6-Bromo-2-naphthyl β-D-glucuronide - ≥95% , CAS No.22720-35-0

CAS: 22720-35-0 Cat. No.: B350143 Molecular Weight: 399.2 EC Number: 245-176-1 PubChem CID: 89804

GRADE & PURITY ≥95%

Synonyms

6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIDE | 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid | 6-Bromo-2-naphthyl beta -D-glucuronide | AKOS027381737 | AS-11181 | (2S,3S,4S,5R,6S)-6-(6-bromonaphthalen-2-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxyl

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

6-Bromo-2-naphthyl β-D-glucuronide is a histochemical substrate for β-D-glucuronidase.

Specifications

Synonyms

6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIDE | 6-Bromo-2-naphthyl beta-D-glucopyranosiduronic acid | 6-Bromo-2-naphthyl beta -D-glucuronide | AKOS027381737 | AS-11181 | (2S, 3S, 4S, 5R, 6S)-6-(6-bromonaphthalen-2-yloxy)-3, 4, 5-trihydroxytetrahydro-2H-pyran-2-carboxyl

Specifications & Purity

≥95%

Storage

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

≥95%

Names and Identifiers

• Canonical Smiles: C1=CC2=C(C=CC(=C2)Br)C=C1OC3C(C(C(C(O3)C(=O)O)O)O)O
• IUPAC Name: (2S,3S,4S,5R,6S)-6-(6-bromonaphthalen-2-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• InChIKey: TYDGGWYIJKMLEO-JHZZJYKESA-N
• INCHI: 1S/C16H15BrO7/c17-9-3-1-8-6-10(4-2-7(8)5-9)23-16-13(20)11(18)12(19)14(24-16)15(21)22/h1-6,11-14,16,18-20H,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1
• Isomeric SMILES: C1=CC2=C(C=CC(=C2)Br)C=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O
• PubChem CID: 89804
• Molecular Weight: 399.2

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: O-glucuronides Hexoses O-glycosyl compounds Naphthalenes Beta hydroxy acids and derivatives Pyrans Aryl bromides Oxanes Secondary alcohols Acetals Polyols Oxacyclic compounds Carboxylic acids Monocarboxylic acids and derivatives Organobromides Hydrocarbon derivatives Carbonyl compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenolic glycoside - 1-o-glucuronide - O-glucuronide - Glucuronic acid or derivatives - Hexose monosaccharide - O-glycosyl compound - Naphthalene - Beta-hydroxy acid - Aryl bromide - Aryl halide - Hydroxy acid - Monosaccharide - Benzenoid - Pyran - Oxane - Secondary alcohol - Organoheterocyclic compound - Acetal - Monocarboxylic acid or derivatives - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Polyol - Hydrocarbon derivative - Alcohol - Organic oxide - Organohalogen compound - Organobromide - Carbonyl group - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• 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

• Molecular Weight: 399.190 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 398 Da
• Monoisotopic Mass: 398 Da
• Topological Polar Surface Area: 116.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 462.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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