4-Nitrophenyl α-D-galacto-pyran-oside - ≥98% , CAS No.7493-95-0

CAS: 7493-95-0 Cat. No.: N100668 Molecular Weight: 301.25 Beilstein Registry Number: 92214 EC Number: 231-343-6

GRADE & PURITY ≥98%

Synonyms

4-nitrophenyl-alpha-D-galactopyranoside | 4-Nitrophenyl α-D-Galactopyranoside | PNP-alpha-D-Gal | PNP-α-D-Gal

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

4-nitrophenyl-alpha-D-galactopyranoside | 4-Nitrophenyl α-D-Galactopyranoside | PNP-alpha-D-Gal | PNP-α-D-Gal

Specifications & Purity

≥98%

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

≥98%

Names and Identifiers

• Pubchem Sid: 504755572
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755572
• Canonical Smiles: C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O
• IUPAC Name: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• InChIKey: IFBHRQDFSNCLOZ-IIRVCBMXSA-N
• INCHI: 1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12+/m1/s1
• Isomeric SMILES: C1=CC(=CC=C1[N+](=O)[O-])O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O
• WGK Germany: 3
• Molecular Weight: 301.25
• Beilstein: 92214
• Reaxy-Rn: 17521940
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=17521940&ln=

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: Hexoses O-glycosyl compounds Nitrobenzenes Nitroaromatic compounds Phenol ethers Phenoxy compounds Oxanes Secondary alcohols Oxacyclic compounds Organic oxoazanium compounds Propargyl-type 1,3-dipolar organic compounds Acetals Polyols Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - Nitrobenzene - Phenoxy compound - Nitroaromatic compound - Phenol ether - Monocyclic benzene moiety - Monosaccharide - Oxane - Benzenoid - C-nitro compound - Organic nitro compound - Secondary alcohol - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Acetal - Oxacycle - Organic oxoazanium - Organoheterocyclic compound - Polyol - Organopnictogen compound - Organic oxide - Organonitrogen compound - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Primary alcohol - Organic zwitterion - Aromatic heteromonocyclic 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: monosaccharide derivative - alpha-D-galactoside

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: heat & light sensitive
• Specific Rotation[α]: 239 ° (C=1, H2O)
• Melt Point(°C): 166-169°C
• Molecular Weight: 301.250 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 301.08 Da
• Monoisotopic Mass: 301.08 Da
• Topological Polar Surface Area: 145.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 354.000
• 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

References

1. Jiang Jianbing, Czuchry Diana, Ru Yanxia, Peng Huipai, Shen Junfeng, Wang Teng, Zhao Wenjuan, Chen Weihua, Sui Sen-Fang, Li Yaowang, Li Nan.  (2024)  Activity-based metaproteomics driven discovery and enzymological characterization of potential α-galactosidases in the mouse gut microbiome.  Communications Chemistry,  7  (1): (1-15).  [PMID:39152233] [10.1038/s42004-024-01273-5]