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Isochlorogenic acid A

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Isochlorogenic acid A Basic information

Product Name:
Isochlorogenic acid A
Synonyms:
  • 3,5-Dicaffeoylquinic acid
  • Isochlorogenic acid A
  • Isochlorogenic acid A,3,5-Dicaffeoylquinic acid
  • 3α,5β-Bis[[1-oxo-3-(3,4-dihydroxyphenyl)-2-propenyl]oxy]-1α,4α-dihydroxycyclohexane-1-carboxylic acid
  • 1α,4α-Dihydroxy-3β,5α-bis[3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexanecarboxylic acid
  • 1β,4β-Dihydroxy-3β,5α-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1α-cyclohexanecarboxylic acid
  • 1β,4β-Dihydroxy-3β,5α-bis[3-(3,4-dihydroxyphenyl)acryloyloxy]cyclohexane-1-carboxylic acid
  • 1β,4β-Dihydroxy-3β,5α-bis[3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexanecarboxylic acid
CAS:
2450-53-5
MF:
C25H24O12
MW:
516.46
Product Categories:
  • The group of Chlorogenic acid
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Aromatic Phenols
Mol File:
2450-53-5.mol
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Isochlorogenic acid A Chemical Properties

Melting point:
>175°C (dec.)
Boiling point:
826.2±65.0 °C(Predicted)
Density 
1?+-.0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Off-white to yellow/brown crystalline solid.
pka
3.54±0.50(Predicted)
color 
Off-White to Pale Yellow
Stability:
Hygroscopic
InChIKey
KRZBCHWVBQOTNZ-PSEXTPKNSA-N
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
RTECS 
GU8403966
HS Code 
29189900
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Isochlorogenic acid A Usage And Synthesis

Description

3,5-Dicaffeoylquinic acid (3,5-DCQA) is a natural phenolic compound that has been found in L. japonica, I. kaushue, and other plants. It has antioxidant, anti-inflammatory, and antiviral biological activities. 3,5-DCQA scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell-free assay (IC50 = 71.8 μM) and inhibits superoxide production in human neutrophils activated by N-formyl-Met-Leu-Phe (fMLF) and cytochalasin B (IC50 = 1.92 μM). It inhibits HIV-1 integrase 3''-end processing, strand transfer, and disintegration in a cell-free assay (IC50s = 0.33, 0.34, and 0.66 μg/ml, respectively) and inhibits HIV-1-induced cytotoxicity in MT-2 cells (ED50 = 1 μg/ml). In vivo, 3,5-DCQA (25 mg/kg) protects mice from acute lung injury induced by LPS and decreases neutrophil count in bronchoalveolar lavage fluid (BALF).

Uses

Isochlorogenic Acid A is a phenolic compound shown to provide protection against oxidative stress cells. DNA protective agent.

Definition

ChEBI: 3,5-di-O-caffeoyl quinic acid is a carboxylic ester that is the diester obtained by the condensation of the hydroxy groups at positions 3 and 5 of (-)-quinic acid with the carboxy group of trans-caffeic acid. Isolated from Brazilian propolis and Suaeda glauca, it exhibits hepatoprotective and cytotoxic activities. It has a role as a metabolite, a hepatoprotective agent and an antineoplastic agent. It is a cyclitol carboxylic acid and a carboxylic ester. It is functionally related to a (-)-quinic acid and a trans-caffeic acid.

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