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Dimethyl 2-oxoglutarate

CAT: 0804-HY-44134-01Size: 5 gDry Ice: NoHazardous: No
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CAT#:0804-HY-44134-01Size:5 g
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Description
Dimethyl 2-oxoglutarate (Dimethyl α-ketoglutarate) is a cell-permeable derivative of 2-oxoglutarate and tricarboxylic acid cycle metabolite with antioxidant properties. Dimethyl 2-oxoglutarate inhibits Autophagy. Dimethyl 2-oxoglutarate prevents mitochondrial damage and reduces ROS production. Dimethyl 2-oxoglutarate alleviates Carbon tetrachloride -induced liver fibrosis. Dimethyl-2-oxoglutaric acid can be used in the research of diseases such as Alzheimer's disease, diabetes, and cardiomyopathy[1][2][3][4].
CAS Number
13192-04-6
Product Name Alternative
Dimethyl α-ketoglutarate
UNSPSC
12352200
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; Drug Derivative; Endogenous Metabolite; Mitochondrial Metabolism; Reactive Oxygen Species (ROS)
Type
Biochemical Assay Reagents
Related Pathways
Autophagy; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Cardiovascular Disease; Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/dimethyl-2-oxoglutarate.html
Purity
97.50
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)
Smiles
O=C(OC)C(CCC(OC)=O)=O
Molecular Formula
C7H10O5
Molecular Weight
174.15
Precautions
H302, H315, H319, H335
References & Citations
[1]Faulkner A, et al. Dimethyl-2-oxoglutarate improves redox balance and mitochondrial function in muscle pericytes of individuals with diabetes mellitus. Diabetologia. 2020 Oct;63 (10) :2205-2217.|[2]Mariño G, et al. Dimethyl α-ketoglutarate inhibits maladaptive autophagy in pressure overload-induced cardiomyopathy. Autophagy. 2014 May;10 (5) :930-2. |[3]Zhao J, et al. Dimethyl α-ketoglutarate reduces CCl4-induced liver fibrosis through inhibition of autophagy in hepatic stellate cells. Biochem Biophys Res Commun. 2016 Dec 2;481 (1-2) :90-96.|[4]Chauhan A, et al. Dimethyl-2-oxoglutarate but not antioxidants prevents glucose hypometabolism induced neural cell death: implications in the pathogenesis and therapy of Alzheimer's disease. Biochem Biophys Rep. 2025 Jul 12;43:102150.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported
Isoform
Microbial Metabolite

Chemical Information

Dimethyl alpha-ketoglutarate

Dimethyl 2-oxoglutarate is an oxo carboxylic acid.

CAS Number13192-04-6
PubChem CID25775
IUPAC Namedimethyl 2-oxopentanedioate
Molecular FormulaC7H10O5
Molecular Weight174.15
XLogP-0.2
Topological Polar Surface Area69.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count12
Formal Charge0
Complexity196
SMILES
COC(=O)CCC(=O)C(=O)OC
InChI
InChI=1S/C7H10O5/c1-11-6(9)4-3-5(8)7(10)12-2/h3-4H2,1-2H3
InChIKey
TXIXSLPEABAEHP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Dimethyl alpha-ketoglutarate
CAS: 13192-04-6
CID: 25775
Formula: C7H10O5
MW: 174.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight174.15
XLogP3-0.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass174.05282342
Monoisotopic Mass174.05282342
Topological Polar Surface Area69.7 Ų
Heavy Atom Count12
Formal Charge0
Complexity196
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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