2-[dihydroxy(2H3)phenyl]-2-hydroxyacetic acid

• ChemBase ID: 167827
• Molecular Formular: C8H8O5
• Molecular Mass: 184.14612
• Monoisotopic Mass: 184.03717336
• SMILES: c1c(c(cc(c1)C(O)C(=O)O)O)O
• Canonical SMILES: OC(=O)C(c1ccc(c(c1)O)O)O
• InChI: InChI=1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13)
• InChIKey: RGHMISIYKIHAJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[dihydroxy(^2H₃)phenyl]-2-hydroxyacetic acid
• IUPAC Traditional name: [dihydroxy(^2H₃)phenyl](hydroxy)acetic acid
• Synonyms: α,3,4-Trihydroxybenzeneacetic Acid-d3; (3,4-Dihydroxyphenyl)glycolic Acid-d3; (+/-)-3,4-Dihydroxymandelic Acid-d3; 2-(3,4-Dihydroxyphenyl)-2-hydroxyacetic Acid-d3; rac 3,4-Dihydroxymandelic Acid-d3

Database IDs

• PubChem SID: 162261960
• PubChem CID: 71316247

CALCULATED PROPERTIES

• Acid pKa: 2.9769258
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.1949363
• LogD (pH = 7.4): -3.1950524
• Log P: 0.288705
• Molar Refractivity: 42.6656 cm^3
• Polarizability: 16.512255 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Beige Solid

DETAILS

Toronto Research Chemicals - D453002

A labelled protein kinase C inhibitor.

REFERENCES

• Marki, H.P., et al.: Helv. Chimica Acta, 71, 320 (1988)
• Iwagami, H., et al.: Bull. chem. Soc. Jpn., 63, 3073 (1988)
• Funahashi, T., et al.: J. Bacteriol., 184, 936 (1988)