3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid

• ChemBase ID: 173558
• Molecular Formular: C10H12O4
• Molecular Mass: 196.19988
• Monoisotopic Mass: 196.07355886
• SMILES: c1c(c(cc(c1)CC(C(=O)O)C)O)O
• Canonical SMILES: OC(=O)C(Cc1ccc(c(c1)O)O)C
• InChI: InChI=1S/C10H12O4/c1-6(10(13)14)4-7-2-3-8(11)9(12)5-7/h2-3,5-6,11-12H,4H2,1H3,(H,13,14)
• InChIKey: GIIOASILGOFVPI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid
• IUPAC Traditional name: 3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid
• Synonyms: 3,4-Dihydroxy-α-methylbenzenepropanoic Acid; α-Methyl-3,4-dihydroxyphenylpropionic Acid

Database IDs

• CAS Number: 53832-94-3
• PubChem SID: 164229468
• PubChem CID: 21563790

CALCULATED PROPERTIES

• Acid pKa: 3.9182324
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.40322378
• LogD (pH = 7.4): -1.2181824
• Log P: 1.9914184
• Molar Refractivity: 50.5029 cm^3
• Polarizability: 19.460232 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M301950

A metabolite of Carbidopa (C175915).

REFERENCES

• Vickers, S., et al.: Drug Metab. Dispos., 2, 6 (1974)
• Vickers, S., et al.: J. Med. Chem., 18, 134 (1974)