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4205-23-6, D-Gulose, CAS:4205-23-6

4205-23-6,D-Gulose,CAS:4205-23-6
C6H12O6 / 180.16
MFCD00069823

D-古洛糖,D-Gulose

D-Gulose is a sugar that has been shown to have inhibitory properties on blood glucose levels. It also has insulin-like effects and can be used as an alternative to insulin injections in patients with Type 1 diabetes. D-Gulose is metabolized by the liver into 5-deoxy-D-gluconic acid and then into glucose, which can then be used for cellular energy production. The rate constant for this process was determined in experiments using rat liver slices. D-Gulose may also have potent angiogenic effects, as it increased the proliferation of pluripotent cells and caused significant increases in growth factor β1 expression. D-Gulose may also have potential anti-cancer effects, as it inhibited nitrate reductase activity in tumor cells and decreased xanthine oxidase activity.

Title: D-Gulose

CAS Registry Number: 4205-23-6

Molecular Formula: C6H12O6

Molecular Weight: 180.16

Percent Composition: C 40.00%, H 6.71%, O 53.28%

Literature References: Prepd by sodium amalgam reduction of an acid soln of the g-lactone of D-gulonic acid: Fischer, Stahel, Ber. 24, 532 (1891); van Ekenstein, Blanksma, Rec. Trav. Chim. 27, 3 (1908). Alternate synthesis: Meyer zu Reckendorf, Angew. Chem. Int. Ed. 6, 177 (1967); idem, Methods Carbohydr. Chem. 6, 129 (1972); R. Köster et al., Angew. Chem. Int. Ed. 19, 547 (1980).

Properties: Syrup. Sweet taste. [a]D20 -20.4°. Sol in water, slightly sol in alcohol. Not fermentable by yeast.

Optical Rotation: [a]D20 -20.4°

CAS Number4205-23-6
Product Name(2R,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanal
IUPAC Name(2R,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanal
Molecular FormulaC₆H₁₂O₆
Molecular Weight180.16 g/mol
InChIInChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5-,6-/m0/s1
InChI KeyGZCGUPFRVQAUEE-FSIIMWSLSA-N
SMILESC(C(C(C(C(C=O)O)O)O)O)O
Synonymsgulose, gulose, (D)-isomer, gulose, (L)-isomer
Canonical SMILESC(C(C(C(C(C=O)O)O)O)O)O
Isomeric SMILESC([C@H]([C@@H]([C@H]([C@H](C=O)O)O)O)O)O


CAS No: 4205-23-6 MDL No: MFCD00069823 Chemical Formula: C6H12O6 Molecular Weight: 180.16
References: 1. Bhuiyan S, Itami Y, Takada G, Izumori K, J. Biosci. Bioeng. 1999, 88, 567-5702. Beil. 1, IV, 4333


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