(2E)-3-[4-hydroxy-3-(2H3)methoxyphenyl]prop-2-enoic acid

• ChemBase ID: 168941
• Molecular Formular: C10H10O4
• Molecular Mass: 194.184
• Monoisotopic Mass: 194.0579088
• SMILES: c1c(c(cc(c1)/C=C/C(=O)O)OC)O
• Canonical SMILES: COc1cc(/C=C/C(=O)O)ccc1O
• InChI: InChI=1S/C10H10O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
• InChIKey: KSEBMYQBYZTDHS-HWKANZROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-[4-hydroxy-3-(^2H₃)methoxyphenyl]prop-2-enoic acid
• IUPAC Traditional name: (2E)-3-[4-hydroxy-3-(^2H₃)methoxyphenyl]prop-2-enoic acid
• Synonyms: 3-[4-Hydroxy-3-(methoxy-d3)phenyl]-2-propenoic Acid; 3-[4-Hydroxy-(3-methoxy-d3)phenyl)acrylic Acid; 3-(Methoxy-d3)-4-hydroxycinnamic Acid; 4'-Hydroxy-3'-(methoxy-d3)cinnamic Acid; Coniferic Acid-d3; Ferulaic Acid-d3; NSC 674320-d3; Ferulic Acid-d3

Database IDs

• PubChem SID: 162263073
• PubChem CID: 45039253

CALCULATED PROPERTIES

• Acid pKa: 3.7673485
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.05890093
• LogD (pH = 7.4): -1.6033499
• Log P: 1.6748496
• Molar Refractivity: 51.504 cm^3
• Polarizability: 19.350779 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Alcohol; Ethyl Acetate; Water,
• Apperance: Crystalline Solid
• Melting Point: 174°C

DETAILS

Toronto Research Chemicals - F308902

Labelled Ferulic acid (4-hydroxy-3-methoxycinnamic acid or, in IUPAC nomenclature, 3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid) which is a highly abundant phenolic phytochemical which is present in plant cell walls. It may have significant health bene

REFERENCES

• Nardini, M., et al.: Food Chem., 79, 119 (1979)
• Lee, J., et al.: J. Agric. Food Chem., 52, 2647
• Smart, M.G., et al.: Aust. J. Plant Physiol., 6, 485 (1979)
• Chen, C., et al.: J. Food Lipids, 2, 35,1995, Benzie, I., et al.: Anal. Biochem. 239, 70 (1979)