isorhapontigenin CAS 32507-66-7

Introduction：Basic information about isorhapontigenin CAS 32507-66-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

isorhapontigenin Basic information

• Product Name: isorhapontigenin
• Synonyms: isorhapontigenin;(E)-3,4',5-Trihydroxy-3'-methoxystilbene;(E)-3'-Methoxystilbene-3,4',5-triol;(E)-3-Methoxy-stilbene-4,3',5'-triol;5-[(E)-2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol;100MG/1G/100G;3,4',5-Trihydroxy-3'-methoxy-trans-stilbene;100mg
• CAS: 32507-66-7
• MF: C15H14O4
• MW: 258.27
• EINECS: 803-480-7
• Mol File: 32507-66-7.mol

isorhapontigenin Chemical Properties

• Melting point: 180.0 to 184.0 °C
• Boiling point: 471.8±35.0 °C(Predicted)
• density: 1.345
• storage temp.: room temp
• solubility: DMSO: soluble15mg/mL, clear
• pka: 9.16±0.10(Predicted)
• form: powder
• color: white to light brown
• 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: C1(O)=CC(/C=C/C2=CC=C(O)C(OC)=C2)=CC(O)=C1

Safety Information

• Hazard Codes: Xi
• Risk Statements: 37/38-41-43-51
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HS Code: 2909.50.5000
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Eye Dam. 1 Skin Irrit. 2 STOT SE 3

isorhapontigenin Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Belamcanda chinensis.

Uses

Isorhapontigenin, an orally bioavailable dietary polyphenol isolated from the Chinese herb Gnetum cleistostachyum, displays anti-inflammatory effects. Isorhapontigenin induces autophagy and inhibits invasive bladder cancer formation[1][2].

Definition

ChEBI: Isorhapontigenin is a stilbenoid.

Biochem/physiol Actions

Isorhapontigenin or 4-methoxyresveratrol 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).

References

[1] Yeo SCM, et al. Isorhapontigenin, a bioavailable dietary polyphenol, suppresses airway epithelial cell inflammation through a corticosteroid-independent mechanism. Br J Pharmacol. 2017 Jul;174(13):2043-2059. DOI:10.1111/bph.13803
[2] Liang Y, et al. SESN2/sestrin 2 induction-mediated autophagy and inhibitory effect of isorhapontigenin (ISO) on human bladder cancers. Autophagy. 2016 Aug 2;12(8):1229-39. DOI:10.1080/15548627.2016.1179403
[3] Jiang G, et al. Isorhapontigenin (ISO) Inhibits Invasive Bladder Cancer Formation In Vivo and Human Bladder Cancer Invasion In Vitro by Targeting STAT1/FOXO1 Axis. Cancer Prev Res (Phila). 2016 Jul;9(7):567-80. DOI:10.1158/1940-6207.CAPR-15-0338