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2450-53-5

2450-53-5 Structure

2450-53-5 Structure
IdentificationBack Directory
[Name]

Isochlorogenic acid A
[CAS]

2450-53-5
[Synonyms]

3,5-CQA
CJ 4-16-4
Isochloric acid A
Isochlorogenic acid A
3,5-Dicaffeylquinic acid
3,5-Dicaffeoylquinic acid
ISOCHLOROGENIC ACID A(SH)
3',5'-Isochlorogenic acid A
Quinic acid 3,5-di-O-caffeate
Isochlorogenic acid A, froM Lonicera japonica
Isochlorogenic acid A,3,5-Dicaffeoylquinic acid
3,5-Di-O-caffeoylquinic acid,Isochlorogenic acid A
Isochlorogenic acid A, 98%, from Lonicera japonica
Isochlorogenic acid A, 98%, from Lonicera japonica Thunb.
1α,4α-Dihydroxy-3β,5α-bis[3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexanecarboxylic acid
1β,4β-Dihydroxy-3β,5α-bis[3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexanecarboxylic acid
1β,4β-Dihydroxy-3β,5α-bis[3-(3,4-dihydroxyphenyl)acryloyloxy]cyclohexane-1-carboxylic acid
3β,5α-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1β,4β-dihydroxycyclohexanecarboxylic acid
3α,5β-Bis[[1-oxo-3-(3,4-dihydroxyphenyl)-2-propenyl]oxy]-1α,4α-dihydroxycyclohexane-1-carboxylic acid
1β,4β-Dihydroxy-3β,5α-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1α-cyclohexanecarboxylic acid
(3R,5R)-3,5-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-1,4-dihydroxycyclohexanecarboxylic acid
Cyclohexanecarboxylic acid, 3,5-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4-dihydroxy-, (1α,3R,4α,5R)-
[Molecular Formula]

C25H24O12
[MDL Number]

MFCD00951290
[MOL File]

2450-53-5.mol
[Molecular Weight]

516.46
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[RTECS ]

GU8403966
[HS Code ]

29189900
Hazard InformationBack Directory
[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; Item No. 14805) 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.
Spectrum DetailBack Directory
[Spectrum Detail]

Isochlorogenic acid A(2450-53-5)1HNMR
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