4,6-dioxoheptanoic acid

• ChemBase ID: 134334
• Molecular Formular: C7H10O4
• Molecular Mass: 158.1519
• Monoisotopic Mass: 158.0579088
• SMILES: CC(=O)CC(=O)CCC(=O)O
• Canonical SMILES: OC(=O)CCC(=O)CC(=O)C
• InChI: InChI=1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)
• InChIKey: WYEPBHZLDUPIOD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dioxoheptanoic acid
• IUPAC Traditional name: succinylacetone
• Synonyms: Succinylacetone; 4,6-Dioxoheptanoic acid; 4,6-Dioxoheptanoic Acid; NSC 174804; Succinylacetone

Database IDs

• CAS Number: 51568-18-4
• MDL Number: MFCD00002797
• PubChem SID: 162228611; 24893433
• PubChem CID: 5312

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; DMSO; Methanol
• Apperance: powder; White to Off-White Solid
• Melting Point: 50-53°C; 66-67 °C(lit.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - D1415

Biochem/physiol Actions
An inhibitor of heme biosynthesis
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D1415.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - S692060

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)