Irigenin

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]

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
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).
Infobox references

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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