Isochlorogenic acid C(4,5)

Names

[ Name ]:
Isochlorogenic acid C(4,5)

[Synonym ]:
4,5-di-O-trans-caffeoyl-D-quinic acid
(1R,3R,4S,5R)-3,4-Bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,5-dihydroxycyclohexanecarboxylic acid
4,5-Dinitrophenanthren
Cyclohexanecarboxylic acid, 3,4-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,5-dihydroxy-, (1R,3R,4S,5R)-
(1R,3R,4S,5R)-3,4-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-1,5-dihydroxycyclohexanecarboxylic acid
Isochlorogenic acid C
(1S,3R,4S,5R)-4-((E)-4-(3,4-Dihydroxyphenyl)-2-oxobut-3-en-1-yl)-3-(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-5-hydroxy-1-methylcyclohexanecarboxylic acid
N1748
4,5-di-O-caffeoylquinic acid
4,5-di-O-trans-caffeoylquininc acid
Phenanthrene,4,5-dinitro
4,5-Dicaffeoylquinic acid

Biological Activity

[Description]:

4,5-Dicaffeoylquinic acid ( Isochlorogenic acid C) possesses potent hepatoprotective and anti-HBV effects.IC50 value:Target: Anti-hepatitis natural produce.In vitro: To study anti-hepatitis effect of isochlorogenic acid C, anti-apoptotic and anti-injury properties of test compound were evaluated. The results showed that test compound at concentrations of 10 to 100 μg/ml significantly reduced the caspase-3 and transformed growth factor β1 (TGFβ1) levels of the D-GalN-challenged hepatocytes. Also, test compound improved markedly cell viability of the D-GalN-injured hepatocytes and produced a maximum protection rate of 47.28% at a concentration of 100 μg/ml. Furthermore, test compound significantly inhibited productions of HBsAg and HBeAg. Its maximum inhibitory rates on the HBsAg and HBeAg expressions were 86.93 and 59.79%, respectively. In addition, test compound significantly induced the HO-1 expression of HepG2.2.15 cells [1]. In vivo:

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Infection

Natural Products >> Phenylpropanoids

[References]

[1]. Shaoqing Hu, et al.Evaluation of anti-apoptotic, anti-injury and antihepatitis B virus effects of isochlorogenic acid C in vitro. Journal of Medicinal Plants Research Vol. 6(16), pp. 3199-3206 30 April, 2012

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
810.8±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₅H₂₄O₁₂

[ Molecular Weight ]:
516.451

[ Flash Point ]:
274.9±27.8 °C

[ Exact Mass ]:
516.126770

[ PSA ]:
211.28000

[ LogP ]:
0.89

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.719

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport