4-Nitrophenyl 2-(acetylamino)-2-deoxy-alpha-D-galactopyranoside
Basic information
- CAS
23646-68-6- Standard SMILES
CC(=O)N[C@H]1[C@@H](Oc2ccc([N+](=O)[O-])cc2)O[C@H](CO)[C@H](O)[C@@H]1O- InChIKey
OMRLTNCLYHKQCK-RGDJUOJXSA-N- Molecular formula
- C14H18N2O8
- Average molar mass
- 342.3 g/mol
- Monoisotopic mass
- 342.10631554
Overview
4-nitrophenyl N-acetyl-alpha-D-galactosaminide is an N-acetyl-alpha-D-galactosaminide having a 4-nitrophenyl substituent at the anomeric position.
Names & identifiers
- Preferred name
- 4-Nitrophenyl 2-(acetylamino)-2-deoxy-alpha-D-galactopyranoside
- IUPAC
- N-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
- English name
- P-NITROPHENYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE
- Molecular formula
- C14H18N2O8
- Molecular weight
- 342.3
Names & synonyms
23646-68-6p-Nitrophenyl 2-acetamido-2-deoxy-alpha-D-galactopyranosideDTXSID901188274RefChem:1071296DTXCID0016195594-Nitrophenyl 2-(acetylamino)-2-deoxy-alpha-D-galactopyranoside245-802-3N-((2R,3R,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)tetrahydro-2H-pyran-3-yl)acetamide4-nitrophenyl 2-acetamido-2-deoxy-alpha-D-galactopyranosidealpha-D-GalNAc-OC6H4NO2-p4-Nitrophenyl N-acetyl-alpha-D-galactosaminideN-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
Show more names
GALNAC-A-PNPGalNAc-alpha-PNP4-Νitrophenyl 2-(acetylaMino)-2-deoxy-p-Nitrophenyl-alpha-N-acetylgalactosamine4-Nitrophenyl-N-acetyl-α-D-galactosaminide4-NITROPHENYL-N-ACETYL-ALPHA-D-GALACTOSAMINEP-NITROPHENYL N-ACETYL-A-D-*GALACTOSAMIN IDE4-NITROPHENYL-N-ACETYL-ALPHA-D-GALACTOSAMINIDEP-NITROPHENYL N-ACETYL-ALPHA-D-GALACTOSAMINIDE
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 154 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 449
Physicochemical properties
- Melting point
- 229 · 229-231°C (dec.)
- Boiling point
- 694.7 · 694.7±55.0 °C(Predicted)
- Density
- 1.51 · 1.51±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- 25 mg/mL, · DMF: 25 mg/mL, clear, faintly yellow
- pka
- 12.76 · 12.76±0.70(Predicted)
- form
- Solid
- color
- White to Light Yellow
- InChI
- InChI=1/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12+,13-,14+/s3
- InChIKey
- OMRLTNCLYHKQCK-SZYILJKCNA-N
- SMILES
- O(C1C=CC(N(=O)=O)=CC=1)[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(=O)C |&1:10,12,15,17,19,r|
- UNSPSC Code
- 12352204 · 12352204
- NACRES
- 32 · NA.32
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 3-10-21
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionN-acetyl-D-galactosaminidase catalyzes the cleavage of N-acetylglucosamine (GlcNAc), the monomeric unit of the polymer chitin. 4-Nitrophenyl-N-acetyl-α-D-galactosaminide can be used as a chromogenic substrate for N-acetyl-D-galactosaminidase, generating a yellow solution upon cleavage.
Usesp-Nitrophenyl 2-Acetamido-2-deoxy-α-D-galactopyranoside (cas# 23646-68-6) is a compound useful in organic synthesis.
Additional notes
DefinitionChEBI: An N-acetyl-alpha-D-galactosaminide having a 4-nitrophenyl substituent at the anomeric position.
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