2-[4-hydroxy-3-methoxy(1,2,3,4,5,6-13C6)phenyl]acetic acid

• ChemBase ID: 170012
• Molecular Formular: C9H10O4
• Molecular Mass: 188.12922903
• Monoisotopic Mass: 188.07803783
• SMILES: [13cH]1[13cH][13c]([13c]([13cH][13c]1CC(=O)O)OC)O
• Canonical SMILES: CO[13c]1[13cH][13c]([13cH][13cH][13c]1O)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)/i2+1,3+1,4+1,6+1,7+1,8+1
• InChIKey: QRMZSPFSDQBLIX-BOCFXHSMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-hydroxy-3-methoxy(1,2,3,4,5,6-^1^3C₆)phenyl]acetic acid
• IUPAC Traditional name: [4-hydroxy-3-methoxy(1,2,3,4,5,6-^1^3C₆)phenyl]acetic acid
• Synonyms: 4-Hydroxy-3-methoxy(benzene-13C6)acetic Acid; 4-Hydroxy-3-methoxy(phenyl-13C6)acetic Acid; 3-Methoxy-4-hydroxy(phenyl-13C6)acetic Acid; NSC 16682-13C6; Vanilacetic Acid-13C6; Homovanillic Acid-13C6

Database IDs

• CAS Number: 1185016-45-8
• PubChem SID: 164225922
• PubChem CID: 46781706

CALCULATED PROPERTIES

• Acid pKa: 3.744857
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.60572475
• LogD (pH = 7.4): -2.1383011
• Log P: 1.1497575
• Molar Refractivity: 45.8097 cm^3
• Polarizability: 17.699709 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Orange Solid
• Melting Point: 119-130°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H669503

A neuroendocrine tumor marker. A Labelled metabolite of Dihydroxyphenylacetic Acid (DOPAC).

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)