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4,6-DIOXOHEPTANOIC ACID

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4,6-DIOXOHEPTANOIC ACID Basic information

Product Name:
4,6-DIOXOHEPTANOIC ACID
Synonyms:
  • 4,6-DIOXOHEPTANOIC ACID
  • SUCCINYLACETONE
  • Succinylacetone-3,4,5,6,7-13C5
  • 4,6-Dioxoheptanoic acid-3,4,5,6,7-13C5
  • [13C7]-Succinylacetone
  • Heptanoic acid, 4,6-dioxo-
  • 4,6-dioxoheptanoicaci
CAS:
51568-18-4
MF:
C7H10O4
MW:
158.15
Product Categories:
  • Aliphatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
51568-18-4.mol
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4,6-DIOXOHEPTANOIC ACID Chemical Properties

Melting point:
66-67 °C(lit.)
Boiling point:
318.7±17.0 °C(Predicted)
Density 
1.189±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
powder
pka
4.54±0.17(Predicted)
color 
White to Off-White
CAS DataBase Reference
51568-18-4
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3

MSDS

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4,6-DIOXOHEPTANOIC ACID Usage And Synthesis

Chemical Properties

White Solid

Uses

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)

Uses

Succinylacetone (SA) is a specific marker for the inherited metabolic disease, hepatorenal tyrosinemia. It was developed a stable-isotope quid urine using a 13C4-SA as internal standard.

Definition

ChEBI: A dioxo monocarboxylic acid that is heptanoic acid in which oxo groups replace the hydrogens at positions 4 and 6. It is an abnormal metabolite of the tyrosine metabolic pathway and a marker for type 1 tyrosinaemia.

Biochem/physiol Actions

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.

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