4-hydroxy-3-methoxybenzoate

• ChemBase ID: 1890
• Molecular Formular: C8H7O4-
• Molecular Mass: 167.13878
• Monoisotopic Mass: 167.0344337
• SMILES: COc1cc(ccc1O)C(=O)[O-]
• Canonical SMILES: COc1cc(ccc1O)C(=O)[O-]
• InChI: InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)/p-1
• InChIKey: WKOLLVMJNQIZCI-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-methoxybenzoate
• IUPAC Traditional name: vanillate
• Synonyms: 4-Hydroxy-3-Methoxybenzoate

Database IDs

• CAS Number: 121-34-6
• PubChem SID: 46509049; 160965345
• PubChem CID: 23199; 54675858

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.155416
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.19138381
• LogD (pH = 7.4): -1.8944427
• Log P: 1.1695921
• Molar Refractivity: 52.5954 cm^3
• Polarizability: 15.760481 Å^3
• Polar Surface Area: 69.59 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.04
• LOG S: -1.0
• Solubility (Water): 1.86e+01 g/l

PROPERTIES

Physical Property

• Solubility: 1.5 mg/mL at 14 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• Hydrophobicity(logP): 1.43 [HANSCH,C ET AL. (1995)]

DETAILS

DrugBank - DB02130

• Drug Groups: experimental
• Description: A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). [PubChem]