2-hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic acid

• ChemBase ID: 118898
• Molecular Formular: C9H10O5
• Molecular Mass: 198.1727
• Monoisotopic Mass: 198.05282342
• SMILES: c1(cc(c(cc1)OC)O)C(C(=O)O)O
• Canonical SMILES: COc1ccc(cc1O)C(C(=O)O)O
• InChI: InChI=1S/C9H10O5/c1-14-7-3-2-5(4-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)
• InChIKey: PXMUSCHKJYFZFD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic acid
• IUPAC Traditional name: hydroxy(3-hydroxy-4-methoxyphenyl)acetic acid
• Synonyms: hydroxy(3-hydroxy-4-methoxyphenyl)acetic acid; α,3-Dihydroxy-4-methoxybenzeneacetic Acid; (RS)-3-Hydroxy-4-methoxymandelic Acid; (+/-)-3-Hydroxy-4-methoxymandelic Acid; 3-Hydroxy-4-methoxymandelic Acid; Isovanilmandelic Acid; 3-Hydroxy-4-methoxymandelic Acid

Database IDs

• CAS Number: 3695-24-7
• MDL Number: MFCD00004230
• PubChem SID: 162098536
• PubChem CID: 107153

CALCULATED PROPERTIES

• Acid pKa: 3.113626
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.9234107
• LogD (pH = 7.4): -3.0265462
• Log P: 0.43459907
• Molar Refractivity: 47.1479 cm^3
• Polarizability: 18.37603 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 128-130°C
• Partition Coefficient: 0.693

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%
• Classification: Rare Derivatives of Natural Compounds

DETAILS

Toronto Research Chemicals - H946345

A metabolite of catecholamines.

REFERENCES

• Canfell, P., et al.: Clin. Chem., 32, 222 (1986)
• Nunez, C., et al.: Eur. J .Clin. Chem. Clin. Biochem., 32, 461 (1986)
• Weise, M., et al.: J. Clin. Endocrinol. Metab., 87, 1955 (1986)