2-[4-hydroxy-3-(2H3)methoxyphenyl]acetic acid

• ChemBase ID: 170011
• Molecular Formular: C9H10O4
• Molecular Mass: 182.1733
• Monoisotopic Mass: 182.0579088
• SMILES: c1c(c(cc(c1)CC(=O)O)OC)O
• Canonical SMILES: COc1cc(ccc1O)CC(=O)O
• InChI: InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
• InChIKey: QRMZSPFSDQBLIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-hydroxy-3-(^2H₃)methoxyphenyl]acetic acid
• IUPAC Traditional name: [4-hydroxy-3-(^2H₃)methoxyphenyl]acetic acid
• Synonyms: 4-Hydroxy-3-(methoxy-d3)benzeneacetic Acid; 4-Hydroxy-3-(methoxy-d3)phenylacetic Acid; 3-(Methoxy-d3)-4-hydroxyphenylacetic Acid; NSC 16682-d3; Vanilacetic Acid-d3; Homovanillic Acid-d3

Database IDs

• CAS Number: 74495-71-9
• PubChem SID: 164225921
• PubChem CID: 12347941

CALCULATED PROPERTIES

• Log P: 1.1497575
• Molar Refractivity: 45.8097 cm^3
• Polarizability: 17.700663 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 3.744857
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.60572475
• LogD (pH = 7.4): -2.1383011

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 135-137°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H669502

A neuroendocrine tumor marker. A Labelled metabolite of Dihydroxyphenylacetic Acid (DOPAC) by catechol O-methyltransferase.

REFERENCES

• Yamamoto, K., et al.: J. Clin. Oncol., 16, 1265 (1998)
• Meijer, W., et al.: Clin. Chem., 46, 1588 (1998)
• Ilias, I., et al.: Horm. Metab. Res., 37, 717 (1998)
• Boyle, J., et al.: J. Clin. Endocrinol. Metab., 92, 4602 (1998)