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214193-25-6 molecular structure
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2-acetamido-3-methyl-3-(nitrososulfanyl)-N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]butanamide

ChemBase ID: 169655
Molecular Formular: C13H23N3O8S
Molecular Mass: 381.40202
Monoisotopic Mass: 381.12058571
SMILES and InChIs

SMILES:
C(=O)(C(C(SN=O)(C)C)NC(=O)C)N[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O
Canonical SMILES:
O=NSC(C(C(=O)N[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1O)O)O)NC(=O)C)(C)C
InChI:
InChI=1S/C13H23N3O8S/c1-5(18)14-10(13(2,3)25-16-23)11(22)15-12-9(21)8(20)7(19)6(4-17)24-12/h6-10,12,17,19-21H,4H2,1-3H3,(H,14,18)(H,15,22)/t6-,7-,8+,9-,10?,12-/m1/s1
InChIKey:
QNMMQEFPNFRVFP-HCTIOZQGSA-N

Cite this record

CBID:169655 http://www.chembase.cn/molecule-169655.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-acetamido-3-methyl-3-(nitrososulfanyl)-N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]butanamide
IUPAC Traditional name
2-acetamido-3-methyl-3-(nitrososulfanyl)-N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]butanamide
Synonyms
2-(Acetylamino)-N-β-D-glucopyranosyl-3-methyl-3-(nitrosothio)butanamide
Glyco-SNAP-1
N-(β-Glucopyranosyl)-N2-acetyl-S-nitrosopenicillamide
N-(β-D-Glucopyranosyl)-N2-acetyl-S-nitroso-D,L-penicillamide
CAS Number
214193-25-6
PubChem SID
162263787
PubChem CID
10385174

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC G419525 external link Add to cart
PubChem 10385174 external link
Data Source Data ID Price
TRC
G419525 external link Add to cart Please log in.
Data Source Data ID
PubChem 10385174 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.15191  H Acceptors
H Donor LogD (pH = 5.5) -2.6008816 
LogD (pH = 7.4) -2.6009493  Log P -2.6008806 
Molar Refractivity 86.3088 cm3 Polarizability 34.095222 Å3
Polar Surface Area 177.78 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
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Apperance
Green Solid expand Show data source
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - G419525 external link
N-(β-D-Glucopyranosyl)-N2-acetyl-S-nitroso-D,L-penicillamide is a highly soluble nitric oxide donor, which is relatively stable at high pH (pH 8-9).

REFERENCES

REFERENCES

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  • • Ramirez, J., et al.: Bioorg. Med. Chem. Lett, 6, 2575 (1996)
  • • Wu, J., et al.: J. Lipid Res., 46, 1944 (1996)
  • • Shuji, O., et al.: Biomed. Res., 28, 91 (1996)
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PATENTS

PATENTS

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INTERNET

INTERNET

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