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205546

Caffeic Acid

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

Synonyme(s) :

Caffeic Acid, 3,4-Dihydroxycinnamic Acid

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A propos de cet article

Formule empirique (notation de Hill) :
C9H8O4
Numéro CAS:
Poids moléculaire :
180.16
UNSPSC Code:
12352106
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
crystalline solid
Quality level:
Storage condition:
OK to freeze
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Quality Level

description

Merck USA index - 14, 1635

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

SMILES string

Oc1c(ccc(c1)\C=C/C(=O)O)O

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

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

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

Packaging

Packaged under inert gas

Preparation Note

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)


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pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Carc. 2

Classe de stockage

11 - Combustible Solids

wgk

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



Numéro d'article de commerce international

RéférenceGTIN
205546-500MG04055977203134