205546
Caffeic Acid
A natural dietary compound reported to have anti-carcinogenic and anti-inflammatory properties.
Sinónimos:
Caffeic Acid, 3,4-Dihydroxycinnamic Acid
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Fórmula empírica (notación de Hill):
C9H8O4
Número CAS:
Peso molecular:
180.16
UNSPSC Code:
12352106
NACRES:
NA.77
MDL number:
Servicio técnico
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Permítanos ayudarleQuality 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
Cell permeable: yes
Primary Target
5-lipoxygenase
5-lipoxygenase
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.
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)
signalword
Warning
hcodes
Hazard Classifications
Carc. 2
Clase de almacenamiento
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