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61145-33-3 molecular structure
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[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(cyanomethyl)sulfanyl]oxan-2-yl]methyl acetate

ChemBase ID: 165117
Molecular Formular: C16H21NO9S
Molecular Mass: 403.40424
Monoisotopic Mass: 403.09370226
SMILES and InChIs

SMILES:
[C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)SCC#N)OC(=O)C)OC(=O)C)OC(=O)C
Canonical SMILES:
N#CCS[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
InChI:
InChI=1S/C16H21NO9S/c1-8(18)22-7-12-13(23-9(2)19)14(24-10(3)20)15(25-11(4)21)16(26-12)27-6-5-17/h12-16H,6-7H2,1-4H3/t12-,13+,14+,15-,16+/m1/s1
InChIKey:
ZNQCXCWNORCJGV-CWVYHPPDSA-N

Cite this record

CBID:165117 http://www.chembase.cn/molecule-165117.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(cyanomethyl)sulfanyl]oxan-2-yl]methyl acetate
IUPAC Traditional name
[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(cyanomethyl)sulfanyl]oxan-2-yl]methyl acetate
Synonyms
[(2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl)thio]acetonitrile
Cyanomethyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranoside
CAS Number
61145-33-3
PubChem SID
162259250
PubChem CID
18634526

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC C981950 external link Add to cart
PubChem 18634526 external link
Data Source Data ID Price
TRC
C981950 external link Add to cart Please log in.
Data Source Data ID
PubChem 18634526 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -0.58932155  LogD (pH = 7.4) -0.58932155 
Log P -0.58932155  Molar Refractivity 88.6123 cm3
Polarizability 36.476467 Å3 Polar Surface Area 138.22 Å2
Rotatable Bonds 11  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
Methanol expand Show data source
Apperance
White Solid with a Pink Tinge expand Show data source
Melting Point
95-97°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - C981950 external link
The nitrile of the cyanomethyl group can be converted to a methyl imidate group by treatment with sodium methoxide or HCl which can be used to attach the sugar to a protein.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Lee, Y-C, et al.: Biochemistry, 15, 18, 3956 (1976)
  • • Lee, Y-C, et al.: Biochemistry, 19, 4899 (1980)
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PATENTS

PATENTS

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INTERNET

INTERNET

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