3-Deoxyglucosone

3-Deoxyglucosone (3DG) is a sugar that is notable because it is a marker for diabetes. 3DG reacts with protein to form advanced glycation end-products (AGEs), which contribute to diseases such as the vascular complications of diabetes, atherosclerosis, hypertension, Alzheimer's disease, inflammation, and aging.

3-Deoxyglucosone
Names
IUPAC name
3-Deoxy-D-erythro-hexos-2-ulose
Systematic IUPAC name
(4S,5R)-4,5,6-Trihydroxy-2-oxohexanal
Other names
3-Deoxy-D-erythro-hexosulose; 2-Keto-3-deoxyglucose; 3-Deoxy-D-erythro-hexosulose; 3-Deoxy-D-glucosone; D-3-Deoxyglucosone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.241.539
UNII
  • 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 Y
    Key: ZGCHLOWZNKRZSN-NTSWFWBYSA-N Y
  • InChI=1/C6H10O5/c7-2-4(9)1-5(10)6(11)3-8/h2,5-6,8,10-11H,1,3H2/t5-,6+/m0/s1
    Key: ZGCHLOWZNKRZSN-NTSWFWBYBM
  • C(C(C(CO)O)O)C(=O)C=O
  • O=C(C=O)C[C@H](O)[C@H](O)CO
Properties
C6H10O5
Molar mass 162.141 g·mol−1
Density 1.406 g/ml
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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