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Structure

3,4-Dimethoxycinnamic Acid

CAS
2316-26-9
Catalog Number
ACM2316269
Category
Inhibitors
Molecular Weight
208.21
Molecular Formula
C11H12O4

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Specification

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

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.

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