Vitexin

Vitexin
Names
	Other names Apigenin-8-C-glucoside
Identifiers
CAS Number	3681-93-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16954 ;
ChEMBL	ChEMBL487417 ;
ChemSpider	4444098 ;
ECHA InfoCard	100.020.876
PubChem CID	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 Key: SGEWCQFRYRRZDC-VPRICQMDSA-N ; 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 (εr), 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).
	verify (what is ?)
	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.^{[citation needed]}

Metabolism[edit]

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. Archived from the original (PDF) on 2009-05-14. Retrieved 2009-08-21.
^ 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.