A polyphenol with diverse biological activities
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Caffeic Acid

Item No. 70602

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(3,4-dihydroxyphenyl)-2-propenoic acid
CAS Number
331-39-5
Synonyms
  • 3,4-Dihydroxycinnamic Acid
Molecular Formula
C9H8O4
Formula Weight
180.2
Purity
≥97%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
OC1=C(O)C=C(/C=C/C(O)=O)C=C1
InChi Code
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-DUXPYHPUSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    5 g

    $36

    Add

    10 g

    $68

    Add

    25 g

    $120

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Caffeic acid is a polyphenol that has been found in E. alatus and has diverse biological activities.1,2,3,4 It is an inhibitor of lysine demethylase 6A (KDM6A) and KDM4C (IC50s = 5.5 and 13.7 µM, respectively).1 Caffeic acid also inhibits 12-lipoxygenase (12-LO) and 5-LO (IC50s = 5.1 and 72 µM, respectively) and matrix metalloproteinase-9 (MMP-9) and MMP-2 (IC50s = 8 and 12 µM, respectively).2,3,4 It inhibits increases in migration and invasion induced by phorbol 12-myristate 13-acetate (PMA; Item No. 10008014) in HepG2 hepatocellular carcinoma cells when used at a concentration of 100 µg/ml.4 Caffeic acid (5 mg/kg three times per week) decreases tumor growth and the number of liver metastases in a HepG2 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nielsen, A.L., Kristensen, L.H., Stephansen, K.B., et al. Identification of catechols as histone-lysine demethylase inhibitors. FEBS Lett. 586(8), 1190-1194 (2012).

    2. Kohyama, N., Nagata, T., Fujimoto, S., et al. Inhibition of arachidonate lipoxygenase activities by 2-(3,4-dihydroxyphenyl)ethanol, a phenolic compound from olives. Biosci. Biotechnol. Biochem. 61(2), 347-350 (1997).

    3. Koshihara, Y., Neichi, T., Murota, S.I., et al. Caffeic acid is a selective inhibitor for leukotriene biosynthesis. Biochim. Biophys. Acta 792(1), 92-97 (1984).

    4. Chung, T.-W., Moon, S.-K., Chang, Y.-C., et al. 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. The FASEB Journal 18(14), 1670-1681 (2004).

    Product Citations

    Lee, S., Park, Y., Kim, J., et al. A fluorescence-based assay for measuring the redox potential of 5-lipoxygenase inhibitors. PLoS One 9(2), e87708 (2014).