4,6-DIOXOHEPTANOIC ACID
- Product Name
- 4,6-DIOXOHEPTANOIC ACID
- CAS No.
- 51568-18-4
- Chemical Name
- 4,6-DIOXOHEPTANOIC ACID
- Synonyms
- SUCCINYLACETONE;4,6-dioxoheptanoicaci;[13C7]-Succinylacetone;4,6-DIOXOHEPTANOIC ACID;Succinylacetone in Water;Heptanoic acid, 4,6-dioxo-;Succinylacetone-3,4,5,6,7-13C5;4,6-Dioxoheptanoic acid, 10 mM in DMSO;4,6-Dioxoheptanoic acid-3,4,5,6,7-13C5;4,6-Dioxoheptanoic acid (mixture of isomers)
- CBNumber
- CB1385063
- Molecular Formula
- C7H10O4
- Formula Weight
- 158.15
- MOL File
- 51568-18-4.mol
4,6-DIOXOHEPTANOIC ACID Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D1415
- Product name
- 4,6-Dioxoheptanoic acid
- Purity
- powder
- Packaging
- 100mg
- Price
- $322
- Updated
- 2025/07/31
- Product number
- D1415
- Product name
- 4,6-Dioxoheptanoic acid
- Purity
- powder
- Packaging
- 1g
- Price
- $1840
- Updated
- 2025/07/31
- Product number
- U0127
- Product name
- Succinylacetone
- Packaging
- 100MG
- Price
- $234
- Updated
- 2023/01/07
- Product number
- U0127
- Product name
- Succinylacetone
- Packaging
- 25MG
- Price
- $79
- Updated
- 2022/04/27
- Product number
- 25501
- Product name
- Succinylacetone
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $32
- Updated
- 2024/03/01
4,6-DIOXOHEPTANOIC ACID Chemical Properties,Usage,Production
Description
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.
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.
IC 50
Human Endogenous Metabolite
4,6-DIOXOHEPTANOIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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