Piceatannol 3'-O-glucoside
Piceatannol 3'-O-glucoside Basic information
- Product Name:
- Piceatannol 3'-O-glucoside
- Synonyms:
-
- Piceatannol 3'-O-glucoside
- Quzhaqigan
- Piceatannol 3'-O-beta-D-glucopyranoside
- trans-Piceatannol 3-glucoside
- (E)-1-(3,5-dihydroxyphenyl)-2-(3-hydroxy-4-O-β-D-glucopyranose phenyl)ethylene
- 3,5,3',4'-trihydroxy-stilbene -3'-b-D-glucoside
- Piceatannol 3-glycoside
- β-D-Glucopyranoside, 5-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl
- CAS:
- 94356-26-0
- MF:
- C20H22O9
- MW:
- 406.38
- Mol File:
- 94356-26-0.mol
Piceatannol 3'-O-glucoside Chemical Properties
- Melting point:
- >219°C (dec.)
- Boiling point:
- 721.6±60.0 °C(Predicted)
- Density
- 1.593±0.06 g/cm3(Predicted)
- storage temp.
- Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly)
- pka
- 9.16±0.10(Predicted)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-15-7-10(3-4-14(15)24)1-2-11-5-12(22)8-13(23)6-11/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/s3
- InChIKey
- UMGCIIXWEFTPOC-RPHGGTSJNA-N
- SMILES
- O1[C@H](CO)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC1=CC(/C=C/C2=CC(O)=CC(O)=C2)=CC=C1O |&1:1,4,6,8,10,r|
Piceatannol 3'-O-glucoside Usage And Synthesis
Uses
Piceatannol 3''-O-Glucoside, is an active component of Rhubarb, activates endothelial nitric oxide (NO) synthase through inhibition of arginase activity with IC50 value of 11.22 μM and 11.06 μM against arginase I and arginase II, respectively.
in vivo
In order to ascertain whether Piceatannol 3'-O-glucoside (PG) ameliorates vascular function in wild-type (WT) and atherogenic model mice [apolipoprotein E-null mice (ApoE-/-)] and to investigate the possible underlying mechanism. Preincubation of aortic vessels from WT mice fed a normal diet (ND) with Piceatannol 3'-O-glucoside attenuates vasoconstriction response to U46619 and phenylephrine (PE), while the vasorelaxant response to acetylcholine (Ach) is markedly enhanced in an endothelium-dependent manner. Piceatannol 3'-O-glucoside treatment attenuates the phenylephrine (PE)-dependent contractile response, and significantly improves the acetylcholine (Ach)-dependent vasorelaxation response in aortic rings from ApoE-/- mice fed a high-cholesterol diet (HCD). Piceatannol 3'-O-glucoside administration in the drinking water significantly reduces fatty streak formation in ApoE-/- mice fed an HCD[2].
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