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06957

(−)-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:
70831-56-0
Molecular Weight:
474.37
NACRES:
NA.24
PubChem Substance ID:
329748312
UNSPSC Code:
85151701
MDL number:
MFCD22683653
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grade

analytical standard

Quality Level

100

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

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP4316
BCCL5817
BCCK7453
BCCG9210
BCCD3914

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Peter Silhár et al.
Journal of the American Chemical Society, 132(9), 2868-2869 (2010-02-18)
A new mechanistic class of BoNT/A zinc metalloprotease inhibitors, from Echinacea, exemplified by the natural product d-chicoric acid (I1) is disclosed. A detailed evaluation of chicoric acid's mechanism of inhibition reveals that the inhibitor binds to an exosite, displays noncompetitive
Paula N Brown et al.
Journal of AOAC International, 94(5), 1400-1410 (2011-12-15)
A method previously validated to determine caftaric acid, chlorogenic acid, cynarin, echinacoside, and cichoric acid in echinacea raw materials has been successfully applied to dry extract and liquid tincture products in response to North American consumer needs. Single-laboratory validation was
Rui Liu et al.
Biotechnology progress, 27(6), 1672-1679 (2011-08-19)
Recently, cichoric acid production from hairy roots of Echinacea purpurea was significantly improved by ultrasound stimulation in an airlift bioreactor. In this article, the possible mechanism on ultrasound-intensified hairy root culture of E. purpurea in the bioreactor was elucidated with
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Global Trade Item Number

SKUGTIN
128465-1KG04061838725592
128465-100G04061838725585
128465-3KG04061838725615
128465-50KG04061833636114
43612-1ML04061838195944
43612-10ML04061838195920
50649-100ML04061838177032
43612-10X1ML04061838195937
50649-25ML04061832449722
128465-22KG04061838725608
128465-5G04061838725622
06957-10MG04061834242871