Vitexin

Vitexin
Names

Other names Apigenin-8-C-glucoside
Identifiers
CAS Number	3681-93-4^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:16954^Y
ChEMBL	ChEMBL487417^Y
ChemSpider	4444098^Y
ECHA InfoCard	100.020.876
PubChem	5280441
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^Y Key: SGEWCQFRYRRZDC-VPRICQMDSA-N^Y InChI=1/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 Key: SGEWCQFRYRRZDC-VPRICQMDBU
SMILES O=C2\C=C(/Oc1c(c(O)cc(O)c12)[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO)c4ccc(O)cc4
Properties
Chemical formula	C₂₁H₂₀O₁₀
Molar mass	432.38 g/mol
Appearance	Light yellow powder
Melting point	203 to 204 °C (397 to 399 °F; 476 to 477 K)
Supplementary data page
Structure and properties	Refractive index (n), Dielectric constant (ε_r), etc.
Thermodynamic data	Phase behaviour solid–liquid–gas
Spectral data	UV, IR, NMR, MS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

Vitexin is an apigenin flavone glucoside, a chemical compound found in the passion flower, Vitex agnus-castus (chaste tree or chasteberry), in the Phyllostachys nigra bamboo leaves,^[1] in the pearl millet (Pennisetum millet),^[2] and in Hawthorn.

Metabolism

Goitrogenicity of millet flavones : Vitexin inhibits thyroid peroxidase thus contributing to goiter.^[3]^[4]

↑ Zhang, Y; Jiao, J; Liu, C; Wu, X; Zhang, Y (2007). "Isolation and purification of four flavone C-glycosides from antioxidant of bamboo leaves by macroporous resin column chromatography and preparative high-performance liquid chromatography". Food Chemistry. doi:10.1016/j.foodchem.2007.09.037.
↑ J.O. AKINGBALA (1991). "Effect of Processing on Flavonoids in Millet (Pennisetum americanum) Flour" (PDF). Cereal Chem. 68 (2): 180–183.
↑ Gaitan, E (1990). "Goitrogens in food and water.". Annual Review of Nutrition. 10: 21–39. doi:10.1146/annurev.nu.10.070190.000321. PMID 1696490.
↑ Birzer, D. M., Klopfenstein, C. F., Leipold, H. W. (1987). "Goitre causing compounds found in pearl millet". Nutr. Rep. Int. 36: 131.

Flavones and their conjugates

Aglycones

Monohydroxyflavone	6-Hydroxyflavone

Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone

Trihydroxyflavones	Apigenin Baicalein Norwogonin

Tetrahydroxyflavones	Isoscutellarein Luteolin Norartocarpetin Scutellarein

Pentahydroxyflavones	6-Hydroxyluteolin Hypolaetin Tricetin

O-methylated flavones	Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeritin Techtochrysin Tricin Wogonin Zapotin

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin

of baicalein	Baicalin Tetuin

of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide

of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide

Acetylated

Sulfated glycosides

Polymers

Drugs

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