| Identification | Back Directory | [Name]
isorhapontigenin | [CAS]
32507-66-7 | [Synonyms]
100mg
100MG/1G/100G
Isorhapotigenin
Isorhapotogenin
sorhapontigenin
isorhapontigenin
isorhapontigenin, Ⅰ
Isorhapontigenin>
3′-Methoxyresveratrol
(E)-3'-Methoxystilbene-3,4',5-triol
(E)-3'-Methoxy-3,4',5-stilbenetriol
(E)-3-Methoxy-stilbene-4,3',5'-triol
(E)-3,4',5-Trihydroxy-3'-methoxystilbene
3,4',5-Trihydroxy-3'-methoxy-trans-stilbene
5-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol
Isorhapontigenin ?(E)-3,4',5-Trihydroxy-3'-methoxystilbene
(E)-5-[2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol
5-[(E)-2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol
5-[(1E)-2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol
1,3-Benzenediol, 5-[(1E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]- | [EINECS(EC#)]
803-480-7 | [Molecular Formula]
C15H14O4 | [MDL Number]
MFCD12407151 | [MOL File]
32507-66-7.mol | [Molecular Weight]
258.27 |
| Chemical Properties | Back Directory | [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 | [form ]
powder | [pka]
9.16±0.10(Predicted) | [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 |
| Hazard Information | Back Directory | [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 |
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