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Chlorogenic acid

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-C1008

  • Specification : 98%

  • CAS number : 327-97-9

  • Formula : C16H18O9

  • Molecular Weight : 354.31

  • PUBCHEM ID : 1794427

  • Volume : 20mg

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Catalogue Number

BF-C1008

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

354.31

Appearance

Light green crystalline powder

Botanical Source

Ligusticum sinense cv. chuanxiong,Morus alba,Notopterygium incisum,Houttuynia cordata,Glehnia littoralis

Structure Type

Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

Synonyms

Hlorogenic acid/Chlorogenic Acid Hydrate/Caffeoyl quinic acid/Chlorogenate/(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid/3-Caffeoylquinate/5-caffeoylquinic acid/3-O-Caffeoylquinic acid/3-Caffeoylquinic acid/CHLOROGENIC ACID/Chlorogenic acid,predominantly trans,from coffee seeds/3-(3,4-Dihydroxycinnamoyl)quinic Acid Hydrate/Heriguard/3-mono-O-caffeoylquinic acid

IUPAC Name

(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid

Density

1.7±0.1 g/cm3

Solubility

Methanol; Water; DMSO

Flash Point

245.5±25.0 °C

Boiling Point

665.0±55.0 °C at 760 mmHg

Melting Point

210 °C (dec.)(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:327-97-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

28245635

Abstract

Chlorogenic acid (5-O-caffeoylquinic acid) is a phenolic compound from thehydroxycinnamic acid family. This polyphenol possesses many health-promoting properties, mostof them related to the treatment of metabolic syndrome, including anti-oxidant, anti-inflammatory,antilipidemic, antidiabetic, and antihypertensive activities. The first part of this review will discussthe role of chlorogenic acid as a nutraceutical for the prevention and treatment of metabolicsyndrome and associated disorders, including in vivo studies, clinical trials, and mechanisms ofaction. The second part of the review will be dealing with the role of chlorogenic acid as a foodadditive. Chlorogenic acid has shown antimicrobial activity against a wide range of organisms,including bacteria, yeasts, molds, viruses, and amoebas. These antimicrobial properties can beuseful for the food industry in its constant search for new and natural molecules for thepreservation of food products. In addition, chlorogenic acid has antioxidant activity, particularlyagainst lipid oxidation; protective properties against degradation of other bioactive compoundspresent in food, and prebiotic activity. The combination of these properties makes chlorogenic acidan excellent candidate for the formulation of dietary supplements and functional foods.

KEYWORDS

5-O-caffeoylquinic acid; antibiotic; antioxidant; chlorogenic acid; metabolic syndrome; prebiotic.

Title

Chlorogenic Acid: Recent Advances on Its Dual Role as a Food Additive and a Nutraceutical Against Metabolic Syndrome

Author

Jesús Santana-Galvez 1 , Luis Cisneros-Zevallos 2 , Daniel A Jacobo-Velazquez 3

Publish date

2017 Feb 26

PMID

31139644

Abstract

Objective: Observe the protective effect of chlorogenic acid on dextran sulfate-induced ulcerative colitis in mice and explore the regulation of MAPK/ERK/JNK signaling pathway.
Methods: Seventy C57BL/6 mice (half males and half females) were randomly divided into 7 groups, 10 in each group: control group (CON group), UC model group (UC group), and sulfasalazine-positive control group (SASP group), chlorogenic acid low dose group (CGA-L group), chlorogenic acid medium dose group (CGA-M group), chlorogenic acid high dose group (CGA-H group), and ERK inhibitor + chlorogenic acid group (E+CGA group). The effects of chlorogenic acid on UC were evaluated by colon mucosa damage index (CMDI), HE staining, immunohistochemistry, ELISA, and Western blot. The relationship between chlorogenic acid and MAPK/ERK/JNK signaling pathway was explored by adding ERK inhibitor.
Results: The UC models were established successfully by drinking DSS water. Chlorogenic acid reduces DSS-induced colonic mucosal damage, inhibits DSS-induced inflammation, oxidative stress, and apoptosis in colon, and reduces ERK1/2, p -ERK, p38, p-p38, JNK, and p-JNK protein expression. ERK inhibitor U0126 reversed the protective effect of chlorogenic acid on colon tissue.
Conclusion: Chlorogenic acid can alleviate DSS-induced ulcerative colitis in mice, which can significantly reduce tissue inflammation and apoptosis, and its mechanism is related to the MAPK/ERK/JNK signaling pathway.

KEYWORDS

5-O-caffeoylquinic acid; antibiotic; antioxidant; chlorogenic acid; metabolic syndrome; prebiotic.

Title

Chlorogenic Acid Attenuates Dextran Sodium Sulfate-Induced Ulcerative Colitis in Mice Through MAPK/ERK/JNK Pathway

Author

Wenyan Gao 1 , Changhong Wang 1 , Li Yu 1 , Tianjiao Sheng 1 , Zhuolin Wu 1 , Xiaoqian Wang 1 , Dongqi Zhang 1 , Yifan Lin 1 , Yang Gong 1

Publish date

2019 Apr

PMID

28764012

Abstract

Although chlorogenic acid (5CQA) is an important ingredient of various foods and beverages, mechanisms of its antioxidative action have not been fully clarified. Besides electron spin resonance experiment, this study includes thermodynamic and mechanistic investigations of the hydrogen atom transfer (HAT), radical adduct formation (RAF), sequential proton loss electron transfer (SPLET), and single electron transfer – proton transfer (SET-PT) mechanisms of 5CQA in benzene, ethanol, and water solutions. The calculations were performed using the M06-2X/6-311++G(d,p) level of theory and CPCM solvation model. It was found that SET-PT is not a plausible antioxidative mechanism of 5CQA. RAF pathways are faster, but HAT yields thermodynamically more stable radical products, indicating that in acidic and neutral media 5CQA can take either HAT or RAF pathways. In basic environment (e.g. at physiological pH) SPLET is the likely antioxidative mechanism of 5CQA with extremely high rate.

KEYWORDS

5-O-caffeoylquinic acid (PubChem CID: 1794427); DFT calculations; ESR experiment; Kinetic approach; Thermodynamic approach.

Title

Antioxidative Mechanisms in Chlorogenic Acid

Author

Jelena Tošović 1 , Svetlana Marković 2 , Jasmina M Dimitrić Marković 3 , Miloš Mojović 3 , Dejan Milenković 4

Publish date

2017 Dec 15


Description :

Chlorogenic acid is a major phenolic compound in coffee and tea. It plays several important and therapeutic roles such as antioxidant activity, antibacterial, hepatoprotective, cardioprotective, anti-inflammatory, antipyretic, neuroprotective, anti-obesity, antiviral, anti-microbial, anti-hypertension.