A cinnamic acid derivative
Related Products
Isomer(s)
19871Ferulic Acid
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Isoferulic Acid

Item No. 22715

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(3-hydroxy-4-methoxyphenyl)-2-propenoic acid
CAS Number
537-73-5
Synonyms
  • 3-methoxy Caffeic Acid
  • 3-hydroxy-4-Methoxycinnamic Acid
  • NSC 51987
Molecular Formula
C10H10O4
Formula Weight
194.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mLDMF:PBS(pH 7.2)(1:6): 0.14 mg/mLDMSO: 15 mg/mLEthanol: 10 mg/mL
λmax
219, 243, 293, 323 nm
SMILES
O=C(O)/C=C/C1=CC(O)=C(OC)C=C1
InChi Code
InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
InChi Key
QURCVMIEKCOAJU-HWKANZROSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

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    5 g

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    10 g

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    25 g

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Isoferulic acid is a cinnamic acid derivative that has antidiabetic activity.1,2 It binds to and activates α1-adrenergic receptors (IC50 = 1.4 µM) to enhance secretion of β-endorphin (EC50 = 52.2 nM) and increase glucose use in vitro. Isoferulic acid increases glucose uptake and enhances glycogen synthesis in isolated soleus muscles from streptozocin-induced diabetic rats.3 In vivo, isoferulic acid induces a dose-dependent reduction in plasma glucose levels in streptozocin-induced diabetic rats. It also inhibits absorbance of intestinal maltase and sucrose via α-glucosidase in vitro (IC50s = 760 and 450 µM, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, I.-M., Tsai, C.-C., Lai, T.-Y., et al. Stimulatory effect of isoferulic acid on α1A-adrenoceptor to increase glucose uptake into cultured myoblast C2C12 cell of mice. Auton. Neurosci. 88(3), 175-180 (2001).

    2. Liu, I.-M., Chen, W.-C., and Cheng, J.-T. Mediation of β-endorphin by isoferulic acid to lower plasma glucose in streptozotocin-induced diabetic rats. J. Pharmacol. Exp. Ther. 307(3), 1196-1204 (2003).

    3. Liu, I.-M., Hsu, F.-L., Chen, C.-F., et al. Antihyperglycemic action of isoferulic acid in streptozotocin-induced diabetic rats. Br. J. Pharmacol. 129(4), 631-636 (2000).

    4. Adisakwattana, S., Chantarasinlapin, P., Thammarat, H., et al. A series of cinnamic acid derivatives and their inhibitory activity on intestinal alpha-glucosidase. J. Enzyme Inhib. Med. Chem. 24(5), 1194-1200 (2009).