CHLOROGENIC ACID

Synonyms. Chlorogenic acid; 3-(3,4-Dihydroxycinnamoyl)quinic acid; 3-Caffeoylquinic acid; 3-O-Caffeoylquinic acid; Hlorogenic acid; 5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid; (1S,3R,4R,5R)- 3-[(E)-3-(3,4-Dihydroxy phenyl) prop -2- enoyl]oxy- 1,4,5-trihydroxycyclohexane- 1-carboxylic acid; 1,3,4,5-Tetrahydroxy cyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate); (1S,3R,4R,5R)- 3-[[3 -(3,4-Dihydroxyphenyl)- 1-oxo-2-propenyl]oxy]- 1,4,5- trihydroxycyclohexanecarboxylic acid;

CHLOROGENIC ACID

 

PRODUCT IDENTIFICATION

CAS RN

327-97-9

EINECS RN

206-325-6

FORMULA

 C16H18O9

MOLE WEIGHT

354.31

H.S CODE

 2918.99.4300

SMILES

 C1[C@](C[C@@H](OC(\C=C\c2cc(c(cc2)O)O)=O)[C@@H](O)[C@@H]1 O) (C(=O)O)O

CLASSIFICATION

Hydroxycinnamic acid, Choleretic

EXTRA NOTES

 A naturally occurring phenolic acid which is a carcinogenic inhibitor. It has also been shown to prevent paraquat-induced oxidative stress in rats. (From J Chromatogr A 1996;741(2):223-31; Biosci Biotechnol Biochem 1996;60(5):765-68). (Mesh).

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to slightly yellowish powder

MELTING POINT

206 - 210 C (Decomposes)

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

Soluble in hot water

SOLVENT SOLUBILITY Soluble in alcohol and acetone

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 - Chlorogenic acid

Google Scholar Search - Chlorogenic acid

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

PubChem Compound Summary - Chlorogenic acid

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

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

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

Material Safety Data Sheet - Chlorogenic acid

http://www.nutrociencia.com
Chlorogenic acids are a family of esters formed between quinic and trans-cinnamic acids, which are an important group of dietary phenols (Figure 4).18 The most common individual chlorogenic acid is 5-O-caffeoylquinic acid, which is still often called chlorogenic acid. For those who drink it, coffee represents the richest dietary source of chlorogenic acids and cinnamic acids (caffeic acid). The chlorogenic acid content of a 200 ml (7-oz) cup of coffee has been reported to range from 70? 350 mg, whichwould provide about 35?175 mg of caffeic acid.18 Studies in colostomy patients indicate that about33%of ingested chlorogenic acid and 95% of caffeic acid are absorbed intestinally.

http://www.itmonline.org
Chlorogenic acids are cholegogues; their regular ingestion helps the flow of bile and thus reduces the adverse effects of bile stagnation. Chlorogenic acids (see basic structure, below) are found in all higher plants and are understood to have a role in the plant's response to stress, particularly to damage such as breaking of leaves and flowers or nicking the skin of fruits (1). The quantities present in most plants are miniscule, and thus they do not play an important part in human diet or herbal medicines. However, a few plants accumulate chlorogenic acids in quantities sufficient to have a physiological effect. The primary dietary source of chlorogenic acid is coffee; the green coffee beans typically contain 6-7% of this component (range: 4-10%); roasted coffee beans contain somewhat less, as the roasting transforms chlorogenic acids into other molecules, which may still retain the same functions.

 

SALES SPECIFICATION

APPEARANCE

white to slightly yellowish powder

ASSAY

95.0% min

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