Jump to content

Vitexin

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Carystus (talk | contribs) at 00:35, 13 December 2020 (See also: Orientin). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Vitexin
Names
Other names
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.020.876 Edit this at Wikidata
UNII
  • 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 checkY
    Key: SGEWCQFRYRRZDC-VPRICQMDSA-N checkY
  • 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
  • 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
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
Vitexin (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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.[3]

Metabolism

Goitrogenicity of millet flavones : Vitexin inhibits thyroid peroxidase thus contributing to goiter.[4][5]

See also

  • Isovitexin (or homovitexin, saponaretin) is the apigenin-6-C-glucoside.
  • Orientin, the 3'-OH derivative

References

  1. ^ 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. Archived from the original on 2012-09-10.
  2. ^ 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.
  3. ^ Scholz, Hildemar (1995). Gustav Hegi. Illustrierte Flora von Mitteleuropa IV(2B). Spermatophyta: Angiospermae: Dicotyledones 2(3). Rosaceae 2 (2nd ed.). Berlin: Blackwell Wissenschafts-Verlag. p. 431. ISBN 978-3-8263-2533-5.
  4. ^ 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.
  5. ^ Birzer, D. M., Klopfenstein, C. F., Leipold, H. W. (1987). "Goitre causing compounds found in pearl millet". Nutr. Rep. Int. 36: 131.{{cite journal}}: CS1 maint: multiple names: authors list (link)