An active metabolite of polyphenols
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m-Coumaric Acid

Item No. 37236

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(3-hydroxyphenyl)-2-propenoic acid
CAS Number
588-30-7
Synonyms
  • 3-hydroxy Cinnamic Acid
  • m-hydroxy Cinnamic Acid
  • meta-hydroxy Cinnamic Acid
  • 3-Coumaric Acid
  • meta-Coumaric Acid
  • NSC 28956
  • NSC 50308
Molecular Formula
C9H8O3
Formula Weight
164.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
λmax
215, 234, 279 nm
SMILES
O=C(C=CC1=CC(O)=CC=C1)O
InChi Code
InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)
InChi Key
KKSDGJDHHZEWEP-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $28

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    10 g

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    Cayman Chemical
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    Product Description

    m-Coumaric acid is an active metabolite of various polyphenols, including chlorogenic acid (Item No. 70930) and rosmarinic acid (Item No. 70900).1,2,3,4,5 It inhibits cumene hydroperoxide-induced oxidation of DNA (IC50 = 54.7 µM).3 m-Coumaric acid (10 µM) induces neurite outgrowth of fetal rat hippocampal neurons.1 It induces apoptosis and cell cycle arrest at the G0/G1 phase in HeLa cervical cancer cells when used at concentrations of 5 and 10 mM, respectively.4 m-Coumaric acid (3 mmol/kg) increases locomotor activity in mice.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ito, H., Sun, X.-L., Watanabe, M., et al. Chlorogenic acid and its metabolite m-coumaric acid evoke neurite outgrowth in hippocampal neuronal cells. Biosci. Biotechnol. Biochem. 72(3), 885-888 (2008).

    2. Baba, S., Osakabe, N., Natsume, M., et al. Orally administered rosmarinic acid is present as the conjugated and/or methylated forms in plasma, and is degraded and metabolized to conjugated forms of caffeic acid, ferulic acid and m-coumaric acid. Life. Sci. 75(2), 165-178 (2004).

    3. Lodovici, M., Guglielmi, F., Meoni, M., et al. Effect of natural phenolic acids on DNA oxidation in vitro. Food Chem. Toxicol. 39(12), 1205-1210 (2001).

    4. Chuang, J.-Y., Tsai, Y.-Y., Chen, S.-C., et al. Induction of G0/G1 arrest and apoptosis by 3-hydroxycinnamic acid in human cervix epithelial carcinoma (HeLa) cells. In Vivo 19(4), 683-688 (2005).

    5. Ohnishi, R., Ito, H., Iguchi, A., et al. Effects of chlorogenic acid and its metabolites on spontaneous locomotor activity in mice. Biosci. Biotechnol. Biochem. 70(10), 2560-2563 (2006).