CHEBI:30915 - 2-oxoglutaric acid

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ChEBI Name 2-oxoglutaric acid ChEBI ID CHEBI:30915 Definition An oxo dicarboxylic acid that consists of glutaric acid bearing an oxo substituent at position 2. It is an intermediate metabolite in Krebs cycle. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:40661, CHEBI:19749, CHEBI:1253 Supplier Information ChemicalBook:CB5159244, eMolecules:474218 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Coumarin () or 2H-chromen-2-one is an aromatic organic chemical compound with formula C9H6O2. Its molecule can be described as a benzene molecule with two adjacent hydrogen atoms replaced by an unsaturated lactone ring −(CH)=(CH)−(C=O)−O−, forming a second six-membered heterocycle that shares two carbons with the benzene ring. It belongs to the benzopyrone chemical class and is considered a lactone. Coumarin is a colorless crystalline solid with a sweet odor resembling the scent of vanilla and a bitter taste. It is found in many plants, where it may serve as a chemical defense against predators. While coumarin is not an anticoagulant, its 3-alkyl-4-hydroxy derivatives, such as the fungal metabolite dicoumarol, inhibit synthesis of vitamin K, a key component in blood clotting. A related compound, the prescription drug anticoagulant warfarin, is used to inhibit formation of blood clots, deep vein thrombosis, and pulmonary embolism. Read full article at Wikipedia Formula C5H6O5 Net Charge 0 Average Mass 146.09810 Monoisotopic Mass 146.02152 InChI InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10) InChIKey KPGXRSRHYNQIFN-UHFFFAOYSA-N SMILES OC(=O)CCC(=O)C(O)=O Roles Classification Chemical Role(s): Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): fundamental metabolite Any metabolite produced by all living cells. View more via ChEBI Ontology ChEBI Ontology Outgoing 2-oxoglutaric acid (CHEBI:30915) has functional parent glutaric acid (CHEBI:17859) 2-oxoglutaric acid (CHEBI:30915) has role fundamental metabolite (CHEBI:78675) 2-oxoglutaric acid (CHEBI:30915) is a oxo dicarboxylic acid (CHEBI:36145) 2-oxoglutaric acid (CHEBI:30915) is conjugate acid of 2-oxoglutarate(1−) (CHEBI:30916) Incoming 2-oxoglutaryl-CoA (CHEBI:71364) has functional parent 2-oxoglutaric acid (CHEBI:30915) oxalosuccinic acid (CHEBI:7815) has functional parent 2-oxoglutaric acid (CHEBI:30915) 2-oxoglutarate(1−) (CHEBI:30916) is conjugate base of 2-oxoglutaric acid (CHEBI:30915) IUPAC Name 2-oxopentanedioic acid Synonyms Sources 2-Ketoglutaric acid KEGG COMPOUND alpha-Ketoglutaric acid KEGG COMPOUND α-ketoglutaric acid NIST Chemistry WebBook Oxoglutaric acid KEGG COMPOUND Manual Xrefs Databases 2-KETOGLUTARATE MetaCyc AKG PDBeChem Alpha-Ketoglutaric_acid Wikipedia C00000769 KNApSAcK C00026 KEGG COMPOUND DB02926 DrugBank HMDB0000208 HMDB View more database links Registry Numbers Types Sources 1705689 Reaxys Registry Number Reaxys 328-50-7 CAS Registry Number KEGG COMPOUND 328-50-7 CAS Registry Number NIST Chemistry WebBook 328-50-7 CAS Registry Number ChemIDplus 602480 Gmelin Registry Number Gmelin Citations Types Sources 17439666 PubMed citation Europe PMC 18990406 PubMed citation Europe PMC 20155414 PubMed citation Europe PMC 20200292 PubMed citation Europe PMC 20583149 PubMed citation Europe PMC 20636327 PubMed citation Europe PMC 21964641 PubMed citation Europe PMC Last Modified 30 August 2023