4-Methylumbelliferyl N-acetyl-β-D-galactosaminide , CAS No.36476-29-6

CAS: 36476-29-6 Cat. No.: M344796 Molecular Weight: 379.36 EC Number: 253-052-3

Synonyms

N-((2S,3R,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide | 4-Methylumbelliferyl-2-acetamido-2-deoxy-beta-D-galactopyranoside | 4-Methylumbelliferyl N-acetyl-beta-D-galactosaminide | 4-Me

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

4-Methylumbelliferyl N-acetyl-β-ᴅ-galactosaminide has been used as a substrate in the O-GlcNAcase assay.

Specifications

Synonyms

N-((2S, 3R, 4R, 5R, 6R)-4, 5-Dihydroxy-6-(hydroxymethyl)-2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3-yl)acetamide | 4-Methylumbelliferyl-2-acetamido-2-deoxy-beta-D-galactopyranoside | 4-Methylumbelliferyl N-acetyl-beta-D-galactosaminide | 4-Me

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Names and Identifiers

• Canonical Smiles: CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)NC(=O)C
• IUPAC Name: N-[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]acetamide
• InChIKey: QCTHLCFVVACBSA-SOVHRIKKSA-N
• INCHI: 1S/C18H21NO8/c1-8-5-14(22)26-12-6-10(3-4-11(8)12)25-18-15(19-9(2)21)17(24)16(23)13(7-20)27-18/h3-6,13,15-18,20,23-24H,7H2,1-2H3,(H,19,21)/t13-,15-,16+,17-,18-/m1/s1
• Isomeric SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)NC(=O)C
• Molecular Weight: 379.36
• Reaxy-Rn: 26029582
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26029582&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Coumarins and derivatives
      • Subclass Coumarin glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Coumarins and derivatives
• Subclass: Coumarin glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarin glycosides
• Alternative Parents: N-acyl-alpha-hexosamines O-glycosyl compounds 1-benzopyrans Pyranones and derivatives Benzenoids Monosaccharides Oxanes Heteroaromatic compounds Acetamides Secondary alcohols Lactones Secondary carboxylic acid amides Acetals Oxacyclic compounds Organonitrogen compounds Organic oxides Primary alcohols Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin-7-o-glycoside - Coumarin o-glycoside - N-acyl-alpha-hexosamine - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - Pyranone - Monosaccharide - Oxane - Pyran - Benzenoid - Acetamide - Heteroaromatic compound - Secondary alcohol - Secondary carboxylic acid amide - Carboxamide group - Lactone - Acetal - Carboxylic acid derivative - Organoheterocyclic compound - Oxacycle - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organooxygen compound - Alcohol - Primary alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.
• 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: Moisture & heat sensitive
• Melt Point(°C): 207 °C(dec.)
• Molecular Weight: 379.400 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 379.127 Da
• Monoisotopic Mass: 379.127 Da
• Topological Polar Surface Area: 135.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 608.000
• 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