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3459-18-5 molecular structure
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N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide

ChemBase ID: 133772
Molecular Formular: C14H18N2O8
Molecular Mass: 342.30132
Monoisotopic Mass: 342.10631555
SMILES and InChIs

SMILES:
CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1Oc1ccc(cc1)[N+](=O)[O-])CO)O)O
Canonical SMILES:
OC[C@H]1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
InChI:
InChI=1S/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-/m1/s1
InChIKey:
OMRLTNCLYHKQCK-DHGKCCLASA-N

Cite this record

CBID:133772 http://www.chembase.cn/molecule-133772.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
IUPAC Traditional name
N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
Synonyms
GlcNAc1-b-PNP
p-Nitrophenyl 2-Acetamido-2-deoxy-β-D-glucopyranoside
4-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside
4-Nitrophenyl N-acetyl-β-D-glucosaminide
CAS Number
3459-18-5
EC Number
222-398-7
MDL Number
MFCD00063696
Beilstein Number
96193
PubChem SID
162228049
24897896
PubChem CID
102416

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 102416 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.628232  H Acceptors
H Donor LogD (pH = 5.5) -0.94643915 
LogD (pH = 7.4) -0.9464615  Log P -0.9464386 
Molar Refractivity 78.6093 cm3 Polarizability 30.910494 Å3
Polar Surface Area 154.07 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Dichloromethane expand Show data source
Ether expand Show data source
Ethyl Acetate expand Show data source
H2O: soluble5 mg/mL, clear, colorless to very faintly yellow expand Show data source
Methanol expand Show data source
Apperance
Slightly Off-White Solid expand Show data source
Melting Point
201-202°C expand Show data source
Optical Rotation
[α]20/D -15±2°, c = 0.5% in H2O expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥99% (TLC) expand Show data source
≥99.0% (TLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Suitability
suitable as substrate for N-acetyl-β-D-glucosaminidase test expand Show data source
Impurities
≤0.05% free 4-nitrophenol expand Show data source
≤0.05% Free p-nitrophenol expand Show data source
Quality Level
PREMIUM expand Show data source
Empirical Formula (Hill Notation)
C14H18N2O8 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - N9376 external link
包装
1 g in poly bottle
100, 250, 500 mg in poly bottle
Substrates
Chromogenic substrate for N-acetyl-glucosaminidase.
Sigma Aldrich - 73606 external link
Other Notes
Chromogenic substrate for N-acetyl glucosaminidase1,2
Toronto Research Chemicals - N502000 external link
Useful substrate for the rapid colorimetric assay of N-Acetyl-beta-glucosaminidase in human urine.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Muruhn, D.: Clin. Chim. Acta, 73, 453 (1976)
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PATENTS

PATENTS

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INTERNET

INTERNET

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