Irilone

Irilone
Names


IUPAC name 9-hydroxy-7-(4-hydroxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
Identifiers
CAS Number	41653-81-0^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:5970^N
ChemSpider	4445092^N
KEGG	C10467^N
PubChem	5281779
InChI InChI=1S/C16H10O6/c17-9-3-1-8(2-4-9)10-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(10)18/h1-6,17,19H,7H2^N Key: NUGRQNBDTZWXTP-UHFFFAOYSA-N^N InChI=1/C16H10O6/c17-9-3-1-8(2-4-9)10-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(10)18/h1-6,17,19H,7H2 Key: NUGRQNBDTZWXTP-UHFFFAOYAV
SMILES C1OC2=C(O1)C(=C3C(=C2)OC=C(C3=O)C4=CC=C(C=C4)O)O
Properties
Chemical formula	C₁₆H₁₀O₆
Molar mass	298.24 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Irilone is an isoflavone, a type of flavonoid. It can be found in Trifolium pratense (red clover),^[1] in Iris unguicularis^[2] and in Iris germanica.^[3]

References

↑ The red clover isoflavone irilone is largely resistant to degradation by the human gut microbiota. Annett Braune, Ronald Maul, Nils Helge Schebb, Sabine E. Kulling and Michael Blaut, Molecular Nutrition & Food Research, 8 Dec 2009
↑ New and Known Constituents from Iris unguicularis and Their Antioxidant Activity. Atta-ur-Rahman, Sumaira Hareem, M. Iqbal Choudhary, Bilge Sener, Ahmed Abbaskhan, Hina Siddiqui, Shazia Anjum, Ilkay Orhan, Ilhan Gurbuz and Filiz Ayanoglu, HeteroCycles, 2010, Special issue, Vol 82, No. 1, pages 813-824, doi:10.3987/COM-10-S(E)6
↑ Lipase-catalyzed regioselective protection/deprotection of hydroxyl groups of the isoflavone irilone isolated from Iris germanica. Nighat Nazir, Surrinder Koul, Mushtaq Ahmad Qurishi, Subhash Chandra Taneja and Ghulam Nabi Qazi, Biocatalysis and Biotransformation, 2 December 2008, 1029-2446, Volume 27, Issue 2, Pages 118–123, INIST:21235726

Isoflavones and their glycosides

Isoflavones	Daidzein Genistein Irilone Orobol Pseudobaptigenin Anagyroidisoflavone A and B

O-methylated isoflavones	Biochanin A Calycosin Formononetin Glycitein Irigenin 5-O-methylgenistein Pratensein Prunetin Psi-tectorigenin Retusin Tectorigenin

Glycosides	Daidzin Genistin Iridin Ononin Puerarin Sophoricoside Tectoridin

Prenylated isoflavones	Bidwillol A Derrubone Luteone 7-O-Methylluteone Wighteone

Pyranoisoflavones	Alpinumisoflavone Barbigerone Di-O-methylalpinumisoflavone 4'-methyl-alpinumisoflavone

Misc	Rotenoids

Synthetic	Ipriflavone

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