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N-[(3S,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl]acetamide
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ChemBase ID:
154056
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Molecular Formular:
C8H16N2O4
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Molecular Mass:
204.22364
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Monoisotopic Mass:
204.111007
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SMILES and InChIs
SMILES:
CC(=O)N[C@H]1CN[C@@H]([C@H]([C@@H]1O)O)CO
Canonical SMILES:
OC[C@H]1NC[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
InChI:
InChI=1S/C8H16N2O4/c1-4(12)10-5-2-9-6(3-11)8(14)7(5)13/h5-9,11,13-14H,2-3H2,1H3,(H,10,12)/t5-,6+,7+,8+/m0/s1
InChIKey:
GBRAQQUMMCVTAV-LXGUWJNJSA-N
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Cite this record
CBID:154056 http://www.chembase.cn/molecule-154056.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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N-[(3S,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl]acetamide
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IUPAC Traditional name
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N-[(3S,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl]acetamide
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Synonyms
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2-Acetamido-1,2,5-trideoxy-1,5-imino-D-glucitol
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2-Acetamido-1,2-dideoxynojirimycin
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N-[(3S,4R,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-piperidinyl]acetamide
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2-Acetamido-1,5-imino-1,2,5-trideoxy-D-glucitol
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2-Acetamido-1,2-dideoxynojirimycin
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CAS Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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13.125802
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H Acceptors
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5
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H Donor
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5
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LogD (pH = 5.5)
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-5.4755797
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LogD (pH = 7.4)
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-3.7568586
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Log P
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-3.1737783
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Molar Refractivity
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47.6757 cm3
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Polarizability
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19.456116 Å3
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Polar Surface Area
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101.82 Å2
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Rotatable Bonds
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2
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Lipinski's Rule of Five
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true
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DETAILS
DETAILS
Sigma Aldrich
TRC
Sigma Aldrich -
90921
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Application 2-Acetamido-1,2-dideoxynojirimycin (2-ADN) is used as an inhibitor (transition analogue) to identify, purify, differentiate and characterized N-acetylglucosaminidase(s) (GlcNAcase). 2-Acetamido-1,2-dideoxynojirimycin is used as a ligand for the affinity purification of N-acetylglucosaminidases. |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Tropak, M., et al.: J. Biol. Chem., 279, 13478 (2004)
- • Mega, T., et al.: J. Biochem., 136, 525 (2004)
- • Greimel, P., et al.: Bioorg. Med. Chem. Lett., 16, 2067 (2004)
- • Gutternigg, M., et al.: J. Biol. Chem., 282, 27825 (2004)
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PATENTS
PATENTS
PubChem Patent
Google Patent