Isorhapotogenin

Names

[ Name ]:
Isorhapotogenin

[Synonym ]:
100mg
3',4',5'-trihydroxy-3-methoxystilbene
5-[(E)-2-(4-Hydroxy-3-methoxyphenyl)vinyl]benzene-1,3-diol
5-[(1E)-2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzened
5-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol
5-[(E)-2-(4-Hydroxy-3-methoxyphenyl)vinyl]-1,3-benzenediol
(E)-3,4',5-Trihydroxy-3'-methoxystilbene
5-[(E)-2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol
1,3-Benzenediol, 5-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-
4,3',5'-trihydroxy-3-methoxystilbene
3,4',5-Trihydroxy-3'-methoxy-trans-stilbene
Isorhapontigenin
(E)-3'-Methoxystilbene-3,4',5-triol
(E)-3-Methoxy-stilbene-4,3',5'-triol

Biological Activity

[Description]:

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].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Autophagy >> Autophagy

Research Areas >> Inflammation/Immunology

[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.

[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.

[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.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
471.8±35.0 °C at 760 mmHg

[ Melting Point ]:
182 - 184ºC

[ Molecular Formula ]:
C₁₅H₁₄O₄

[ Molecular Weight ]:
258.269

[ Flash Point ]:
239.1±25.9 °C

[ Exact Mass ]:
258.089203

[ PSA ]:
69.92000

[ LogP ]:
2.90

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.722

[ Storage condition ]:
room temp

[ Water Solubility ]:
DMSO: soluble15mg/mL, clear

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H315-H318-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
37/38-41-43-51

[ Safety Phrases ]:
26-36/37/39

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2909499000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2909499000

[ Summary ]:
2909499000. ether-alcohols and their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%