CHEBI:60777 - 3-deoxyglucosone

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name 3-deoxyglucosone ChEBI ID CHEBI:60777 Definition A deoxyketohexose comprising the open-chain form of D-glucose lacking the -OH group at the 3-position and having the keto group at the 2-position. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C6H10O5 Net Charge 0 Average Mass 162.14060 Monoisotopic Mass 162.05282 InChI InChI=1S/C6H10O5/c7-2-4(9)1-5(10)6(11)3-8/h2,5-6,8,10-11H,1,3H2/t5-,6+/m0/s1 InChIKey ZGCHLOWZNKRZSN-NTSWFWBYSA-N SMILES [H]C(=O)C(=O)C[C@H](O)[C@H](O)CO ChEBI Ontology Outgoing 3-deoxyglucosone (CHEBI:60777) is a deoxyglucose (CHEBI:23623) 3-deoxyglucosone (CHEBI:60777) is a deoxyketohexose (CHEBI:24965) IUPAC Name 3-deoxy-D-erythro-hexos-2-ulose Synonyms Sources 3-deoxy-2-ketoglucose ChEBI 3-deoxy-D-erythro-hexosulose ChemIDplus 3-deoxy-D-erythro-hexulose ChEBI 3-deoxy-D-fructose ChEBI 3-Deoxy-D-glucosone ChemIDplus 3-deoxy-erythro-hexos-2-ulose ChEBI 3-deoxyglucosone UniProt Registry Numbers Types Sources 2325947 Reaxys Registry Number Reaxys 4084-27-9 CAS Registry Number ChemIDplus Citations Types Sources 11168980 PubMed citation Europe PMC 8874829 PubMed citation Europe PMC 9506998 PubMed citation Europe PMC Last Modified 12 December 2018

General Comment 2011-01-26 Occurs in nature as a mixture of at least eleven isomers, all having bicyclic structures with no free carbonyl; a precursor in the formation of advanced glycation products (AGEs) such as imidazoline and pyrraline. A reactive intermediate in the Maillard reaction, a non-enzymatic reaction of ketones and aldehydes with protein amino groups which is believed to contribute to diabetic complications.