Molecular structure of Caffeic Acid, CAS Number: 331-39-5
Caffeic Acid (CAS 331-39-5)
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Alternate Names:
3-(3,4-Dihydroxyphenyl)-2-propenoic acid; 3,4-Dihydroxycinnamic acid
Application:
Caffeic Acid is an inhibitor of 5-LO and 12-LO
CAS Number:
331-39-5
Purity:
≥98%
Molecular Weight:
180.16
Molecular Formula:
C9H8O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
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.
Caffeic Acid (CAS 331-39-5) References
- 15-LOX-1: a novel molecular target of nonsteroidal anti-inflammatory drug-induced apoptosis in colorectal cancer cells. | Shureiqi, I., et al. 2000. J Natl Cancer Inst. 92: 1136-42. PMID: 10904086
- Novel and therapeutic effect of caffeic acid and caffeic acid phenyl ester on hepatocarcinoma cells: complete regression of hepatoma growth and metastasis by dual mechanism. | Chung, TW., et al. 2004. FASEB J. 18: 1670-81. PMID: 15522912
- Caffeic acid derivatives: in vitro and in vivo anti-inflammatory properties. | da Cunha, FM., et al. 2004. Free Radic Res. 38: 1241-53. PMID: 15621702
- Anti-HIV activities of natural antioxidant caffeic acid derivatives: toward an antiviral supplementation diet. | Bailly, F. and Cotelle, P. 2005. Curr Med Chem. 12: 1811-8. PMID: 16029149
- Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase. | Okombi, S., et al. 2006. Bioorg Med Chem Lett. 16: 2252-5. PMID: 16442796
- Caffeic acid, a phenolic phytochemical in coffee, directly inhibits Fyn kinase activity and UVB-induced COX-2 expression. | Kang, NJ., et al. 2009. Carcinogenesis. 30: 321-30. PMID: 19073879
- Synthesis and Functional Characterization of Caffeic Acid Glucoside Using Leuconostoc mesenteroides Dextransucrase. | Nam, SH., et al. 2017. J Agric Food Chem. 65: 2743-2750. PMID: 28271704
- Modulatory effect of caffeic acid on cholinesterases inhibitory properties of donepezil. | Agunloye, OM. and Oboh, G. 2017. J Complement Integr Med. 15: PMID: 28941354
- Anti-inflammatory activity of caffeic acid derivatives isolated from the roots of Salvia miltiorrhiza Bunge. | Choi, HG., et al. 2018. Arch Pharm Res. 41: 64-70. PMID: 29124660
- Interaction between caffeic acid/caffeic acid phenethyl ester and micellar casein. | Qin, J., et al. 2021. Food Chem. 349: 129154. PMID: 33556721
- Caffeic acid is a selective inhibitor for leukotriene biosynthesis. | Koshihara, Y., et al. 1984. Biochim Biophys Acta. 792: 92-7. PMID: 6318834
- Inhibitory effect of caffeic acid esters on azoxymethane-induced biochemical changes and aberrant crypt foci formation in rat colon. | Rao, CV., et al. 1993. Cancer Res. 53: 4182-8. PMID: 8364913
- Inhibition of arachidonate lipoxygenase activities by 2-(3,4-dihydroxyphenyl)ethanol, a phenolic compound from olives. | Kohyama, N., et al. 1997. Biosci Biotechnol Biochem. 61: 347-50. PMID: 9058975
Inhibitor of:
β-defensin 129, β-glucuronidase, κ-casein, 12-LO, 15-LO, 5 alpha-Reductase 1, 5-LO, ADH4, ALDH1A1, Aldoart1, Alox12e, ALOXE3, ANKRD10, AROS-29, BPDE-DNA, CaMK2N2, Carbonyl reductase 3, CD8α, CDY1, COL6A3, CRISP-1, CTLA-2β, cystatin 11, D430019H16Rik, EMILIN-5, Epidermis-type 12-LO, ESAT6, Esp18, Gα gust, GOLGA8E-G, GST, GSTM4, GSTP1, Hepatocyte Specific Antigen, HMG-17, Horseradish Peroxidase, HPV16 L2, HSL, HYAL3, Il-28a, IRF-1, LCE3B, LOC622307, MAGE-3, Mox1, NAT-1, NAT-14, NF-E2, NF-H, Nitrotyrosine, nm23-M6, Nth2, ODC, OGG1, Olfr1084, Olr267, OTTMUSG00000010546, plasminogen, PU.1, S-100PBP, SerpinB12, Smurf2, SPANX-FI, SULT1A2, SUSP4, T2R20, T2R29, TMPRSSs8, TNF-IP 8L1, TRAIL, Tyk, Xanthine Oxidase, and ZNF878.Activator of:
β-Glucoronidase, β-glucosidase, ACOT8, ADAM9, ALDH1A3, Alox12e, Annexin II, apoE, ARHI, BC052486, Bikunin, BLM, C11orf59, CAGE, CARMIL, CASC5, Centrin-2, CKIP-1, DD4, DDX24, DSS1, EG210155, EG546335, FAM46B, FAM72D, FRP-1, G6PD, GABP-β1, Gelsolin, Gemin7, Gm4788, GPN2, GPx-2, GPx-5, GST, GSTA2, GSTA4, GSTM3, GSTM6, GSTT2, H2-Q8, Hct1, Heme Oxygenase 1, Histone cluster 2 H3C2, hnRNP A1, HORMAD2, HTR3C, IKK-i, IL-13Rα1, IL-18Rβ, IL-1F10, IRS-1, Jaz, Keratin 81, KIF12, KLK10, Klkb1, LCRISP2, Lipocalin-5, Ly6G6e, MafG, Mammaglobin B, Mbp1, MEK-4, MOZ, MRP-L37, MSH2_Msh2, MsrB2, MYPT2, NALP9A, NEIL1, NIPA2, NQO1, Nrf2, Occludin, OTTMUSG00000011290, OTTMUSG00000011291, OTTMUSG00000011339, OTTMUSG00000011350, OTTMUSG00000018260, PRX I, RAG1AP1, RGD1562043, RTCD1, SAA3, SERCA1, SerpinA3k, SerpinB1a, SerpinB8, Siglec-15, SRp40, SS18L2, Stat4, SULT1, SULT2A5, T-kininogen 1, TGFβ, TGR5, TM4SF19, TMEM2, TMPRSS2, TNFα-IP 8, UGT8, Vitronectin, XPG, and ZNF462.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Caffeic Acid, 1 g | sc-200499 | 1 g | $31.00 | |||
Caffeic Acid, 5 g | sc-200499A | 5 g | $61.00 |