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06957

Supelco

(−)-Chicoric acid

analytical standard

Synonyme(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

Formule empirique (notation de Hill):
C22H18O12
Numéro CAS:
70831-56-0
Poids moléculaire :
474.37
Numéro MDL:
MFCD22683653
Code UNSPSC :
85151701
ID de substance PubChem :
329748312
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Pureté

≥98.0% (HPLC)

Durée de conservation

limited shelf life, expiry date on the label

Application(s)

food and beverages

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

YDDGKXBLOXEEMN-IABMMNSOSA-N

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Description générale

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL5817
BCCK7453
BCCG9210
BCCD3914
BCBW3546

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Chlorogenic acid European Pharmacopoeia (EP) Reference Standard

Y0000569

Chlorogenic acid

Acide rosmarinique ≥98% (HPLC), from Rosemarinus officinalis L.

Sigma-Aldrich

R4033

Acide rosmarinique

Caffeic acid ≥98.0% (HPLC)

Sigma-Aldrich

C0625

Caffeic acid

Chlorogenic acid ≥95% (titration)

Sigma-Aldrich

C3878

Chlorogenic acid

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
Chung Mu Park et al.
Journal of ethnopharmacology, 133(2), 834-842 (2010-11-16)
The common dandelion (Taraxacum officinale G.H. Weber ex Wiggers, Asteraceae) has been widely used in folklore medicine to treat dyspepsia, heartburn, and spleen and liver disorders. To compare the antioxidative and anti-inflammatory activities of Taraxacum officinale methanol extract (TOME) and
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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