6-NBDG - ≥98% , CAS No.108708-22-1

CAS: 108708-22-1 Cat. No.: N131041 Molecular Weight: 342.26

GRADE & PURITY ≥98%

Synonyms

(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanal | Nbd-glucosamine | 6-NBDG | 6-Deoxy-N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)aminoglucose | D-Glucose, 6-deoxy-6-((7-nitro-4-benzofurazanyl)amino)- | D-Glucose,6-deoxy-6-[(

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product Describtion:

6-NBDG, a fluorescent glucose analogue, can be used as a fluorescent probe.6-NBDG can be used for monitoring glucose transport and uptake. 6-NBDG can be used as for detecting macrophage-rich atherosclerotic plaques.

Specifications

Synonyms

(2R, 3S, 4R, 5R)-2, 3, 4, 5-tetrahydroxy-6-[(4-nitro-2, 1, 3-benzoxadiazol-7-yl)amino]hexanal | Nbd-glucosamine | 6-NBDG | 6-Deoxy-N-(7-nitrobenz-2-oxa-1, 3-diazol-4-yl)aminoglucose | D-Glucose, 6-deoxy-6-((7-nitro-4-benzofurazanyl)amino)- | D-Glucose, 6-deoxy-6-[(

Specifications & Purity

≥98%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=C(C2=NON=C2C(=C1)[N+](=O)[O-])NCC(C(C(C(C=O)O)O)O)O
• IUPAC Name: (2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanal
• InChIKey: DEPMSUUWSGUYKQ-IWXIMVSXSA-N
• INCHI: 1S/C12H14N4O8/c17-4-8(19)12(21)11(20)7(18)3-13-5-1-2-6(16(22)23)10-9(5)14-24-15-10/h1-2,4,7-8,11-13,18-21H,3H2/t7-,8+,11-,12-/m1/s1
• Isomeric SMILES: C1=C(C2=NON=C2C(=C1)[N+](=O)[O-])NC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O
• Molecular Weight: 342.26
• Reaxy-Rn: 36908692
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=36908692&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzoxadiazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzoxadiazoles
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoxadiazoles
• Alternative Parents: Nitroaromatic compounds Secondary alkylarylamines Monosaccharides Beta-hydroxy aldehydes Benzenoids Heteroaromatic compounds Furazans Alpha-hydroxyaldehydes 1,3-aminoalcohols Secondary alcohols 1,2-aminoalcohols Propargyl-type 1,3-dipolar organic compounds Polyols Organic oxoazanium compounds Azacyclic compounds Organopnictogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzoxadiazole - Nitroaromatic compound - Secondary aliphatic/aromatic amine - Benzenoid - Monosaccharide - Beta-hydroxy aldehyde - Heteroaromatic compound - Alpha-hydroxyaldehyde - Oxadiazole - Furazan - Azole - 1,3-aminoalcohol - Organic nitro compound - Secondary alcohol - C-nitro compound - 1,2-aminoalcohol - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Secondary amine - Polyol - Organic oxoazanium - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic zwitterion - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - Aldehyde - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoxadiazoles. These are organic compounds containing a benzene fused to an oxadiazole ring (a five-membered ring with two carbon atoms, one nitrogen atom, and one oxygen atom).
• External Descriptors: Not available

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

Chemical and Physical Properties

• Sensitivity: light sensitive
• Molecular Weight: 342.260 g/mol
• XLogP3: -1.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 342.081 Da
• Monoisotopic Mass: 342.081 Da
• Topological Polar Surface Area: 195.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 449.000
• 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