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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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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
Narimane Segueni et al.
Planta medica, 77(10), 999-1004 (2011-02-10)
Stromelysin-1 (matrix metalloproteinase-3: MMP-3) occupies a central position in collagenolytic and elastolytic cascades, leading to cutaneous intrinsic and extrinsic aging. We screened extracts of a propolis sample from Algeria with the aim to isolate compounds able to selectively inhibit this
Stacey N Barnaby et al.
Nanotechnology, 23(29), 294011-294011 (2012-06-30)
In this work, we report the formation of well-defined silver nanodendrites via biomineralization under mild conditions in a single step, in the presence of the plant phytohormone chicoric acid (CA), a well-known HIV-I integrase inhibitor. CA played a dual role
Didier Tousch et al.
Biochemical and biophysical research communications, 377(1), 131-135 (2008-10-07)
Caffeic acid and chlorogenic acid (CGA), a mono-caffeoyl ester, have been described as potential antidiabetic agents. Using in vitro studies, we report the effects of a dicaffeoyl ester, chicoric acid (CRA) purified from Cichorium intybus, on glucose uptake and insulin
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

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