Irigenin

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Irigenin
Irigenin molecule
Names
IUPAC name
3′,5,7-Trihydroxy-4′,5′,6-trimethoxyisoflavone
Systematic IUPAC name
5,7-Dihydroxy-3-(3-hydroxy-4,5-dimethoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.145 Edit this at Wikidata
UNII
  • InChI=1/C18H16O8/c1-23-13-5-8(4-10(19)17(13)24-2)9-7-26-12-6-11(20)18(25-3)16(22)14(12)15(9)21/h4-7,19-20,22H,1-3H3
    Key: TUGWPJJTQNLKCL-UHFFFAOYAF
  • O=C\1c3c(O)c(OC)c(O)cc3O/C=C/1c2cc(O)c(OC)c(OC)c2
Properties
C18H16O8
Molar mass 360.31 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Irigenin is an O-methylated isoflavone, a type of flavonoid. It can be isolated from the rhizomes of the leopard lily (Belamcanda chinensis),[1] and Iris kemaonensis.[2][3]

Glycosides

Iridin is the 7-glucoside of irigenin.

References

  1. ^ Inhibitory effects of Irigenin from the rhizomes of Belamcanda chinensis on nitric oxide and prostaglandin E2 production in murine macrophage RAW 264.7 cells. Kwang Seok Ahn, Eun Jung Noh, Kwang-Hyun Cha, Yeong Shik Kim, Soon Sung Lim, Kuk Hyun Shin and Sang Hoon Jung, 2005
  2. ^ Mahmooda, Umar; Kaula, Vijay K.; Jirovetzb, Leopold (December 2002). "Alkylated benzoquinones from Iris kumaonensis". Phytochemistry. 61 (8): 923–926. doi:10.1016/S0031-9422(02)00474-0. PMID 12453518.
  3. ^ Jiaju Zhou, Guirong Xie and Xinjian Yan Encyclopedia of Traditional Chinese Medicines - Molecular Structures, Pharmalogical Activities, Natural sources and Applications, p. 214, at Google Books
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