155179-22-9
Chemical Structure
Vanicoside A
- CAS. Nr.: 155179-22-9
- Formula:C51H50O21
- Molecular Weight:998.93
IUPAC Name: ((2S,3S,4R,5R)-2-(((2R,3R,4S,5S,6R)-3-acetoxy-4,5-dihydroxy-6-((((E)-3-(4-hydroxy-3-methoxyphenyl)acryloyl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-3-(((E)-3-(4-hydroxyphenyl)acryloyl)oxy)tetrahydrofuran-2,5-diyl)bis(methylene) (2E,2'E)-bis(3-(4-hydroxyphenyl)acrylate)
InChIKey: RNXDQKHOEWIRNH-MNQPQWAHSA-N
SMILES: OC1=C(OC)C=C(/C=C/C(OC[C@H]2O[C@@H]([C@@H]([C@H]([C@@H]2O)O)OC(C)=O)O[C@@]3(O[C@@H]([C@H]([C@@H]3OC(/C=C/C4=CC=C(C=C4)O)=O)O)COC(/C=C/C5=CC=C(C=C5)O)=O)COC(/C=C/C6=CC=C(C=C6)O)=O)=O)C=C1
Biological Activity: Vanicoside A is a phenylpropanoid glycoside. Vanicoside A can be isolated from Polygonum pensylvanicum. Vanicoside A inhibits protein kinase C (PKC), induces substantial ROS production. Vanicoside A exhibits anticancer activity against melanoma[1][2][3].
| Art. -Nr. | Produktname | Reinheit | Beschreibung | Pricing | |||||||||||||||||||
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Vanicoside A | 99.40% | Vanicoside A is a phenylpropanoid glycoside. Vanicoside A can be isolated from Polygonum pensylvanicum. Vanicoside A inhibits protein kinase C (PKC), induces substantial ROS production. Vanicoside A exhibits anticancer activity against melanoma. | ||||||||||||||||||||
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References
- [1]. Zimmermann ML, Sneden AT. Vanicosides A and B, protein kinase C inhibitors from Polygonum pensylvanicum. J Nat Prod. 1994 Feb;57(2):236-42. [Content Brief]
- [2]. Nawrot-Hadzik I, et al. Cytotoxic Effect of Vanicosides A and B from Reynoutria sachalinensis Against Melanotic and Amelanotic Melanoma Cell Lines and in silico Evaluation for Inhibition of BRAFV600E and MEK1. Int J Mol Sci. 2020 Jun 29;21(13):4611. [Content Brief]
- [3]. Nawrot-Hadzik I, et al. The combination of pro-oxidative acting vanicosides and GLUT1 inhibitor (WZB117) exerts a synergistic cytotoxic effect against melanoma cells. Fitoterapia. 2023 Dec;171:105702. [Content Brief]
