3,4-Dimethoxycinnamic Acid

• CAS: 2316-26-9
• Catalog Number: ACM2316269
• Category: Inhibitors
• Molecular Weight: 208.21
• Molecular Formula: C11H12O4
• Description: 3,4-Dimethoxycinnamic acid (O-Methylferulic acid) is a monomer extracted and purified from Securidaca inappendiculata Hassk. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway. Anti-apoptotic effects.
• Synonyms: Methylferulic acid
• IUPAC Name: (E)-3-(3,4-Dimethoxyphenyl)prop-2-enoic acid
• Canonical SMILES: COC1=C(C=C(C=C1)C=CC(=O)O)OC
• InChI: InChI=1S/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)/b6-4+
• InChI Key: HJBWJAPEBGSQPR-GQCTYLIASA-N
• Boiling Point: 267.4 °C
• Melting Point: 181-183 °C(lit.)
• Density: 1.0627 g/cm³
• Solubility: Soluble in dichloromethane, chloroform
• Appearance: Solid
• Storage: Sealed in dry, room temperature
• Complexity: 237
• Exact Mass: 208.07355886
• Isomeric SMILES: COC1=C(C=C(C=C1)/C=C/C(=O)O)OC
• Monoisotopic Mass: 208.07355886
• pKa: 4.53±0.10(Predicted)
• Refractive Index: 1.4389
• Shipping: Can be shipped at room temperature, where not in use may vary.
• Source: PlantsPolygalaceaeSecuridaca inappendiculata Hassk.
• Topological Polar Surface Area: 55.8 Ų

Synthetic Use

Upstream Synthesis Route 1

• 110-89-4
• 110-86-1
• 141-82-2
• 120-14-9

• 2316-26-9

Reference: [1]Journal of the Chemical Society,1925,vol. 127,p. 1720

Downstream Synthesis Route 1

• 2316-26-9

• 21560-29-2

Reference: [1] Tetrahedron, 1982, vol. 38, # 22, p. 3347 - 3354

Downstream Synthesis Route 2

• 2316-26-9

• 855-97-0

Reference: [1] Journal of Chemical Research, 2014, vol. 38, # 1, p. 60 - 61

Downstream Synthesis Route 3

• 2316-26-9

• 13575-75-2

Reference: [1] Journal of Medicinal Chemistry, 1966, vol. 9, p. 27 - 29

Downstream Synthesis Route 4

• 2316-26-9

• 2107-70-2

Reference: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 4716 - 4732

Downstream Synthesis Route 5

• 2316-26-9

• 97243-37-3

Reference: [1]Recueil des Travaux Chimiques des Pays-Bas,1926,vol. 45,p. 358
Recueil des Travaux Chimiques des Pays-Bas,1928,vol. 47,p. 734
[2]Phytochemistry,1984,vol. 23,p. 1313 - 1316
[3]Synlett,2012,vol. 23,p. 760 - 764

* For details of the synthesis route, please refer to the original source to ensure accuracy.