| Identification | Back Directory | [Name]
Piceatannol 3'-O-glucoside | [CAS]
94356-26-0 | [Synonyms]
Quzhaqigan
Piceatannol 3'
Piceatannol 3-glycoside
Piceatannol 3'-O-glucoside
trans-Piceatannol 3-glucoside
Piceatannol 3'-O-beta-D-glucopyranoside
3,5,3',4'-trihydroxy-stilbene -3'-b-D-glucoside
β-D-Glucopyranoside, 5-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl
(E)-1-(3,5-dihydroxyphenyl)-2-(3-hydroxy-4-O-β-D-glucopyranose phenyl)ethylene | [Molecular Formula]
C20H22O9 | [MDL Number]
MFCD28100371 | [MOL File]
94356-26-0.mol | [Molecular Weight]
406.38 |
| Chemical Properties | Back Directory | [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) | [form ]
Solid | [pka]
9.16±0.10(Predicted) | [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| |
| Hazard Information | Back Directory | [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]. | [storage]
4°C, protect from light |
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