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205546

Sigma-Aldrich

Caffeic Acid

A natural dietary compound reported to have anti-carcinogenic and anti-inflammatory properties.

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Synonym(s):
Caffeic Acid, 3,4-Dihydroxycinnamic Acid
Empirical Formula (Hill Notation):
C9H8O4
CAS Number:
Molecular Weight:
180.16
MDL number:

Quality Level

assay

≥95% (HPLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

tan

solubility

DMSO: 200 mg/mL
ethanol: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

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-RQOWECAXSA-N

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This Item
C06258.22029205548
vibrant-m

205546

Caffeic Acid

vibrant-m

C0625

Caffeic acid

vibrant-m

8.22029

3,4-Dihydroxycinnamic acid

vibrant-m

205548

Caffeine

assay

≥95% (HPLC)

assay

≥98.0% (HPLC)

assay

≥98.0% (HPLC)

assay

≥99% (HPLC)

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

-

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

2-30°C

storage temp.

10-30°C

solubility

DMSO: 200 mg/mL, ethanol: 50 mg/mL

solubility

ethanol: 50 mg/mL

solubility

-

solubility

chloroform: 50 mg/mL

General description

A cell-permeable natural dietary compound reported to have anti-carcinogenic and anti-inflammatory properties. A selective, non-competitive inhibitor of 5-lipoxygenase (ID50 = 3.7 µM). Inhibits Cu2+-induced LDL oxidation in the initiation phase but acts as a prooxidant in the propagation phase. An effective irreversible inhibitor of glutathione S-transferases and a non-competitive inhibitor of xanthine oxidase.
A natural dietary compound reported to have anti-carcinogenic and anti-inflammatory properties. A cell-permeable, selective, non-competitive inhibitor of 5-lipoxygenase (ID50 = 3.7 µM). Inhibits Cu2+-induced LDL oxidation in the initiation phase but acts as a prooxidant in the propagation phase. An irreversible inhibitor of glutathione S-transferases and a non-competitive inhibitor of xanthine oxidase.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
5-lipoxygenase
Product does not compete with ATP.
Reversible: no
Target IC50: 3.7 µM against 5-lipoxygenase

Packaging

Packaged under inert gas

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Yamanaka, N., et al. 1997. FEBS Lett.405, 186.
Chan, W.S., et al. 1995. Anticancer Res.15, 703.
Ploemen, J.H., et al. 1993. Food Chem. Toxicol.31, 475.
Koshihara, Y., et al. 1984. Biochim. Biophys. Acta792, 92.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Zhengzheng Xiao et al.
Molecular medicine reports, 23(5) (2021-03-03)
Recent studies have reported that gene amplified in squamous cell carcinoma 1 (GASC1) is involved in the progression of several types of cancer. However, whether GASC1 promotes glioma progression remains unknown. Therefore, the present study aimed to investigate the effect

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