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1113-83-3 molecular structure
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(2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

ChemBase ID: 154118
Molecular Formular: C11H19NO10
Molecular Mass: 325.26926
Monoisotopic Mass: 325.10089581
SMILES and InChIs

SMILES:
C1[C@@H]([C@H]([C@@H](O[C@@]1(C(=O)O)O)[C@@H]([C@@H](CO)O)O)NC(=O)CO)O
Canonical SMILES:
OCC(=O)N[C@@H]1[C@@H](O)C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(O)C(=O)O
InChI:
InChI=1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)/t4-,5+,7+,8+,9+,11-/m0/s1
InChIKey:
FDJKUWYYUZCUJX-AJKRCSPLSA-N

Cite this record

CBID:154118 http://www.chembase.cn/molecule-154118.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
IUPAC Traditional name
N-glycolylneuraminic acid
Synonyms
Neu5Glc
NeuNGl
N-Glycolylneuraminic acid
CAS Number
1113-83-3
MDL Number
MFCD00057551
Beilstein Number
1716828
PubChem SID
24895382
162248257
24873386
PubChem CID
123802

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 123802 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.9169607  H Acceptors 10 
H Donor LogD (pH = 5.5) -6.918813 
LogD (pH = 7.4) -7.864933  Log P -4.3811855 
Molar Refractivity 65.4836 cm3 Polarizability 26.97869 Å3
Polar Surface Area 197.01 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
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
≥95% (HPLC) expand Show data source
Biological Source
semisynthetic expand Show data source
Empirical Formula (Hill Notation)
C11H19NO10 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 50644 external link
Other Notes
Regulation of N-glycolylneuraminic acid biosynthesis in rat and mouse liver1
Sales restrictions may apply
Application
Glycolylneuraminic acid, a component of non-human milk and colostrums, is used as a reference to analyse changes of the glycome during lactation. Glycolylneuraminic acid, a xenoantigen, is involved in antigenic reactions (antibody-mediated hyperacute rejection) during xenotransplantion.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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