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Vitisin A

Names

[ CAS No. ]:
142449-89-6

[ Name ]:
Vitisin A

[Synonym ]:
vitisin A
Vitisin A
(1S,6R,7S,11bS)-6-(5-{(E)-2-[(2S,3S)-3-(3,5-Dihydroxy-phenyl)-6-hydroxy-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-4-yl]-vinyl}-2-hydroxy-phenyl)-1,7-bis-(4-hydroxy-phenyl)-1,6,7,11b-tetrahydro-2-oxa-dibenzo[cd,h]azulene-4,8,10-triol

Biological Activity

[Description]:

Vitisin A has antioxidative, anticancer, antiapoptotic, neuroprotective and anti-inflammatory effects. Vitisin A inhibits LPS-induced NO and iNOS production via down-regulation of ERK1/2 and p38 and the NF-κB signal pathway. Vitisin A also inhibits adipocyte differentiation. Vitisin A is a resveratrol tetramer that can be isolated from Vitis vinifera roots[1][2][3].

[Related Catalog]:

Research Areas >> Inflammation/Immunology
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Signaling Pathways >> Stem Cell/Wnt >> ERK

[References]

[1]. Mi Jeong Sung, et al. Vitisin A suppresses LPS-induced NO production by inhibiting ERK, p38, and NF-kappaB activation in RAW 264.7 cells. Int Immunopharmacol. 2009 Mar;9(3):319-23.  

[2]. Kim SH, et al. Vitisin A inhibits adipocyte differentiation through cell cycle arrest in 3T3-L1 cells. Biochem Biophys Res Commun. 2008 Jul 18;372(1):108-13.  

[3]. Choi J, et al. The central administration of vitisin a, extracted from Vitis vinifera, improves cognitive function and related signaling pathways in a scopolamine-induced dementia model. Biomed Pharmacother. 2023 Jul;163:114812.  

Chemical & Physical Properties

[ Molecular Formula ]:
C56H42O12

[ Molecular Weight ]:
906.93

[ Exact Mass ]:
906.26800

[ PSA ]:
220.76000

[ LogP ]:
10.72160

Related Compounds