Tectorigenin

Tectorigenin is an O-methylated isoflavone, a type of flavonoid. It can be isolated from leopard lily (Belamcanda chinensis),[1] in Iris unguicularis[2] or Pueraria thunbergiana.[3]

Tectorigenin
Tectorigenin molecule
Names
IUPAC name
4′,5,7-Trihydroxy-6-methoxyisoflavone
Systematic IUPAC name
5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
Other names
Tectorigenine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.208.621
KEGG
UNII
  • InChI=1S/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3 ☒N
    Key: OBBCRPUNCUPUOS-UHFFFAOYSA-N ☒N
  • InChI=1/C16H12O6/c1-21-16-11(18)6-12-13(15(16)20)14(19)10(7-22-12)8-2-4-9(17)5-3-8/h2-7,17-18,20H,1H3
    Key: OBBCRPUNCUPUOS-UHFFFAOYAZ
  • COC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=CC=C(C=C3)O)O
Properties
C16H12O6
Molar mass 300.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Glycosides

Tectoridin is the 7-glucoside of tectorigenin.

References
  1. Tectorigenin and other phytochemicals extracted from leopard lily Belamcanda chinensis affect new and established targets for therapies in prostate cancer. Paul Thelen, Jens-Gerd Scharf, Peter Burfeind, Bernhard Hemmerlein, Wolfgang Wuttke, Barbara Spengler, Volker Christoffel, Rolf-Hermann Ringert and Dana Seidlová-Wuttke, 2005
  2. 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
  3. Tectorigenin, an Isoflavone of Pueraria thunbergiana BENTH., Induces Differentiation and Apoptosis in Human Promyelocytic Leukemia HL-60 Cells. Lee Kyung-Tae, Sohn Il-Cheol, Kim Young-Kwan, Choi Jung-Hye, Choi Jong-Won, Park Hee-Juhn, Itoh Yoshie and Miyamoto Ken-ichi, 2001.
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