C0625

Caffeic acid

Name: Caffeic acid
Brand: SIGMA

≥98.0% (HPLC)

동의어(들):

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

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

Linear Formula:

(HO)₂C₆H₃CH=CHCO₂H

CAS 번호:

331-39-5

Molecular Weight:

180.16

UNSPSC Code:

12352106

NACRES:

NA.77

PubChem Substance ID:

24278290

EC Number:

206-361-2

Beilstein/REAXYS Number:

1954563

MDL number:

MFCD00004392

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InChI key

QAIPRVGONGVQAS-DUXPYHPUSA-N

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+

SMILES string

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

assay

≥98.0% (HPLC)

form

powder

mp

211-213 °C (dec.) (lit.)

solubility

ethanol: 50 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

200

Gene Information

human ... ELA2(1991)
rat ... Alox5(25290)

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General description

Caffeic acid exists in its free and ester form. It is considered as the predominant polyphenol, contributing to the hydroxycinnamic acid content in various fruits. Coffee is one of the major source of caffeic acid.

Application

Caffeic acid has been used as a standard of phenolic acid in the study to determine the total phenolic acid content in vegetables after subjecting to alkaline and acid hydrolysis. It has also been used to determine its antioxidant activity by various assay methods.

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.

Caffeic acid and other polyphenols are metabolized by going through enzyme catalysed methyl transfer, sulfation and glucuronic acid addition. It non-competitively prevents the action of 5-lipoxygenase. Caffeic acid ready undergoes hydrolysis in alkaline conditions.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

GHS08

signalword

Warning

hcodes

H351

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Carc. 2

저장 등급

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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문서 라이브러리 방문

Comparing antioxidative food additives and secondary plant products-use of different assays

Kranl K, et al.

Food Chemistry, 93(1), 171-175 (2005)

Phenolic acids in potatoes, vegetables, and some of their products

Mattila P and Hellstrom J

J. Food Compos. Anal., 20(3-4), 152-160 (2007)

Polyphenols: food sources and bioavailability

Manach C, et al.

American Journal of Clinical Nutrition, 79(5), 727-747 (2004)

Caffeic acid is a selective inhibitor for leukotriene biosynthesis

Yasuko K, et al.

Biochimica et Biophysica Acta, Lipids and Lipid Metabolism, 792(1), 92-97 (1984)

Ga-Yul Min et al.

Molecular medicine reports, 24(6) (2021-09-29)

Atopic dermatitis (AD) is a chronic inflammatory allergic skin disease, characterized by pruritic and eczematous skin lesions. Lycopus lucidus Turcz (LLT) is a perennial herb that has been reported to have various biological properties, including effects on blood circulation, as well

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Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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Caffeic acid

≥98.0% (HPLC)

크기 선택

제품정보 (DICE 배송 시 비용 별도)

주요 문서

속성

InChI key

InChI

SMILES string

assay

form

mp

solubility

application(s)

Quality Level

Gene Information

관련 카테고리

설명

General description

Application

Biochem/physiol Actions

Features and Benefits

안전성 정보

pictograms

signalword

hcodes

pcodes

Hazard Classifications

저장 등급

wgk

flash_point_f

flash_point_c

ppe

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