4-oxohex-5-enoic acid

• ChemBase ID: 176013
• Molecular Formular: C6H8O3
• Molecular Mass: 128.12592
• Monoisotopic Mass: 128.04734412
• SMILES: C(=C)C(=O)CCC(=O)O
• Canonical SMILES: OC(=O)CCC(=O)C=C
• InChI: InChI=1S/C6H8O3/c1-2-5(7)3-4-6(8)9/h2H,1,3-4H2,(H,8,9)
• InChIKey: LMEHQSIFTHFMQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-oxohex-5-enoic acid
• IUPAC Traditional name: 4-oxohex-5-enoic acid
• Synonyms: 4-Oxo-5-hexenoic Acid

Database IDs

• CAS Number: 6934-64-1
• PubChem SID: 164231923
• PubChem CID: 3028614

CALCULATED PROPERTIES

• Acid pKa: 4.37527
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.4670109
• LogD (pH = 7.4): -2.2195072
• Log P: 0.68743557
• Molar Refractivity: 31.7358 cm^3
• Polarizability: 12.187485 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O856840

4-Oxo-5-hexenoic Acid exhibits strong antiHeLa activity.

REFERENCES

• Takeuchi, T., et al.: J. Antibiotics, 14, 54 (1961)