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

• ChemBase ID: 170754
• Molecular Formular: C9H10O5
• Molecular Mass: 198.1727
• Monoisotopic Mass: 198.05282342
• SMILES: c1c(c(cc(c1)C(O)C(=O)O)OC)O
• Canonical SMILES: COc1cc(ccc1O)C(C(=O)O)O
• InChI: InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)
• InChIKey: CGQCWMIAEPEHNQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-2-[4-hydroxy-3-(^2H₃)methoxyphenyl]acetic acid
• IUPAC Traditional name: hydroxy[4-hydroxy-3-(^2H₃)methoxyphenyl]acetic acid
• Synonyms: α,4-Dihydroxy-3-(methoxy-d3)benzeneacetic Acid; (+/-)-Vanilmandelic Acid-d3; [4-Hydroxy-3-(methoxy-d3)phenyl]glycolic Acid; 3-(Methoxy-d3)-4-hydroxyphenylhydroxyacetic Acid; HMMA-d3; VMA-d3; Vanilinmandelic Acid-d3; dl-Vanillomandelic Acid-d3; 4-Hydroxy-3-methoxymandelic Acid-d3

Database IDs

• CAS Number: 74495-70-8
• PubChem SID: 164226664
• PubChem CID: 12358656

CALCULATED PROPERTIES

• Acid pKa: 3.1136312
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.9234009
• LogD (pH = 7.4): -3.0261636
• Log P: 0.43459907
• Molar Refractivity: 47.1479 cm^3
• Polarizability: 18.376966 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 127-129°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H946332

A labelled 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)