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Cinnamtannin A2

Names

[ CAS No. ]:
86631-38-1

[ Name ]:
Cinnamtannin A2

[Synonym ]:
[4,8':4',8'':4'',8'''-Quater-2H-1-benzopyran]-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecol, 2,2',2'',2'''-tetrakis(3,4-dihydroxyphenyl)-3,3',3'',3''',4,4',4'',4'''-octahydro-, (2R,2'R,2''R,2'''R,3R,3'R,3''R,3'''R,4R,4'R,4''S)-
(2R,2'R,2''R,2'''R,3R,3'R,3''R,3'''R,4R,4'R,4''S)-2,2',2'',2'''-Tetrakis(3,4-dihydroxyphenyl)-3,3',3'',3''',4,4',4'',4'''-octahydro-2H,2'H,2''H,2'''H-4,8':4',8'':4'',8'''-quaterchromene-3,3',3'',3''',5,5',5'',5''',7,7',7'',7'''-dodecol
cinnamtannin A2

Biological Activity

[Description]:

Cinnamtannin A2, a tetrameric procyanidin, can increases GLP-1 and insulin secretion in mice. Cinnamtannin A2 could upregulate the expression of corticotrophin releasing hormone. Cinnamtannin A2 exhibits antioxidant, anti-diabetic and nephroprotective effect[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease

[In Vitro]

Cinnamtannin A2 (0.125-2.0 μg/mL) inhibits LDL oxidation induced by copper ions or MeO-AMVN[3].

[In Vivo]

Cinnamtannin A2 (10 mg/kg; i.p. for 30 days) ameliorates the level of KIM1 and NAGL in 5/6 nephractomized rats by regulating Nrf2- Keap1 pathway[2]. Cinnamtannin A2 (10 μg/kg; p.o.) increases the secretion of insulin and glucagon-like peptide-1 (GLP-1) in plasma of mice[1]. Cinnamtannin A2 (10 μg/kg; p.o.) significantly promotes phosphorylation of both IRB and IRS-1 in mice[1]. Animal Model: Male Sprague-Dawley rats (250-300 g) were induced chronic renal failure (CRF) by removing the kidneys[2] Dosage: 10 mg/kg Administration: I.p. for 30 days Result: Ameliorated the altered level of creatinine, blood urea nitrogen, Neutrophil gelatinase-associated lipocalin, Kidney Injury Molecule-1 and cytokines in the serum and microalbuminurea. Reduced the oxidative stress level. Attenuated the altered expression of proteins involved in Nrf2-Keap1 pathway in the kidney tissue. Reduced the tubular injury score in the kidney tissue.

[References]

[1]. Yamashita Y, et, al. Cinnamtannin A2, a tetrameric procyanidin, increases GLP-1 and insulin secretion in mice. Biosci Biotechnol Biochem. 2013;77(4):888-91.

[2]. Li N, et, al. Cinnamtannin A2 protects the renal injury by attenuates the altered expression of kidney injury molecule 1 (KIM-1) and neutrophil gelatinase-associated lipocalin (NGAL) expression in 5/6 nephrectomized rat model. AMB Express. 2020 May 8;10(1):87.

[3]. Osakabe N, et, al. Catechins and their oligomers linked by C4 --> C8 bonds are major cacao polyphenols and protect low-density lipoprotein from oxidation in vitro. Exp Biol Med (Maywood). 2002 Jan;227(1):51-6.

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Molecular Formula ]:
C60H50O24

[ Molecular Weight ]:
1155.025

[ Exact Mass ]:
1154.269165

[ LogP ]:
-0.07

[ Index of Refraction ]:
1.839


Related Compounds

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