2-DEOXY-D-GLUCOSE

Synonyms. 2-Deoxy-D-glucose; 2-Deoxy-D-arabino-hexose; 2-Deoxy-D-mannose; 2-Desoxy-D-glucose; D-2-Deoxyglucose; Deoxyglucose; alpha-2-Deoxy-D-Glucose; (2S,4S,5S,6S)-6-(Hydroxymethyl)oxane-2,4,5-triol;

2-DEOXY-D-GLUCOSE

Click for original image

 

PRODUCT IDENTIFICATION

CAS RN

154-17-6

EINECS RN

205-823-0

FORMULA

C6H12O5

MOLE WEIGHT

164.16

H.S CODE

 2940.00.6000

SMILES

 O1[C@@H]([C@H]([C@@H](C[C@H]1O)O)O)CO

CLASSIFICATION

Carbohydrate, Anti-Infective, Antiviral, Deoxy sugar, Aldohexose

EXTRA NOTES

An antimetabolite of glucose with antiviral activity.[MeSH]
Other RN: 2092-72-0, 3724-71-8, 4825-30-3, 7640-18-8

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to off-white crystalline powder

MELTING POINT

142 ~ 145 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

 

SOLVENT SOLUBILITY

 

VAPOR DENSITY

 

log P(octanol-water)

 -2.69

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pK

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 0, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

USA.gov - 2-Deoxy-D-glucose

Wikipedia Linking - 2-Deoxy-D-glucose

Google Scholar Search - 2-Deoxy-D-glucose

U.S. National Library of Medicine - 2-Deoxy-D-glucose

PubChem Compound Summary - 2-Deoxy-D-glucose

Drug Bank -  2-Deoxy-D-glucose

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  2-Deoxy-D-glucose

http://www.ebi.ac.uk/chebi/ -  2-Deoxy-D-glucose

http://www.ncbi.nlm.nih.gov/ -  2-Deoxy-D-glucose

Material Safety Data Sheet - 2-Deoxy-D-glucose

Hazardous Substances Data Bank - 2-Deoxy-D-glucose

EPA - Substance Registry Services - 2-Deoxy-D-glucose

http://www.sigmaaldrich.com/
Biochem/physiol Actions: 2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomerase. This leads to the accumulation of 2-DG-P in the cell and the depletion in cellular ATP. In vitro, 2-Deoxyglucose has been shown to induce autophagy, increase ROS production, and activate AMPK.

 

SALES SPECIFICATION

APPEARANCE

white crystalline powder

ASSAY

98% min

MELTING POINT

142 ~ 145 C

OPTICAL ROTATION

+46° ~ +48° (c=1, water)

LOSS ON DRYING

1% max

HEAVY METALS

10ppm max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

 

HAZARD CLASS

 

PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

GHS (Globally Harmonised System) Classification: Not a dangerous substance. Potential Health Effects: Eyes - May cause eye irritation. Skin - May be harmful if absorbed through skin May cause skin irritation. Inhalation - May be harmful if inhaled. May cause respiratory tract irritation. Ingestion - May be harmful if swallowed.

HAZARD CODES

 

RISK PHRASES

 

SAFETY PHRASES

 

 

PACKING

Preserved in light-resistant and well-closed bottles