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Caffeic acid

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

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Synonym(s):
3,4-Dihydroxybenzeneacrylic acid, 3,4-Dihydroxycinnamic acid, 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
Linear Formula:
(HO)2C6H3CH=CHCO2H
CAS Number:
331-39-5
Molecular Weight:
180.16
Beilstein:
1954563
EC Number:
206-361-2
MDL number:
MFCD00004392
UNSPSC Code:
12000000
PubChem Substance ID:
329758737
NACRES:
NA.21

grade

matrix substance for MALDI-MS

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

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

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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.

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Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Precautionary Statements

P280

Hazard Classifications

Carc. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Ren-Wang Jiang et al.
Current medicinal chemistry, 12(2), 237-246 (2005-01-11)
Caffeic acid (3,4-dihydroxycinnamic acid), one of the most common phenolic acids, frequently occurs in fruits, grains and dietary supplements for human consumption as simple esters with quinic acid or saccharides, and are also found in traditional Chinese herbs. Caffeic acid
Jun Liu et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 51, 310-316 (2012-10-27)
The antioxidant activities of ethanolic extract from edible mushroom Agaricus bisporus (A. bisporus) were evaluated by various methods in vitro and in vivo. In antioxidant assays in vitro, ethanolic extract of A. bisporus was found to have strong reducing power
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