D1415

4,6-Dioxoheptanoic acid

powder

• Synonym(s): Succinylacetone
• Linear Formula: CH₃COCH₂COCH₂CH₂CO₂H
• CAS Number: 51568-18-4
• Molecular Weight: 158.15
• NACRES: NA.25
• PubChem Substance ID: 24893433
• UNSPSC Code: 12352211
• MDL number: MFCD00002797

Properties

• form: powder
• Quality Segment: 200
• mp: 66-67 °C (lit.)
• lipid type: saturated FAs
• storage temp.: 2-8°C
• SMILES string: CC(=O)CC(=O)CCC(O)=O
• InChI: 1S/C7H10O4/c1-5(8)4-6(9)2-3-7(10)11/h2-4H2,1H3,(H,10,11)
• InChI key: WYEPBHZLDUPIOD-UHFFFAOYSA-N

Description

Application

4,6-Dioxoheptanoic acid has been used:

• as component of dendritic cell conditioning medium and in the inhibition of ALA dehydratase (ALAD) in dendritic cells(50)
• as an inhibitor of heme biosynthesis in human mononuclear cells(51) and HeLa cells(52)
• as a standard for the quantification of succinylacetone from Plasmodium falciparum cultures(53)

Biochem/physiol Actions

An inhibitor of heme biosynthesis

4,6-Dioxoheptanoic acid is an inhibitor of heme biosynthesis. It is a catabolic byproduct of tyrosine breakdown and inhibits δ-aminolevulinic acid (ALA) dehydratase enzyme. It is a potential marker for detecting tyrosinemia type I and is measured in dried blood spot of new borns.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves