Skip to Content
Merck
All Photos(4)

Key Documents

D1415

Sigma-Aldrich

4,6-Dioxoheptanoic acid

powder

Synonym(s):

Succinylacetone

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3COCH2COCH2CH2CO2H
CAS Number:
Molecular Weight:
158.15
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

form

powder

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

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

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The effects of levulinic acid and 4, 6-dioxoheptanoic acid on the metabolism of etiolated and greening barley leaves
Meller E and Gassman ML
Plant Physiology, 67(4), 728-732 (1981)
C M Mak et al.
Hong Kong medical journal = Xianggang yi xue za zhi, 24(4), 340-349 (2018-03-03)
Hereditary channelopathies and cardiomyopathies are potentially lethal and are clinically and genetically heterogeneous, involving at least 90 genes. Genetic testing can provide an accurate diagnosis, guide treatment, and enable cascade screening. The genetic basis among the Hong Kong Chinese population
lonp1-dependent Breakdown Of Mitochondrial 5-aminolevulinic Acid Synthase Protein By Heme In Human Liver Cells: 904
Tian Q, et al.
Hepatology, 54(4), 785A-785A (2011)
Naomi Pode-Shakked et al.
European journal of medical genetics, 63(6), 103901-103901 (2020-03-11)
Maple syrup urine disease is a rare autosomal-recessive aminoacidopathy, caused by deficient branched-chain 2-keto acid dehydrogenase (BCKD), with subsequent accumulation of branched-chain amino acids (BCAAs): leucine, isoleucine and valine. While most cases of MSUD are classic, some 20% of cases
Succinylacetone as primary marker to detect tyrosinemia type I in newborns and its measurement by newborn screening programs
De Jesus V, et al.
Molecular Genetics and Metabolism, 113(1-2), 67-75 (2014)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service