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3554-93-6 molecular structure
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N-[(2S,3R,4R,5R,6R)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

ChemBase ID: 76084
Molecular Formular: C15H21NO6
Molecular Mass: 311.33034
Monoisotopic Mass: 311.1368874
SMILES and InChIs

SMILES:
O=C(N[C@@H]1[C@@H](O)[C@@H](O)[C@H](O[C@@H]1OCc1ccccc1)CO)C
Canonical SMILES:
OC[C@H]1O[C@H](OCc2ccccc2)[C@@H]([C@H]([C@H]1O)O)NC(=O)C
InChI:
InChI=1S/C15H21NO6/c1-9(18)16-12-14(20)13(19)11(7-17)22-15(12)21-8-10-5-3-2-4-6-10/h2-6,11-15,17,19-20H,7-8H2,1H3,(H,16,18)/t11-,12-,13+,14-,15+/m1/s1
InChIKey:
SKOZFDIGKDPQBO-QMIVOQANSA-N

Cite this record

CBID:76084 http://www.chembase.cn/molecule-76084.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
N-[(2S,3R,4R,5R,6R)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
IUPAC Traditional name
N-[(2S,3R,4R,5R,6R)-2-(benzyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Synonyms
Phenylmethyl 2-(Acetylamino)-2-deoxy-α-D-galactopyranoside
Benzyl N-Acetyl-α-D-galactosaminide
Benzyl 2-Acetamido-2-deoxy-α-D-galactopyranoside
Benzyl-2-acetamido-2-deoxy-alpha-D-galactopyranosie
CAS Number
3554-93-6
MDL Number
MFCD00057920
PubChem SID
162041002
PubChem CID
122253

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 122253 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.357337  H Acceptors
H Donor LogD (pH = 5.5) -0.8529751 
LogD (pH = 7.4) -0.8529792  Log P -0.8529748 
Molar Refractivity 76.3885 cm3 Polarizability 30.718012 Å3
Polar Surface Area 108.25 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Ethanol expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
201-203°C expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

Apollo Scientific Apollo Scientific TRC TRC
Apollo Scientific Ltd - OR1252T external link
A substrate for N-acetyl-b-D-glucosaminyl transferase. Also an inhibitor of 1-b-3-galactotransferase.
Toronto Research Chemicals - B212520 external link
A substrate for N-acetyl-β-D-glucosaminyltransferase. Also an inhibitor of 1-β-3-galctotransferase. Blocks the apical biosynthetic pathway in polarized HT-29 cells.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Delacour, D., et al.: J. Cell Biol., 169, 491 (2005)
  • • Suzuki, O., et al.: Int. J. Oncol., 26, 1063 (2005)
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PATENTS

PATENTS

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INTERNET

INTERNET

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