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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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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
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
Kiranjeet Kour et al.
Neuropharmacology, 60(6), 852-860 (2011-01-29)
This study demonstrates the protective effect of chicoric acid (CA) on chronic restraint stress-induced altered T lymphocyte subset distribution and corresponding cytokine secretion patterns in experimental Swiss albino mice. CA has the potential to restore diminished immune response and Th1/Th2
David C Crosby et al.
Journal of medicinal chemistry, 53(22), 8161-8175 (2010-10-28)
Fourteen analogues of the anti-HIV-1 integrase (IN) inhibitor L-chicoric acid (L-CA) were prepared. Their IC(50) values for 3'-end processing and strand transfer against recombinant HIV-1 IN were determined in vitro, and their cell toxicities and EC(50) against HIV-1 were measured

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