4H-pyran-2,6-dicarboxylic acid

• ChemBase ID: 177112
• Molecular Formular: C7H6O5
• Molecular Mass: 170.11954
• Monoisotopic Mass: 170.02152329
• SMILES: C1=C(OC(=CC1)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C1=CCC=C(O1)C(=O)O
• InChI: InChI=1S/C7H6O5/c8-6(9)4-2-1-3-5(12-4)7(10)11/h2-3H,1H2,(H,8,9)(H,10,11)
• InChIKey: GCWNVFIZNRZKKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4H-pyran-2,6-dicarboxylic acid
• IUPAC Traditional name: 4H-pyran-2,6-dicarboxylic acid
• Synonyms: 4H-Pyran-2,6-dicarboxylic Acid

Database IDs

• CAS Number: 23047-07-6
• PubChem SID: 164233022
• PubChem CID: 53831657

CALCULATED PROPERTIES

• Acid pKa: 2.9339883
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -4.2729874
• LogD (pH = 7.4): -6.808109
• Log P: -0.005340012
• Molar Refractivity: 39.9513 cm^3
• Polarizability: 14.350083 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P840500

H-Pyran-2,6-dicarboxylic acid, an analog of dipicolinic acid, has been shown to completely replace dipicolinic acid in restoring normal sporulation to a Bacillus megaterium mutant aspartic semialdehyde pyruvate-condensing enzyme.

REFERENCES

• Fukuda, A., et al.: J. Biol. Chem., 244, 5636 (1969)