CHEBI:145768 - apigenin-7-O-gentiobioside

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ChEBI Name apigenin-7-O-gentiobioside
ChEBI ID CHEBI:145768
ChEBI ASCII Name apigenin-7-O-gentiobioside
Definition A glycosyloxyflavone that is apigenin substituted by a 6-O-β-D-glucopyranosyl-β-D-glucopyranoside group at position 7.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C27H30O15
Net Charge 0
Average Mass 594.522
Monoisotopic Mass 594.15847
InChI InChI=1S/C27H30O15/c28-8-17-20(32)22(34)24(36)26(41-17)38-9-18-21(33)23(35)25(37)27(42-18)39-12-5-13(30)19-14(31)7-15(40-16(19)6-12)10-1-3-11(29)4-2-10/h1-7,17-18,20-30,32-37H,8-9H2/t17-,18-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1
InChIKey XDMJJZUUHWWITI-IPOZFMEPSA-N
SMILES C12=CC(=CC(=C1C(C=C(O2)C=3C=CC(=CC3)O)=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O
Metabolite of Species Details
Helichrysum arenarium (NCBI:txid261776) Found in flower (BTO:0000469). See: PubMed
Lactuca sativa (NCBI:txid4236) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing apigenin-7-O-gentiobioside (CHEBI:145768) has functional parent apigenin (CHEBI:18388)
apigenin-7-O-gentiobioside (CHEBI:145768) has role plant metabolite (CHEBI:76924)
apigenin-7-O-gentiobioside (CHEBI:145768) is a dihydroxyflavone (CHEBI:38686)
apigenin-7-O-gentiobioside (CHEBI:145768) is a disaccharide derivative (CHEBI:63353)
apigenin-7-O-gentiobioside (CHEBI:145768) is a gentiobioside (CHEBI:24215)
apigenin-7-O-gentiobioside (CHEBI:145768) is a glycosyloxyflavone (CHEBI:50018)
IUPAC Name
5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside
Synonyms Sources
apigenin 7-O-gentiobioside ChEBI
apigenin 7-O-Glc-(1→6)-Glc ChEBI
Manual Xref Database
CPD-14824 MetaCyc
View more database links
Citations Waiting for Citations Types Sources
19336929 PubMed citation Europe PMC
19561332 PubMed citation Europe PMC
25921859 PubMed citation Europe PMC
27375675 PubMed citation Europe PMC
Last Modified
09 January 2020