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15029

Sigma-Aldrich

Caftaric acid

≥97.0%

Synonym(s):

2-Caffeoyl-L-tartaric acid

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About This Item

Empirical Formula (Hill Notation):
C13H12O9
CAS Number:
Molecular Weight:
312.23
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25

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Quality Level

assay

≥97.0%

form

powder

impurities

≤10% water

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

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

InChI

1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1

InChI key

SWGKAHCIOQPKFW-JTNORFRNSA-N

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General description

Cafteric acid (CFA) is a polyphenolic compound belonging to the hydroxycinnamic acids (HCAs) subgroup. It is a derivative of caffeic acid. Cafteric acid is mainly sourced from Echinacea purpurea.[1]

Application

Caftaric acid has been used:
  • as a standard antioxidant to determine the antioxidant potential (AOP) of red wine using 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay[2]
  • as an antioxidant together with sulfur dioxide (SO2) to measure the antioxidant potential of white wines using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and Folin-Ciocalteu (FC) assays[3]
  • to evaluate the myelopoietic effect on bone marrow of rats treated with various Echinacea purpurea extracts[4]
  • to identify (poly)phenolic compounds in concord grape juice and their metabolites in human plasma and urine after juice consumption[5]

Biochem/physiol Actions

Caftaric acid exerts antioxidant and anti-inflammatory effects against indomethacin-induced gastric ulcers in rats.[6] It also displays antimutagenicity properties.[7]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Sindhura Ramasahayam et al.
Planta medica, 77(17), 1883-1889 (2011-08-27)
Echinacea species are used for beneficial effects on immune function, and various prevalent phytochemicals have immunomodulatory effects. Using a commercial E. purpurea (L.) Moench product, we have evaluated the myelopoietic effect on bone marrow of rats treated with various extracts
Laura Bertalanič et al.
Journal of agricultural and food chemistry, 60(50), 12282-12288 (2012-11-29)
Solvent composition has a large influence on measured antioxidant potential (AOP) of model polyphenols and red wines with 2,2-diphenyl-1-picrylhydrazyl (DPPH). We have shown that incorporation of aqueous buffer in the assay medium results in higher reactivity of catechin and caftaric
Xiaomeng Zhang et al.
Mutation research, 723(2), 182-189 (2011-05-24)
Our study demonstrated that the formation of DNA adducts in liver, lungs, colon and kidneys of mice given a carcinogenic heterocyclic amine, 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) or 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), in the diet significantly decreased following the administration of the juice of Vitis
Jozef Hudec et al.
Journal of agricultural and food chemistry, 55(14), 5689-5696 (2007-06-21)
The changes of the antioxidant (AOA) and antiradical activities (ARA) and the total contents of phenolics, anthocyanins, flavonols, and hydroxybenzoic acid in roots and different aerial sections of Echinacea purpurea, nettle, and dandelion, after treatment with ornithine decarboxylase inhibitor, a
Angelique Stalmach et al.
Journal of agricultural and food chemistry, 59(17), 9512-9522 (2011-08-05)
Analysis of Concord grape juice by HPLC with ESI-MS(n), PDA, and fluorescence detection resulted in the identification and quantification of 60 flavonoids and related phenolic compounds, which were present at an overall concentration of 1508 ± 31 μmol/L. A total

Protocols

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)

Questions

  1. Bonjour, Quel est le solvant dans lequel est dissout l'acide caftarique? Merci d'avance

    1 answer
    1. This product is soluble in methanol and ethanol at 10 mM. Other sources report that this material is also soluble in DMSO, but minimally soluble in water. This information has not been validated.

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