Caffeic Acid An inhibitor of 5-LO and 12-LO

Caffeic Acid (CAS 331-39-5)

Synonym: 3-(3,4-Dihydroxyphenyl)-2-propenoic acid; 3,4-Dihydroxycinnamic acid
Application: An inhibitor of 5-LO and 12-LO
CAS Number: 331-39-5
Purity: ≥98%
Molecular Weight: 180.16
Molecular Formula: C9H8O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Caffeic Acid is an endogenous phenolic phytochemical compound that exists in plants and many foods. A major metabolite product upon hydrolization of chlorogenic acid caffeic acid inhibits a number of lipoxygenases such as 5-LO (5-lipoxygenase), in a non-competitive manner, and 12-LO (12-lipoxygenase) inhibiting leukotriene synthesis resulting in further inhibition of immunoregulation. Caffeic Acid has also been shown to inhibit arachidonic acid metabolism in platelets at high doses. It has been observed to stimulate prostaglandin synthesis at high doses. Caffeic Acid is an inhibitor of GST, ODC, Tyk and Xanthine Oxidase.


References

1. Koshihara, Y., et al. 1984. Biochim. Biophys. Acta. 792: 92-97. PMID: 6318834
2. Shureiqi, I., et al. 2000. J. Natl. Cancer Inst. 92: 1136-1142. PMID: 10904086
3. Okombi, S., et al. 2006. Bioorg. Med. Chem. Lett. 16: 2252-2255. PMID: 16442796
4. Rao, C.V., et al. 1993. Cancer Res. 53: 4182-4188. PMID: 8364913
5. Kohyama, N., et al. 1997. Biosci. Biotechnol. Biochem. 61: 347-350. PMID: 9058975
6. da Cunha, F.M., et al. 2004. Free Radic. Res. 38: 1241-1253. PMID: 15621702
7. Chung, T.W., et al. 2004. FASEB J. 18: 1670-1681. PMID: 15522912
8. Bailly, F., et al. 2005. Curr. Med. Chem. 12: 1811-1818. PMID: 16029149
9. Kang, N.J., et al. 2009. Carcinogenesis. 30: 321-330. PMID: 19073879

Physical State :
Solid
Derived From :
Synthetic
Solubility :
Soluble in DMSO (40 mg/mL), ethanol (25 mg/mL warm), DMF (~7 mg/mL), PBS, PH 7.2 (~0.65 mg/mL), hot water, ethyl acetate, Chloroform Hexane, and methanol.
Storage :
Store at room temperature
Melting Point :
211-213° C (dec.)
Boiling Point :
~416.8° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.71
IC50 :
5-LO: IC50 = 3.7 µM; 12-LO: IC50 = 5.1-30 µM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
GD8950000
PubChem CID :
689043
Merck Index :
14: 1635
MDL Number :
MFCD00004392
EC Number :
206-361-2
Beilstein Registry :
1954563
SMILES :
C1=CC(=C(C=C1C=CC(=O)O)O)O

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Certificate of Analysis

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What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-200499, is provided as a bright yellow powder. if you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-20
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Rated 5 out of 5 by from 效果很不错,功能也更棒 产品效果很高,还会继续够买。本来还担心,结婚收到货物以后特别喜欢,接下来还会挑选更多适合的产品继续够买
Date published: 2016-11-19
Rated 5 out of 5 by from Kang et al Kang et al. (PubMed ID 19073879) found that Caffeic Acid inhibited UVB-induced COX-2 expression by blocking Fyn kinase activity in JB6 P+ mouse skin epidermal (JB6 P+) cells. -SCBT Publication Review
Date published: 2015-02-09
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