Isorhapontigenin

• CAT Number: R061169
• CAS Number: 32507-66-7
• Molecular Formula: C15H14O4
• Molecular Weight: 258.273
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: 5-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol
• InChI: InChI=1S/C15H14O4/c1-19-15-8-10(4-5-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+
• InChIKey: ANNNBEZJTNCXHY-NSCUHMNNSA-N
• SMILES: COC1=C(C=CC(=C1)C=CC2=CC(=CC(=C2)O)O)O

Isorhapontigenin (CAS 32507-66-7) is a stilbene derivative isolated from a number of plants including Chinese medical herbs Gnetum Cleistostachyum and Iris Domestica (Belamcanda chinensis, leopard lily), and wine grapes. Similarly to resveratrol, isorhapontigenin is a potent antioxidant that attenuates ROS generation. Also, Isorhapontigenin exhibits pro-apoptopic and anti-cancer activities through downregulation of XIAP (X-linked inhibitor of apoptosis protein).

Reference

1.Wang, Qing Li, Mao Lin, and Geng Tao Liu. "Antioxidative activity of natural isorhapontigenin." The Japanese Journal of Pharmacology 87.1 (2001): 61-66.
2.Li, Hong-Liang, et al. "Isorhapontigenin, a new resveratrol analog, attenuates cardiac hypertrophy via blocking signaling transduction pathways." Free Radical Biology and Medicine 38.2 (2005): 243-257.
3.Fernández-Marín, María Isabel, et al. "Isorhapontigenin: a novel bioactive stilbene from wine grapes." Food chemistry 135.3 (2012): 1353-1359.
4.Fang, Yong, et al. "The Chinese herb isolate isorhapontigenin induces apoptosis in human cancer cells by down-regulating overexpression of antiapoptotic protein XIAP." Journal of Biological Chemistry 287.42 (2012): 35234-35243.