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2-Deoxy-D-glucose CAS#154-17-6
CAS Number: 154-17-6
Chemical Formula: C6H12O5
Synonyms:
2-deoxy-d-arabino-hexos
2-deoxy-d-glucos
2-deoxy-d-mannose
Appearance: White Solid
MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)
2-Deoxy-D-glucose CAS#154-17-6
2-Deoxy-D-glucose (154-17-6) is a synthetic glucose analog with extensive biological effects. It is commonly thought of as an inhibitor of glycolysis, but its metabolic effects are wide-ranging. 2-Deoxy-D-glucose competitively inhibits glucose uptake via its metabolite 2-Deoxy-D-glucose-6-phosphate, which inhibits hexokinase and phosphoglucose-isomerase leading to decreased ATP production, cell cycle blockage, decreased cell growth and ultimately cell death.1,2
2-Deoxy-D-glucose Chemical Properties |
Melting point | 146-147 °C(lit.) |
alpha | 45.5 º (c=2, H2O) |
Boiling point | 211.61°C (rough estimate) |
density | 1.1738 (rough estimate) |
refractive index | 46.5 ° (C=1, H2O) |
storage temp. | 2-8°C |
solubility | H2O: 50 mg/mL, clear, colorless to faintly yellow |
pka | pK1:12.52 (25°C) |
form | crystalline |
color | white |
Optical Rotation | +38.5 → +45.9 |
biological source | synthetic |
Water Solubility | Soluble in water. |
Merck | 14,2904 |
BRN | 1723331 |
Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. Solutions in water are not stable and must be used within 1 working day. |
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 | PMMURAAUARKVCB-CEZCPVKQSA-N |
SMILES | OC[C@@H](O)[C@@H](O)[C@H](O)CC=O |
LogP | -1.460 (est) |
CAS DataBase Reference | 154-17-6(CAS DataBase Reference) |
EPA Substance Registry System | D-arabino-Hexose, 2-deoxy- (154-17-6) |
Safety Information |
Hazard Codes | Xn,Xi |
Risk Statements | 20/21/22-36/37/38 |
Safety Statements | 24/25-37/39-36-26 |
WGK Germany | 3 |
RTECS | MQ3325000 |
F | 3-10 |
TSCA | TSCA listed |
HS Code | 29400090 |
Storage Class | 11 - Combustible Solids |
Hazardous Substances Data | 154-17-6(Hazardous Substances Data) |
Product Application Of 2-Deoxy-D-glucose CAS#154-17-6
2-Deoxy-D-glucose is act as a culture media part in molecular genetics and as a targeted optical imaging agent for fluorescent in vivo imaging. It finds an application in glucoprivic feeding research to invoke and study the processes of counter-regulatory response (CRR). It is utilized in the development of anti-cancer approaches like oxidative stress, radio and chemosensitization.
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