A phenol with diverse biological activities
Related Products
Isomer(s)
395004-Methoxycinnamic Acid
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Methyl 4-hydroxycinnamate

Item No. 35203

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(4-hydroxyphenyl)-2-propenoic acid, methyl ester
CAS Number
19367-38-5
Synonyms
  • trans-4-Coumaric Acid methyl ester
  • trans-p-Coumaric Acid methyl ester
  • trans-para-Coumaric Acid methyl ester
Molecular Formula
C10H10O3
Formula Weight
178.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:5): 0.16 mg/mlDMSO: 15 mg/mlEthanol: 5 mg/ml
λmax
229, 314 nm
SMILES
COC(/C=C/C1=CC=C(C=C1)O)=O
InChi Code
InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+
InChi Key
NITWSHWHQAQBAW-QPJJXVBHSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 g

    $33

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    5 g

    $97

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    10 g

    $161

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    25 g

    $242

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    Cayman Chemical
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    Product Description

    Methyl 4-hydroxycinnamate is a phenol and derivative of p-coumaric acid (Item No. 20929) that has been found in Allium cepa and has diverse biological activities.1,2,3,4 It scavenges DPPH (Item No. 14805) radicals in a cell-free assay (IC50 = 772.47 µM).3 Methyl 4-hydroxycinnamate reduces LPS-induced nitric oxide (NO) production in RAW 264.7 cells (IC50 = 19.29 µM).4 It synergizes with curcumin (Item No. 81025) to induce apoptosis in HL-60 acute myeloid leukemia cells when used at a concentration of 5 µM.1 Methyl 4-hydroxycinnamate (10, 30, and 60 mg/kg) reduces parasitemia and increases survival in P. berghei-infected mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Trachtenberg, A., Muduli, S., Sidoryk, K., et al. Synergistic cytotoxicity of methyl 4-hydroxycinnamate and carnosic acid to acute myeloid leukemia cells via calcium-dependent apoptosis induction. Front. Pharmacol. 10, 507 (2019).

    2. Sudi, S., Ali, A.H., Basir, R., et al. A derivative of cinnamic acid, methyl-4-hydroxycinnamate modules inflammatory cytokine levels in malaria-infected mice through inhibition of GSK3β. Malays. Appl. Biol. 47(3), 153-157 (2018).

    3. Wan, C., Yuan, T., Cirello, A.L., et al. Antioxidant and α-glucosidase inhibitory phenolics isolated from highbush blueberry flowers. Food Chem. 135(3), 1929-1937 (2012).

    4. Jung, Y.-J., Park, J.-H., Seo, K.-H., et al. Phenolic compounds from the stems of Zea mays and their pharmacological activity. J. Korean Soc. Appl. Biol. Chem. 57(3), 379-385 (2014).