Home Categories Analytical Chemistry 4,6-Dioxoheptanoicacid
BD2831945

4,6-Dioxoheptanoicacid , 97% , 51568-18-4

Synonym(s):
Succinylacetone;Succinylacetone-3,4,5,6,7-13C5

CAS NO.:51568-18-4

Empirical Formula: C7H10O4

Molecular Weight: 158.15

MDL number: MFCD00002797

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100mg RMB516.00 In Stock
250mg RMB900.00 In Stock
1g RMB1916.80 In Stock
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Update time: 2022-07-08

PRODUCT 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)
pka 4.54±0.17(Predicted)
form  powder
color  White to Off-White
Appearance white solid
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
SMILES C(O)(=O)CCC(=O)CC(=O)C
CAS DataBase Reference 51568-18-4

Description and Uses

Succinylacetone (4,6-dioxoheptanoic acid), is a result of tyrosine metabolism disorder. The synthesis of this medium-chain keto acid in the body is due to the reduced activity of the enzyme fumarylacetoacetate hydrolase. Succinylacetone is an acidogen, its high concentrations can lead to metabolic acidosis, which leads to damage to the liver, kidneys, heart, and nervous system. Succinylacetone appears to be an oncometabolite because patients with high levels of this compound often develop hepatocellular carcinoma.


Succinylacetone is widely used in research as an inhibitor of the enzyme 5-aminolevulinic acid dehydratase (ALAD), which plays a key role in heme biosynthesis.


The product is used primarily as a control for MS/MS.

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)

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3

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