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DL-4-Hydroxy-2-ketoglutarate

CAT: 0931-TYD-00892-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0931-TYD-00892-01Size:100 mg
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CAS Number
1187-99-1
Target
Endogenous Metabolite, Others
Related Pathways
Others, Metabolism
Bioactivity
DL-4-Hydroxy-2-ketoglutarate (DL-4KG) is a gamma-keto acid as well as a structural analogue of glutamic acid that functions as a biochemical substrate for enzymes such as 4-hydroxy-2-oxoglutarate aldolase (HOGA1) and glutamic-oxaloacetic transaminase (GOT), DL-4-Hydroxy-2-ketoglutarate also serves as a lysine analogue used in mechanistic studies of enzyme inhibition and metabolic pathways.
Smiles
O=C(O)C(=O)CC(O)C(=O)O
Molecular Formula
C5H6O6
Molecular Weight
162.1
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

4-Hydroxy-2-oxoglutaric acid

4-hydroxy-2-oxoglutaric acid is an oxo dicarboxylic acid comprising glutaric acid having oxo- and hydroxy substituents at the 2- and 4-positions respectively. It is functionally related to a glutaric acid. It is a conjugate acid of a 4-hydroxy-2-oxoglutarate(1-).

CAS Number1187-99-1
PubChem CID599
IUPAC Name2-hydroxy-4-oxopentanedioic acid
Molecular FormulaC5H6O6
Molecular Weight162.10
XLogP-1.4
Topological Polar Surface Area112
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count11
Formal Charge0
Complexity195
SMILES
C(C(C(=O)O)O)C(=O)C(=O)O
InChI
InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)
InChIKey
WXSKVKPSMAHCSG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 4-Hydroxy-2-oxoglutaric acid
CAS: 1187-99-1
CID: 599
Formula: C5H6O6
MW: 162.10
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight162.10
XLogP3-1.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass162.01643791
Monoisotopic Mass162.01643791
Topological Polar Surface Area112 Ų
Heavy Atom Count11
Formal Charge0
Complexity195
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
GTR19245377-01DL-4-Hydroxy-2-ketoglutarate
GTR19266962-01DL-4-Hydroxy-2-ketoglutarate lithium
HY-147064-01DL-4-Hydroxy-2-ketoglutarate (lithium)
279270-01DL-4-Hydroxy-2-Ketoglutarate Lithium Salt
sc-211362ADL-4-Hydroxy-2-ketoglutarate Dilithium Salt
013914DL-4-Hydroxy-2-ketoglutarate discontinued. See 279270
D251240DL-4-Hydroxy-2-ketoglutarate Dilithium Salt Dihydrate (>85%)
sc-218253DL-2-Hydroxy-4- (methylthio) butanoic Acid-13C4
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