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60018

Caffeic acid

Name: Caffeic acid
Brand: SIAL

suitable for matrix substance for MALDI-MS, ≥99.0% (HPLC)

Synonym(s):

3,4-Dihydroxybenzeneacrylic acid, 3,4-Dihydroxycinnamic acid, 3-(3,4-Dihydroxyphenyl)-2-propenoic acid

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About This Item

Linear Formula:

(HO)₂C₆H₃CH=CHCO₂H

CAS Number:

331-39-5

Molecular Weight:

180.16

UNSPSC Code:

41115710

NACRES:

NA.21

PubChem Substance ID:

329758737

EC Number:

206-361-2

Beilstein/REAXYS Number:

1954563

MDL number:

MFCD00004392

Assay:

≥99.0% (HPLC)

Form:

powder

Quality level:

100

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Properties

Quality Level

100

assay

≥99.0% (HPLC)

form

powder

analyte chemical class(es)

peptides, proteins

technique(s)

MALDI-MS: suitable

color

slightly beige

mp

211-213 °C (dec.) (lit.)

cation traces

Ba: ≤5 mg/kg, Ca: ≤20 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤20 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤20 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

suitability

in accordance for UV test, suitable for matrix substance for MALDI-MS

SMILES string

OC(=O)\C=C\c1ccc(O)c(O)c1

InChI

1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+

InChI key

QAIPRVGONGVQAS-DUXPYHPUSA-N

Description

General description

Caffeic acid is an antioxidant and the major hydroxycinnamic acid present in wine. It contains a catechol group with an α,β-unsaturated carboxylic acid chain with hepatoprotective properties.

Application

Caffeic acid may be used as an electrocatalysis mediator in voltammetric determination of cysteamine (CA) in an aqueous buffer solution.

Biochem/physiol Actions

A natural dietary phenolic compound found in plants that is an anti-oxidant. Inhibits the synthesis of leukotrienes that are involved in immunoregulation, inflammation and allergy. Inhibits Cu²⁺-induced LDL oxidation.

Anti-oxidant phenolic compound found in plants; Inhibits the synthesis of leukotrienes.

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pictograms

GHS08

signalword

Warning

hcodes

H351

pcodes

P280

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Structure-hepatoprotective activity relationship of 3, 4-dihydroxycinnamic acid (caffeic acid) derivatives.

Perez-Alvarez V, et al.

Journal of Applied Toxicology, 21(6), 527-531 (2001)

Electrocatalytic determination of cysteamine using multiwall carbon nanotube paste electrode in the presence of 3, 4-dihydroxycinnamic acid as a homogeneous mediator.

Keyvanfard M, et al.

Journal of the Brazilian Chemical Society, 24(1), 32-39 (2013)

Antioxidant activity of caffeic acid (3, 4-dihydroxycinnamic acid).

Gulcin I.

Toxicology, 217(2-3), 213-220 (2006)

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