2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-D-glucose - 10mM in DMSO , CAS No.186689-07-6

CAS: 186689-07-6 Cat. No.: N580276 Molecular Weight: 342.26 Beilstein Registry Number: 7603370 EC Number: 811-648-6

GRADE & PURITY 10mM in DMSO

Synonyms

2-NBDG | 2-NBDG | UNII-JE4F4P486R | MolMap_000037 | PD102201 | HY-116215 | JE4F4P486R | 2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxy-D-glucose | (2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanal | (2R,3R,4S,5R

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

fluorescent indicator for monotoring of glucose uptake into living cells

Specifications

Synonyms

2-NBDG | 2-NBDG | UNII-JE4F4P486R | MolMap_000037 | PD102201 | HY-116215 | JE4F4P486R | 2-(N-(7-nitrobenz-2-oxa-1, 3-diazol-4-yl)amino)-2-deoxy-D-glucose | (2R, 3R, 4S, 5R)-3, 4, 5, 6-tetrahydroxy-2-[(4-nitro-2, 1, 3-benzoxadiazol-7-yl)amino]hexanal | (2R, 3R, 4S, 5R

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Fluorescent glucose analog for visualizing glucose uptake into living cells.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: C1=C(C2=NON=C2C(=C1)[N+](=O)[O-])NC(C=O)C(C(C(CO)O)O)O
• IUPAC Name: (2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanal
• InChIKey: QUTFFEUUGHUPQC-ILWYWAAHSA-N
• INCHI: 1S/C12H14N4O8/c17-3-6(11(20)12(21)8(19)4-18)13-5-1-2-7(16(22)23)10-9(5)14-24-15-10/h1-3,6,8,11-13,18-21H,4H2/t6-,8+,11+,12+/m0/s1
• Isomeric SMILES: C1=C(C2=NON=C2C(=C1)[N+](=O)[O-])N[C@@H](C=O)[C@H]([C@@H]([C@@H](CO)O)O)O
• WGK Germany: 3
• Molecular Weight: 342.26
• Beilstein: 7603370
• Reaxy-Rn: 31645326
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31645326&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 Aminosaccharides Benzenoids Beta-hydroxy aldehydes Monosaccharides 1,3-aminoalcohols Furazans Heteroaromatic compounds Secondary alcohols Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Polyols Oxacyclic compounds Organic oxoazanium compounds Organic zwitterions Organic salts Hydrocarbon derivatives Primary alcohols Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzoxadiazole - Nitroaromatic compound - Secondary aliphatic/aromatic amine - Amino saccharide - Beta-hydroxy aldehyde - Monosaccharide - Benzenoid - 1,3-aminoalcohol - Azole - Heteroaromatic compound - Furazan - Oxadiazole - C-nitro compound - Organic nitro compound - Secondary alcohol - Organic 1,3-dipolar compound - Secondary amine - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Oxacycle - Polyol - Azacycle - Organic oxoazanium - Organic salt - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Alcohol - Primary alcohol - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Amine - Organic zwitterion - Aldehyde - 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

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 34.23, Max Conc. mM: 100
• Sensitivity: Light sensitive ；Moisture 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

References

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