CHEBI:60777 - 3-deoxyglucosone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-deoxyglucosone
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
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
ChEBI Ontology
Outgoing 3-deoxyglucosone (CHEBI:60777) is a deoxyglucose (CHEBI:23623)
3-deoxyglucosone (CHEBI:60777) is a deoxyketohexose (CHEBI:24965)
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 Waiting for 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.