6-Deoxy-D-glucose - ≥97% , CAS No.7658-08-4

CAS: 7658-08-4 Cat. No.: D331822 Formule: C₆H₁₂O₅ Poids moléculaire: 164.16 Beilstein Registry Number: 1723317 Numéro CE: 231-622-2

GRADE & PURITY ≥97%

Synonyms

aldehydo-D-quinovose | (2R,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanal | 6DOG | EINECS 231-622-2 | (3R,4S,5S)-3,4,5-trihydroxy-2-oxohexanal | Q3414551 | 6-Deoxyglucose | D-EPIRHAMNOSE | Epifucose | AMY41560 | PNNNRSAQSRJVSB-JGWLITMVSA-N | UNII-O654621E3T | QUIN

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

6-Deoxy-D-glucose is a structural homomorph of D-glucose, which cannot be phosphorylated by hexokinases or glucokinases, as a result of its lack of a hydroxyl group at carbon 6. Studies on|Saccharomyces cerevisiae|show that 6-Deoxy-D-glucose can be transported in and out of the cell using facilitated diffusion. The lack of its 6-hydroxyl group allows 6-Deoxy-D-glucose to be transported into cells and fully recovered in an unchanged state. It is known that glucose is an important monosaccharide which functions as an energy source for cells. Some believe that the versatility of glucose compared to other monosaccharides is due to the fact that glucose prefers its cyclic form, which reduces glycation.

Specifications

Synonymes

aldehydo-D-quinovose | (2R,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanal | 6DOG | EINECS 231-622-2 | (3R,4S,5S)-3,4,5-trihydroxy-2-oxohexanal | Q3414551 | 6-Deoxyglucose | D-EPIRHAMNOSE | Epifucose | AMY41560 | PNNNRSAQSRJVSB-JGWLITMVSA-N | UNII-O654621E3T | QUIN

Spécifications et pureté

≥97%

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Pureté

≥97%

Noms et identifiants

Pubchem Sid

528762584

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528762584

Sourires canoniques

CC(C(C(C(C=O)O)O)O)O

IUPAC Name

(2R,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanal

InChIKey

PNNNRSAQSRJVSB-JGWLITMVSA-N

INCHI

1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4+,5-,6-/m1/s1

Isomères SMILES

C[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O

WGK Allemagne

3

Poids moléculaire

164.16

Beilstein

1723317

Reaxy-Rn

3904170

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3904170&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Monosaccharides
          • Level6 Hexoses

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides
• Direct Parent: Hexoses
• Alternative Parents: Medium-chain aldehydes Beta-hydroxy aldehydes Alpha-hydroxyaldehydes Secondary alcohols Polyols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hexose monosaccharide - Medium-chain aldehyde - Beta-hydroxy aldehyde - Alpha-hydroxyaldehyde - Secondary alcohol - Polyol - Organic oxide - Hydrocarbon derivative - Carbonyl group - Aldehyde - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
• External Descriptors: quinovose

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propriétés chimiques et physiques

• Solubilité: Soluble in water (~50 mg/ml).
• Indice de réfraction: n20D1.59 (Predicted)
• Rotation spécifique [α]: α20/D 30°±2°, c = 1.8-2.2 in water
• Point d'ébullition (°C): 323.91° C at 760 mmHg (Predicted)
• Point de fusion (°C): 142-144° C
• Poids moléculaire: 164.160 g/mol
• XLogP3: -2.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 164.068 Da
• Monoisotopic Mass: 164.068 Da
• Topological Polar Surface Area: 98.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 126.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1