4,6-dioxo(3,4,5,6,7-13C5)heptanoic acid

• ChemBase ID: 177947
• Molecular Formular: C7H10O4
• Molecular Mass: 163.11517419
• Monoisotopic Mass: 163.07468299
• SMILES: [13C](=O)([13CH2][13C](=O)[13CH2]CC(=O)O)[13CH3]
• Canonical SMILES: OC(=O)C[13CH2][13C](=O)[13CH2][13C](=O)[13CH3]
• InChI: InChI=1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)/i1+1,2+1,4+1,5+1,6+1
• InChIKey: WYEPBHZLDUPIOD-JBSMRZEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dioxo(3,4,5,6,7-^1^3C₅)heptanoic acid
• IUPAC Traditional name: 4,6-dioxo(3,4,5,6,7-^1^3C₅)heptanoic acid
• Synonyms: 4,6-Dioxoheptanoic Acid-13C5; NSC 174804-13C5; 4,6-Dioxoheptanoic-3,4,5,6,7-13C5 Acid; Succinylacetone-13C5

Database IDs

• CAS Number: 881835-86-5
• PubChem SID: 164233857
• PubChem CID: 46782950

CALCULATED PROPERTIES

• Acid pKa: 4.1543865
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.2090741
• LogD (pH = 7.4): -2.9212382
• Log P: 0.15299653
• Molar Refractivity: 36.9833 cm^3
• Polarizability: 14.413829 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 54-55°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S692062

Succinylacetone (SA) is a specific marker for the inherited metabolic disease, hepatorenal tyrosinemia. It was developed a stable-isotope for the determination of SA in dried blood spots (DBS) and liquid urine using a 13C4-SA as internal standard. The met

REFERENCES

• Kvittingen, E., et al.: Inher. Metab. Dis., 14, 554 (1991)
• Lindstedt, S., et al.: Lancet, 340, 813 (1991)
• Schulze, A., et al.: Clin. Chem., 47, 1424 (1991)
• Allard, P., et al.: Clin. Biochem., 37, 1010 (1991)