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06957

Supelco

(−)-Chicoric acid

analytical standard

Synonym(s):

(2R,3R)-2,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy}butanedioic acid, 2,3-Di-trans-caffeoyltartaric acid

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About This Item

Empirical Formula (Hill Notation):
C22H18O12
CAS Number:
Molecular Weight:
474.37
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

application(s)

food and beverages

format

neat

storage temp.

2-8°C

SMILES string

OC(=O)[C@H](OC(=O)\C=C\c1ccc(O)c(O)c1)[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)C(O)=O

InChI

1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1

InChI key

YDDGKXBLOXEEMN-IABMMNSOSA-N

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General description

Chicoric acid, a caffeic acid derivative, is found in a variety of plant species, including basil, chicory, dandelion, etc. It is a polyphenol organic compound that is reported to have antioxidant, anti-inflammatory, antiviral and immunostimulating properties. Various studies also suggest the antidiabetic potential of chicoric acid.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: echinacea

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Rachid Bel-Rhlid et al.
Journal of agricultural and food chemistry, 60(36), 9236-9241 (2012-08-28)
Chicoric acid (ChA) and caftaric acid (CafA) were identified as bioactive components of chicory and have been ascribed a number of health benefits. This study investigated the hydrolysis of ChA and CafA with enzymes and a probiotic bacterium Lactobacillus johnsonii
Sarath Kumar Baskaran et al.
Journal of chemical information and modeling, 52(8), 2004-2012 (2012-07-04)
Protein tyrosine phosphatase 1B (PTP1B), a major negative regulator of the insulin and leptin signaling pathway, is a potential target for therapeutic intervention against diabetes and obesity. The recent discovery of an allosteric site in PTP1B has created an alternate
Chicoric acid levels in commercial basil (Ocimum basilicum) and Echinacea purpurea products
Lee J and Scagel CF
Journal of functional foods, 2(1), 77-84 (2010)
Yu-Ling Tsai et al.
Journal of ethnopharmacology, 143(3), 914-919 (2012-09-14)
Echinacea is a top-selling herbal supplement that acts as immunostimulant. It has been used to treat common cold, coughs, bronchitis and upper respiratory infections. It is also a popular product used in anticancer therapy. The cytotoxic effects of Echinacea on
Xiu-Min Chen et al.
Journal of food science, 75(7), C613-C618 (2011-05-04)
High hydrostatic pressure (HHP) technology was applied to organic Echinacea purpurea (E. purpurea) roots and flowers to determine the feasibility of using this technology for cold herb pasteurization, to produce microbiologically safe and shelf-stable products for the natural health products

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