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chlorogenic acids

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Name: (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
CAS Number: 327-97-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 206-325-6
FDA UNII: 318ADP12RI
Nikkaji Web: J108.009A
MDL: MFCD00003862
XlogP3-AA: -0.40 (est)
Molecular Weight: 354.31226000
Formula: C16 H18 O9
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants, skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 208.00 to 210.00 °C. @ 760.00 mm Hg
Boiling Point: 664.95 °C. @ 760.00 mm Hg (est)
Flash Point: 474.00 °F. TCC ( 245.50 °C. ) (est)
logP (o/w): -0.356 (est)
Soluble in:
 water, 4.00E+04 mg/L @ 25 °C (exp)
 water, 4.047e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
skin conditioning
skin protecting agents
 
Suppliers:
BOC Sciences
For experimental / research use only.
Chlorogenic acid >98%
Odor: characteristic
Use: Chlorogenic acid is a hydroxycinnamic acid and a member of a family of naturally occurring organic compounds.
Changsha Organic Herb
Blueberry Leaf Extract (Vaccinium Angustifolium) Chlorogenic Acid
Changsha Organic Herb
Honeysuckle flower Extract Chlorogenic Acid
Coompo
For experimental / research use only.
Chlorogenic Acid from Plants ≥96%
Odor: characteristic
Use: Chlorogenic acid is an important intermediate in lignin biosynthesis. This compound, long known as an antioxidant, also slows the release of glucose into the bloodstream after a meal. It exhibited more remarkable antioxidative activity than synthetic antioxidants and widely used in food industry to inhibit microbes growth, avoid food decaying and prolong food storage time. Chlorogenic acid has a wide range of antibacterial action. It has extensive biological activity and the modern science of chlorogenic acid biological activity research has deep into the food, health care,air jordan, medical and daily chemical fields.
ExtraSynthese
For experimental / research use only.
Chlorogenic Acid (HPLC) ≥99%
Penta International
CHLOROGENIC ACID
Qingdao Dacon Trading
Chlorogenic Acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
chlorogenic acid ≥95% (titration)
Skyherb Technologies
Chlorogenic Acids 95%
TCI AMERICA
For experimental / research use only.
Chlorogenic Acid Hydrate >98.0%(HPLC)(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-rat LDLo 4000 mg/kg
Toxicology and Applied Pharmacology. Vol. 36, Pg. 227, 1976.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: antioxidants, skin conditioning
Recommendation for chlorogenic acids usage levels up to:
 not for fragrance use.
 
Recommendation for chlorogenic acids flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):
Scientific Opinion on the substantiation of a health claim related to the combination of artichoke leaf dry extract standardised in caffeoylquinic acids, monacolin K in red yeast rice, sugar-cane derived policosanols, OPC from French maritime pine bark, garlic dry extract standardised in allicin, d-a-tocopheryl hydrogen succinate, riboflavin and inositol hexanicotinate in Limicol® and reduction of blood LDL-cholesterol concentrations pursuant to Article 14 of Regulation (EC) No 1924/2006
View page or View pdf
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 1794427
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Chemidplus: 0000327979
RTECS: GU8480000 for cas# 327-97-9
 
References:
 (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 1794427
Pubchem (sid): 134973449
 
Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
Golm Metabolome Database: Search
Metabolomics Database: Search
KEGG (GenomeNet): C00852
HMDB (The Human Metabolome Database): HMDB03164
FooDB: FDB002582
Export Tariff Code: 2918.29.7500
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other): note
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 eggplant fruit
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 elder black elder flower
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 fennel leaf
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 flax seed
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 garlic plant
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 germander
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 ginger plant
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 gooseberry fruit
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 grape fruit
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 grape leaf
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 grape root
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 grape shoot
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 jambul
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 leek wild leek plant
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 lemon balm shoot
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 mallow jew's mallow leaf
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 mouse ear
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 oregano plant
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 orthosiphon
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 parsley stem
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 peach flower
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 peach leaf
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 peanut seed
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 pepper bell pepper fruit
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 pepper bell pepper leaf
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 peppermint shoot
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 plum fruit
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 pomegranate fruit
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 pomegranate fruit juice
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 pomegranate leaf
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 potato flower
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 potato leaf
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 potato root
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 potato root bark
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 potato sprout
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 potato sweet potato root
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 potato tuber
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 quince fruit
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 rosemary plant
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 rosemary shoot
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 sage inflorescence
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 sage shoot
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 savory winter savory shoot
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 sesame leaf
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 soybean shoot
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 spinach shoot
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 sunflower seed
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 tarragon shoot
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 tea leaf
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 tea tissue culture
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 thyme plant
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 thyme shoot
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 tomato fruit
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 walnut english walnut nut
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 walnut english walnut testa
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 wheat seed
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Synonyms:
 blueberry leaf extract (vaccinium angustifolium) chlorogenic acid
3-caffeoylquinic acid
3-O-caffeoylquinic acid
3-trans-caffeoylquinic acid
 chlorogenic acid
5-O-(3,4-dihydroxycinnamoyl)-L-quinic acid
5-ortho-(3,4-dihydroxycinnamoyl)-L-quinic acid
5-ortho-(3,4-dihydroxycinnamoyl)-laevo-quinic acid
3-(3,4-dihydroxycinnamoyl)quinic acid
(1S-(1alpha,3beta,4beta,5alpha))-3-((3-(3,4-dihydroxyphenyl)-1-oxoallyl)oxy)-1,4,5-trihydroxycyclohexane carboxylic acid
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,4,5-trihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
 heriguard
 hlorogenic acid
 honeysuckle flower extract chlorogenic acid
 quinic acid, 3-caffeoyl-, E-
 

Articles:

US Patents: 8,197,875 - Taste modifiers comprising a chlorogenic acid
PubMed: An outlook on chlorogenic acids-occurrence, chemistry, technology, and biological activities.
J-Stage: Inhibitory Activity of Chlorogenic Acids in Decaffeinated Green Coffee Beans against Porcine Pancreas Lipase and Effect of a Decaffeinated Green Coffee Bean Extract on an Emulsion of Olive Oil
PubMed: Coupling lipophilization and amylose complexation to encapsulate chlorogenic acid.
PubMed: The impact of packaging materials on the antioxidant phytochemical stability of aqueous infusions of green tea (Camellia sinensis) and yaupon holly (Ilex vomitoria) during cold storage.
PubMed: Tastier and healthier alternatives to French fries.
PubMed: Polyphenolic chemistry of tea and coffee: a century of progress.
PubMed: Role of roasting conditions in the profile of volatile flavor chemicals formed from coffee beans.
PubMed: Formation of strecker aldehydes from polyphenol-derived quinones and alpha-amino acids in a nonenzymic model system.
PubMed: Chlorogenic acids and lactones in regular and water-decaffeinated arabica coffees.
PubMed: Influence of cooking process on phenolic marker compounds of vegetables.
PubMed: Evolution of green coffee protein profiles with maturation and relationship to coffee cup quality.
PubMed: Researching on new species of "Mate": Ilex brevicuspis: phytochemical and pharmacology study.
PubMed: Comparison of volatiles, phenolics, sugars, antioxidant vitamins, and sensory quality of different colored carrot varieties.
PubMed: Solid-state bioconversion of phenolics from cranberry pomace and role of Lentinus edodes beta-glucosidase.
PubMed: Mutagenic activity of some coffee flavor ingredients.
 
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). Chlorogenic acid is a hydroxycinnamic acid, a member of a family of naturally occurring organic compounds. These are esters of polyphenolic caffeic acid and cyclitol (-)-quinic acid. It is one of the phenols found in coffee, bamboo Phyllostachys edulis, as well as many other plants. (Wikipedia)
 
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