CHEBI:68883 - kaempferol 3,7-di-O-α-L-rhamnoside

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ChEBI Name kaempferol 3,7-di-O-α-L-rhamnoside
ChEBI ID CHEBI:68883
ChEBI ASCII Name kaempferol 3,7-di-O-alpha-L-rhamnoside
Definition A glycosyloxyflavone that is kaempferol attached to α-L-rhamnopyranosyl residues at positions 3 and 7 respectively via glycosidic linkages. It has been isolated from the aerial parts of Vicia faba and Lotus edulis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:133236
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Formula C27H30O14
Net Charge 0
Average Mass 578.51870
Monoisotopic Mass 578.164
InChI InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1
InChIKey PUPKKEQDLNREIM-QNSQPKOQSA-N
SMILES C[C@@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(-c2ccc(O)cc2)c(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)c3=O)[C@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Lotus edulis (NCBI:txid181270) Found in branch (BTO:0000148). Methanolic extract of leaves and branches See: PubMed
Lotus edulis (NCBI:txid181270) Found in leaf (BTO:0000713). Methanolic extract of leaves and branches See: PubMed
Vicia faba (NCBI:txid3906) Found in branch (BTO:0000148). Methanolic extract of leaves and branches See: PubMed
Vicia faba (NCBI:txid3906) Found in leaf (BTO:0000713). Methanolic extract of leaves and branches See: PubMed
Sedum dendroideum (NCBI:txid1239900) Found in leaf (BTO:0000713). See: PubMed
Justicia sp.cigera (NCBI:txid141992) See: PubMed
Siraitia grosvenorii (NCBI:txid190515) Found in fruit (BTO:0000486). See: PubMed
Corynandra viscosa (NCBI:txid190804) Found in leaf (BTO:0000713). See: PubMed
Hibiscus cannabinus (NCBI:txid229543) Found in leaf (BTO:0000713). See: PubMed
Arabidopsis thaliana (NCBI:txid3702) See: PubMed
Arabidopsis thaliana (NCBI:txid3702) See: MetaboLights Study
Bauhinia forficata (NCBI:txid413686) Found in leaf (BTO:0000713). See: PubMed
Hedyotis verticillata (NCBI:txid462690) Found in leaf (BTO:0000713). See: PubMed
Dryopteris crassirhizoma (NCBI:txid97234) See: PubMed
Roles Classification
Biological Role(s): immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
hypoglycemic agent
A drug which lowers the blood glucose level.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has functional parent kaempferol (CHEBI:28499)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role anti-inflammatory agent (CHEBI:67079)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role antidepressant (CHEBI:35469)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role antineoplastic agent (CHEBI:35610)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role apoptosis inducer (CHEBI:68495)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role bone density conservation agent (CHEBI:50646)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role hypoglycemic agent (CHEBI:35526)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role immunomodulator (CHEBI:50846)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) has role plant metabolite (CHEBI:76924)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) is a α-L-rhamnoside (CHEBI:27848)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) is a dihydroxyflavone (CHEBI:38686)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) is a glycosyloxyflavone (CHEBI:50018)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) is a monosaccharide derivative (CHEBI:63367)
kaempferol 3,7-di-O-α-L-rhamnoside (CHEBI:68883) is a polyphenol (CHEBI:26195)
IUPAC Names
3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-deoxy-α-L-mannopyranoside
7-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-deoxy-α-L-mannopyranoside
Synonyms Sources
3,7-bis((6-deoxy-α-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChemIDplus
Kaempferitrin ChemIDplus
kaempferitrin ChemIDplus
Kaempferol 3,7-bisrhamnoside ChemIDplus
kaempferol 3,7-bisrhamnoside ChemIDplus
Kaempferol 3,7-dirhamnoside ChemIDplus
kaempferol 3,7-dirhamnoside ChemIDplus
kaempferol 3-O-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside ChEBI
kaempferol-3,7-O-α-L-dirhamnoside HMDB
Kaempferol-dirhamnoside KEGG COMPOUND
Lespedin ChemIDplus
lespedin ChemIDplus
Lespenefril ChemIDplus
Lespenefril KEGG COMPOUND
lespenephril HMDB
Lespenephryl ChemIDplus
lespenephryl ChemIDplus
Database Links Databases
C16981 KEGG COMPOUND
HMDB0037438 HMDB
Kaempferitrin Wikipedia
kaempferol-3-rhamnoside-7-rhamnoside MetaCyc
LMPK12111865 LIPID MAPS
View more database links
Registry Numbers Types Sources
482-38-2 CAS Registry Number ChemIDplus
73958 Reaxys Registry Number Reaxys
73958 Beilstein Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
15 March 2018