D1415
4,6-Dioxoheptanoic acid
powder
Synonym(s):
Succinylacetone
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About This Item
Linear Formula:
CH3COCH2COCH2CH2CO2H
CAS Number:
Molecular Weight:
158.15
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
form
powder
Quality Segment
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
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
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.
An inhibitor of heme biosynthesis
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
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