GlyTouCan:G68436TJ
Basic information
- CAS
1113-83-3- Standard SMILES
O=C(CO)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@](O)(C(=O)O)C[C@@H]1O- InChIKey
FDJKUWYYUZCUJX-AJKRCSPLSA-N- Molecular formula
- C11H19NO10
- Average molar mass
- 325.27 g/mol
- Monoisotopic mass
- 325.1008958
Overview
N-glycoloyl-beta-neuraminic acid is an N-acylneuraminic acid in which the acyl substituent on nitrogen is glycolyl and which has beta-configuration at the anomeric centre. It has a role as an antigen and a mammalian metabolite.
Names & identifiers
- Preferred name
- GlyTouCan:G68436TJ
- IUPAC
- (2S,4S,5R,6R)-2,4-dihydroxy-5-[(2-hydroxyacetyl)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
- English name
- N-Glycolylneuraminic acid
- Molecular formula
- C11H19NO10
- Molecular weight
- 325.27
Names & synonyms
GlyTouCan:G68436TJRefChem:1013308G68436TJGcNeuNeuGcNGNA885329-49-7N-Glycolyl Neuraminic AcidMFCD00057551N-glycolyl-beta-neuraminic acidN-glycoloyl-beta-neuraminic acid(2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Show more names
Neu5Glc-6-((1R,2R)Glycolylneuraminic AciGlycolylneuraminic AcidN-glycoylneuraminic acidN-GLYCOLYNEURAMINIC ACIDN-Glycolylneuraminic acidN-GlycolylneuraminicAcid>N-glycoloyl-β-neuraminic acid
(2S,4S,5R,6R)-2,4-dihydroxy-5-[(2-hydroxyacetyl)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acidCHEBI:62084(2S,4S,5R,6R)-2,4-Dihydroxy-5-(2-hydroxyacetamido)-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acidNeuGc;GcNeuC11H19NO10NGEN-Glycolyl-5-neuraminateN-gly-colylneuraminic acid
Properties
Computed structural properties
- XLogP
- -4.1
- Topological polar surface area
- 197 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 6
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 418
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 188 · 188-190°C
- Boiling point
- 836.8 · 836.8±65.0 °C(Predicted)
- Density
- 1.67 · 1.670±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Water (Sparingly)
- form
- Solid
- pka
- 2.41 · 2.41±0.54(Predicted)
- color
- White to Off-White
- biological source
- synthetic
- Water Solubility
- 20 mg/mL · water: soluble 20mg/mL
- BRN
- 1716828 · 1716828
- 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29329990
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Tissue LocationsSpleen
Cellular LocationsCytoplasm
Applications
UsesGlycolylneuraminic 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.
UsesRegulation of N-glycolylneuraminic acid biosynthesis in rat and mouse liver.
Additional notes
DefinitionChEBI: An N-acylneuraminic acid in which the acyl substituent on nitrogen is glycolyl and which has beta-configuration at the anomeric centre.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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