(1,2-13C2)ethyl 3,4-dihydroxybenzoate

• ChemBase ID: 168216
• Molecular Formular: C9H10O4
• Molecular Mass: 185.15126451
• Monoisotopic Mass: 185.06797331
• SMILES: c1c(c(cc(c1)[13C](=O)O[13CH2][13CH3])O)O
• Canonical SMILES: [13CH3][13CH2]O[13C](=O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3/i1+1,2+1,9+1
• InChIKey: KBPUBCVJHFXPOC-SKBHVPMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1,2-^1^3C₂)ethyl 3,4-dihydroxybenzoate
• IUPAC Traditional name: (1,2-^1^3C₂)ethyl 3,4-dihydroxybenzoate
• Synonyms: 3,4-Dihydroxybenzoic Acid Ethyl Ester-13C3; Protocatechuic Acid Ethyl Ester-13C3; Ethyl Protocatechuate-13C3; NSC 619681-13C3; NSC 86130-13C3; Ethyl 3,4-Dihydroxybenzoate-13C3

Database IDs

• PubChem SID: 162262348
• PubChem CID: 71316452

CALCULATED PROPERTIES

• Acid pKa: 8.561117
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7260258
• LogD (pH = 7.4): 1.6976454
• Log P: 1.7264001
• Molar Refractivity: 46.7937 cm^3
• Polarizability: 17.847933 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E678502

Labelled Ethyl 3,4-Dihydroxybenzoate (E678500). An antioxidant compound found in Sicilian virgin olive oils and red wines.

REFERENCES

• Rayman, M., et al.: Lancet, 356, 233 (2000)
• Stadlober, M., et al.: Food Chem., 73, 357 (2000)