3-Hydroxy-4-methoxycinnamic Acid (Isoferulic Acid)

• CAT Number: R007320
• CAS Number: 537-73-5
• Molecular Formula: C10H10O4
• Molecular Weight: 194.186
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
• InChI: 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+
• InChIKey: QURCVMIEKCOAJU-HWKANZROSA-N
• SMILES: COC1=C(C=C(C=C1)C=CC(=O)O)O

Isoferulic acid is a cinnamic acid derivative that has antidiabetic activity. 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. 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).