NEOCHLOROGENIC ACID

Synonyms. Neochlorogenic acid; 5-O-(trans-3,4-Dihydroxycinnamoyl)-D-quinic acid; 5-Caffeylquinic acid; trans-5-O-Caffeoylquinic acid; (1R-(1alpha,3alpha,4alpha,5beta))-3-((3-(3,4-Dihydroxyphenyl) -1-oxoallyl)oxy)-1,4,5-trihydroxycyclohexanecarboxylic acid;

NEOCHLOROGENIC ACID

Click for original image

 

PRODUCT IDENTIFICATION

CAS RN

906-33-2

EINECS RN

212-997-1

FORMULA

 C16H18O9

MOLE WEIGHT

354.31

H.S CODE

 2918.29.6500

SMILES

 O(C(\C=C\c1ccc(c(c1)O)O)=O)[C@@H]1C[C@@](C[C@H]([C@@H]1O) O)( C(=O)O)O

CLASSIFICATION

Hydroxycinnamic acid, Choleretic

EXTRA NOTES

 Neochlorogenic acid is a natural polyphenolic compound found in some types dried fruits and a variety of other plant sources such as peach. It is an isomer of chlorogenic acid. Neochlorogenic acid may have potential as a chemopreventive dietary compound. Neochloroenic acid could be involved in the laxative effect observed in prunes (Wikipedia).

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white powder

MELTING POINT

 

BOILING POINT

 

DENSITY

1.65

SOLUBILITY IN WATER

Soluble in hot water

SOLVENT SOLUBILITY Soluble in ethanol

VAPOR DENSITY

 

log P(octanol-water)

 -1.01

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pK

2.66

REFRACTIVE INDEX

 

FLASH POINT

 

 
STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents.

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 1, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Neochlorogenic acid

Google Scholar Search - 5-Caffeylquinic acid

Drug Information Portal (U.S. National Library of Medicine) - Neochlorogenic acid

PubChem Compound Summary - Neochlorogenic acid

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Neochlorogenic acid

http://www.ebi.ac.uk/ - Neochlorogenic acid

http://www.ncbi.nlm.nih.gov/ - Neochlorogenic acid

http://www.academicjournals.org
Chlorogenic acids are a family of esters formed between transPrunus mume fruits have been used as a healthy food and traditional drug in China. The present study investigated the phenolic compounds and antioxidant activity of ethyl acetate extract from fruits of P. mume in China. Total phenol content was determined as gallic acid equivalents by the Folin-Ciocalteu method. The antioxidant activity was measured by DPPH and ABTS+ radicals scavenging and lipid peroxidation inhibition activities. Three chlorogenic acid isomers, namely, chlorogenic acid, neochlorogenic acid and cryptochlorogenic acid, were isolated and purified by preparative HPLC from the extract and identified by ultra-violet (UV), MS and NMR and the latter two compounds were identified in P. mume fruits for the first time. The contents of these isolated compounds were quantified by HPLC. Results showed that chlorogenic acid was of the highest level in these three isomers. The ethyl acetate extracts demonstrated activity to some degree in all the antioxidant assays. In all tested assays, all of the isolated chlorogenic acid isomers exhibited strong antioxidant activities, which were almost the same. The results showed that chlorogenic acid isomers are the key phenolic compounds which are responsible for antioxidant activity of the ethyl acetate extract from P. mume fruits in China. 

 

SALES SPECIFICATION

APPEARANCE

white crystalline powder

ASSAY

98.0% min

OPTICAL ROTATION

+10.0° ~ +13.0° (c=0.1 in methanol)

LOSS ON DRYING

3.0% max

HEAVY METALS

20ppm max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD CLASS

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

May cause eye and skin irritation. May cause respiratory and digestive tract irritation. Target Organs: Not known.

HAZARD CODES

 

RISK PHRASES

 

SAFETY PHRASES

 24/25

 

PACKING

Preserve in light-resistant and well-closed containers