CHEBI:16954 - vitexin

ChEBI IDCHEBI:16954
ChEBI Namevitexin
Stars
DefinitionAn apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet
Secondary ChEBI IDsCHEBI:10012, CHEBI:15315, CHEBI:27308
Last Modified27 March 2015
DownloadsMolfile
FormulaC21H20O10
Net Charge0
Average Mass432.381
Monoisotopic Mass432.10565
SMILESO=c1cc(-c2ccc(O)cc2)oc2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)cc(O)c12
InChIInChI=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
InChIKeySGEWCQFRYRRZDC-VPRICQMDSA-N
Wikipedia
Roles Classification
Biological Roles:
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 α-glucosidase (EC 3.2.1.20).
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
VitexinKEGG COMPOUND
Apigenin 8-C-glucosideKEGG COMPOUND
apigenin 8-C-glucosideIUBMB
Manual XrefsDatabases
C01460KEGG COMPOUND
VITEXINMetaCyc
LMPK12110194LIPID MAPS
VitexinWikipedia
C00001110KNApSAcK
Registry NumbersSources
Reaxys:67796Reaxys
CAS:3681-93-4KEGG COMPOUND
CAS:3681-93-4ChemIDplus
Citations