4,6-dioxooct-2-enedioic acid

• ChemBase ID: 125438
• Molecular Formular: C8H8O6
• Molecular Mass: 200.14552
• Monoisotopic Mass: 200.03208798
• SMILES: O=C(/C=C/C(=O)O)CC(=O)CC(=O)O
• Canonical SMILES: O=C(CC(=O)CC(=O)O)/C=C/C(=O)O
• InChI: InChI=1S/C8H8O6/c9-5(1-2-7(11)12)3-6(10)4-8(13)14/h1-2H,3-4H2,(H,11,12)(H,13,14)
• InChIKey: GACSIVHAIFQKTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dioxooct-2-enedioic acid
• IUPAC Traditional name: fumarylacetoacetate
• Synonyms: 4-Maleylacetoacetate; Fumarylacetoacetate

Database IDs

• CAS Number: 28613-33-4; 5698-52-2
• PubChem SID: 162219788
• PubChem CID: 5280398; 5280393
• CHEBI ID: 47904
• CHEMBL: 1743220
• Chemspider ID: 4444078
• KEGG ID: C01036
• MeSH Name: Fumarylacetoacetate
• Wikipedia Title: 4-Maleylacetoacetate; Fumarylacetoacetate

CALCULATED PROPERTIES

• Acid pKa: 2.7161696
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -3.9926133
• LogD (pH = 7.4): -6.366987
• Log P: 0.40279362
• Molar Refractivity: 44.3974 cm^3
• Polarizability: 16.69124 Å^3
• Polar Surface Area: 108.74 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true