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Neochlorogenic acid

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Neochlorogenic acid Basic information

Product Name:
Neochlorogenic acid
Synonyms:
  • [1R-(1alpha,3alpha,4alpha,5beta)]-3-[[3-(3,4-dihydroxyphenyl)-1-oxoallyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
  • Neochlorogenic acid
  • 5-O-CAFFEOYLQUINICACID
  • (1R,3R,4S,5R)-5-[(E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxycyclohexane-1-carboxylic acid
  • 5-Caffeoylquinic acid
  • trans-5-O-Caffeoyl-D-quinate
  • Neochlorogenic acid,5-Caffeoylquinic acid,trans-5-O-Caffeoyl-D-quinate
  • (1R)-3β-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1β,4β,5α-trihydroxycyclohexane-1α-carboxylic acid
CAS:
906-33-2
MF:
C16H18O9
MW:
354.31
EINECS:
212-997-1
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
906-33-2.mol
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Neochlorogenic acid Chemical Properties

Melting point:
204-206 °C (decomp)
Boiling point:
665.0±55.0 °C(Predicted)
Density 
1.65±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Ethanol (Slightly, Heated, Sonicated)
form 
Solid
pka
3.90±0.50(Predicted)
color 
White to Off-White
Stability:
Hygroscopic
InChIKey
CWVRJTMFETXNAD-NXLLHMKUSA-N
LogP
0.370 (est)
CAS DataBase Reference
906-33-2
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Safety Information

WGK Germany 
3
HS Code 
29182900
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Neochlorogenic acid Usage And Synthesis

Uses

(E)-Neochlorogenic Acid is an antioxidant compound used in the treatment of oxidative stress and related afflictions.

Definition

ChEBI: A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 5-hydroxy group of quinic acid.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Neochlorogenic acid has been found to have an inhibitory effect on the biosynthesis of melanin. Therefore it can be used on harvested fruits to prevent brown rot infection caused by?Monilinia laxa. It also shows impressive antioxidant, antibacterial, antiviral and antipyretic characteristics. Neochlorogenic acid has the potential to be used in the management of acute and chronic inflammatory diseases due to its anti-inflammatory activity. It may function as chemopreventive compounds due to growth inhibition seen in breast cancer cell line MDA-MB-435.

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