Molecular Weight: 164.16
Molecular Formula: C6H12O5
Canonical SMILES: C(C=O)C(C(C(CO)O)O)O
InChI: InChI=1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1
InChIKey: VRYALKFFQXWPIH-PBXRRBTRSA-N
Boiling Point: 411.0±45.0 °C at 760 mmHg
Melting Point: 146-147°C
Purity: >98%
Solubility: In Vitro: H2O: ≥ 24 mg/mL (146.20 mM); In Vivo: PBS: 130 mg/mL (791.91 mM), Clear solution, Need ultrasonic
Storage: 0-6°C
Synonyms: 2-Deoxy-D-arabino-hexose; D-Arabino-2-deoxyhexose; 2-DG; 2 DG; 2DG
Description2-deoxy-D-glucose is a non-metabolizable glucose analog that inhibits phosphorylation of glucose by hexokinase, the first step of glycolysis. This results in the depletion in cellular ATP, the inhibition of protein glycosylation, and the disruption of ER quality control by inducing the unfolded protein response. 2-deoxy-D-glucose has been shown to cause cell cycle inhibition and cell death in in vitro models of hypoxia, induce autophagy, increase reactive oxygen species production, activate AMPK, and block tumor cell growth in animal models.
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