224
ChEBI Name	kaempferol 3,7-di-O-β-D-glucoside
Stars
ASCII Name	kaempferol 3,7-di-O-beta-D-glucoside
Definition	A glycosyloxyflavone that is kaempferol having two β-D-glucosyl residues attached at positions O-3 and O-7. Isolated from the aerial parts of Delphinium staphisagria, it exhibits trypanocidal activity.
Secondary ChEBI ID	CHEBI:67928
Last Modified	7 April 2021
Submitter	Keeva
Downloads	Molfile

Formula	C27H30O16
Net Charge	0
Average Mass	610.521
Monoisotopic Mass	610.15338
SMILES	O=c1c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c(-c2ccc(O)cc2)oc2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c12
InChI	InChI=1S/C27H30O16/c28-7-14-17(32)20(35)22(37)26(41-14)39-11-5-12(31)16-13(6-11)40-24(9-1-3-10(30)4-2-9)25(19(16)34)43-27-23(38)21(36)18(33)15(8-29)42-27/h1-6,14-15,17-18,20-23,26-33,35-38H,7-8H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1
InChIKey	XFFQVRFGLSBFON-DEFKTLOSSA-N

Species of Metabolite	Component	Source	Comments
Allium macrostemon (ncbitaxon:91198)	leaf (BTO:0000713)	PubMed (26434122)
Arabidopsis thaliana (ncbitaxon:3702)
	-	MetaboLights (MTBLS129)	From MetaboLights
	-	MetaboLights (MTBLS129)
	-	PubMed (27432888)
Delphinium staphisagria (ncbitaxon:104301)	aerial part (BTO:0001658)	PubMed (21466157)	80% ethanolic extract of chopped fresh plant
Equisetum debile (ncbitaxon:232203)	aerial part (BTO:0001658)	PubMed (17666861)
Paeonia suffruticosa (ncbitaxon:45171)	flower (BTO:0000469)	PubMed (24504864)
Pelargonium graveolens (ncbitaxon:73200)	-	PubMed (23027699)

Roles Classification

Biological Roles:	trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:	trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.

ChEBI Ontology

Outgoing Relation(s)
	kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224) has role plant metabolite (CHEBI:76924)
	kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224) has role trypanocidal drug (CHEBI:36335)
	kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224) is a dihydroxyflavone (CHEBI:38686)
	kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224) is a kaempferol O-glucoside (CHEBI:64634)
	kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224) is a β-D-glucoside (CHEBI:22798)
Incoming Relation(s)
	2''-acetylpaeonoside (CHEBI:67929) has functional parent kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224)
	paeonoside decaacetate (CHEBI:67930) has functional parent kaempferol 3,7-di-O-β-D-glucoside (CHEBI:133224)

IUPAC Names
3-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-D-glucopyranoside
3-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside

Synonyms	Source
3,7-bis(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Kaempferol 3,7-diglucoside	LIPID MAPS
Kaempferol 3,7-di-O-glucoside	ChemIDplus
kaempferol-3,7- di-β-D-glucopyranoside	ChEBI
Kaempferol 3,7-O-β-D-diglucopyranoside	KNApSAcK
Kaempferol-3-O-β-D-glucosyl-7-O-β-D-glucoside	ChemIDplus

Manual Xrefs	Databases
24784758	ChemSpider
C00005182	KNApSAcK
CPD-8034	MetaCyc
FDB016484	FooDB
HMDB0037433	HMDB
LMPK12111738	LIPID MAPS

Registry Numbers	Sources
Reaxys:1339818	Reaxys
CAS:25615-14-9	ChemIDplus

Citations