Pinostilbene

Names

[ Name ]:
Pinostilbene

[Synonym ]:
mono-methylated resveratrol
3,4'-Dihydroxy-5-methoxy-trans-stilbene
3-[(E)-2-(4-Hydroxyphenyl)vinyl]-5-methoxyphenol
Pinostilbene
Pinostilbene hydrate
3-methoxyresveratrol
trans-3,4'-dihydroxy-5-methoxystilbene
phenol (3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxy
5,4'-dihydroxy-3-methoxystilbene
trans-Pinostilbene
3-methoxy-4',5-dihydroxy-trans-stilbene
4,3'-dihydroxy-5'-methoxystilbene
Phenol, 3-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-methoxy-

Biological Activity

[Description]:

Pinostilbene is a major metabolite of Pterostilbene. Pinostilbene exhibits inhibitory effects on colon cancer cells[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[In Vitro]

Pinostilbene (0- 40 μM; 24 hours, 48 hours) does not cause significant inhibition on the growth of normal colon cells[1]. Pinostilbene (20 μM, 40 μM; 24 hours, 48 hours) causes a significant and dose-dependent increase in the percentage of cells in S phase in both HCT116 and HT29 cells compared to the control cells[1]. Pinostilbene at μM also induces a modest increase of cell population in G2/M phase in HT29 cells[1]. Pinostilbene(20 μM, 40 μM; 24 hours, 48 hours) modulates expression of key signaling proteins related to cell proliferation and apoptosis[1]. Pinostilbene also acts as a resveratrol methylated derivative and displays protective effects against 6-hydroxydopamine-induced neurotoxicity in SH-SY5Y cells[2]. Cell Viability Assay[1] Cell Line: HCT116 cells, HT29 cells Concentration: 24 hours, 48 hours Incubation Time: 0-100 μM Result: Inhibited the growth of two human colon cancer cells. Apoptosis Analysis[1] Cell Line: HCT116 cells, HT29 cells Concentration: 20 μM, 40 μM Incubation Time: 24 hours, 48 hours Result: Caused a significant and dose-dependent increase in the percentage of cells in S phase. Cell Viability Assay[1] Cell Line: HCT116 cells Concentration: 20 μM,40 μM Incubation Time: 24 hours, 48 hours Result: Significantly increased the expression levels of p53, Bax, cleaved caspase-3, cleaved PARP and p21Cip1/Waf1, while decreased the expression levels of cyclin E and p-Rb.

[References]

[1]. Sun Y, et al. Identification of pinostilbene as a major colonic metabolite of pterostilbene and its inhibitory effects on colon cancer cells. Mol Nutr Food Res. 2016 Sep;60(9):1924-32.

[2]. Chao J, et al. Protective effects of pinostilbene, a resveratrol methylated derivative, against 6-hydroxydopamine-induced neurotoxicity in SH-SY5Y cells. J Nutr Biochem. 2010 Jun;21(6):482-9.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
454.3±33.0 °C at 760 mmHg

[ Melting Point ]:
117-118℃

[ Molecular Formula ]:
C₁₅H₁₄O₃

[ Molecular Weight ]:
242.270

[ Flash Point ]:
228.5±25.4 °C

[ Exact Mass ]:
242.094299

[ PSA ]:
49.69000

[ LogP ]:
3.80

[ Appearance of Characters ]:
white to tan

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

[ Index of Refraction ]:
1.692

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: ≥13mg/mL

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi,N

[ Risk Phrases ]:
37/38-41-50

[ Safety Phrases ]:
26-39-61

[ RIDADR ]:
UN 3077 9 / PGIII

[ HS Code ]:
2909500000

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2909500000

[ Summary ]:
2909500000 ether-phenols, ether-alcohol-phenols and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%