CHEBI:16954 - vitexin

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ChEBI Name vitexin
ChEBI ID CHEBI:16954
Definition An apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15315, CHEBI:10012, CHEBI:27308
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Formula C21H20O10
Net Charge 0
Average Mass 432.37750
Monoisotopic Mass 432.106
InChI InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1
InChIKey SGEWCQFRYRRZDC-VPRICQMDSA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc(O)c2c1oc(cc2=O)-c1ccc(O)cc1
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.
EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).
Application(s): platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing vitexin (CHEBI:16954) has functional parent apigenin (CHEBI:18388)
vitexin (CHEBI:16954) has role antineoplastic agent (CHEBI:35610)
vitexin (CHEBI:16954) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
vitexin (CHEBI:16954) has role plant metabolite (CHEBI:76924)
vitexin (CHEBI:16954) has role platelet aggregation inhibitor (CHEBI:50427)
vitexin (CHEBI:16954) is a C-glycosyl compound (CHEBI:20857)
vitexin (CHEBI:16954) is a trihydroxyflavone (CHEBI:27116)
vitexin (CHEBI:16954) is conjugate acid of vitexin-7-olate (CHEBI:57963)
Incoming 7-O-methylvitexin 2''-O-α-L-rhamnoside (CHEBI:31143) has functional parent vitexin (CHEBI:16954)
7-O-methylvitexin 2''-O-β-L-rhamnoside (CHEBI:82684) has functional parent vitexin (CHEBI:16954)
vitexin 2''-O-α-L-rhamnoside (CHEBI:32298) has functional parent vitexin (CHEBI:16954)
vitexin 2''-O-β-D-glucoside (CHEBI:16631) has functional parent vitexin (CHEBI:16954)
vitexin 2''-O-β-L-rhamnoside (CHEBI:82682) has functional parent vitexin (CHEBI:16954)
vitexin-7-olate (CHEBI:57963) is conjugate base of vitexin (CHEBI:16954)
IUPAC Name
(1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-D-glucitol
Synonyms Sources
Apigenin 8-C-glucoside KEGG COMPOUND
apigenin 8-C-glucoside IUBMB
Vitexin KEGG COMPOUND
Database Links Databases
C00001110 KNApSAcK
C01460 KEGG COMPOUND
LMPK12110194 LIPID MAPS
Vitexin Wikipedia
VITEXIN MetaCyc
View more database links
Registry Numbers Types Sources
3681-93-4 CAS Registry Number KEGG COMPOUND
3681-93-4 CAS Registry Number ChemIDplus
67796 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21809948 PubMed citation Europe PMC
22408451 PubMed citation Europe PMC
22683902 PubMed citation Europe PMC
22941432 PubMed citation Europe PMC
23099258 PubMed citation Europe PMC
Last Modified
27 March 2015