Showing metabocard for N-Glycolylneuraminic acid (BMDB0000833)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:37:19 UTC
Update Date2020-05-11 20:53:04 UTC
BMDB IDBMDB0000833
Secondary Accession Numbers
  • BMDB00833
Metabolite Identification
Common NameN-Glycolylneuraminic acid
DescriptionN-Glycolylneuraminic acid, also known as N-glycolyl-b-neuraminate or gcneu, belongs to the class of organic compounds known as neuraminic acids. These are carbohydrate derivatives containing a neuraminic acid moiety. N-Glycolylneuraminic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
GcNeuChEBI
N-Glycolyl-beta-neuraminic acidChEBI
Neu5GCChEBI
NeuGcChEBI
NGNAChEBI
N-Glycolyl-b-neuraminateGenerator
N-Glycolyl-b-neuraminic acidGenerator
N-Glycolyl-beta-neuraminateGenerator
N-Glycolyl-β-neuraminateGenerator
N-Glycolyl-β-neuraminic acidGenerator
N-GlycolylneuraminateGenerator
3,5-Dideoxy-5-((hydroxyacetyl)amino)-D-glycero-D-galacto-2-nonulosonateHMDB
3,5-Dideoxy-5-((hydroxyacetyl)amino)-D-glycero-D-galacto-2-nonulosonic acidHMDB
N-Glycoloyl-neuraminateHMDB
N-GlycoloylneuraminateHMDB
N-Glycoloylneuraminic acidHMDB
N-Glycolyl-5-neuraminateHMDB
N-Glycolyl-5-neuraminic acidHMDB
N-Glycolylneuraminic acid, (alpha-D-gal)-isomerHMDB
N-Glycoloyl-b-neuraminateHMDB
N-Glycoloyl-b-neuraminic acidHMDB
N-Glycoloyl-beta-neuraminateHMDB
N-Glycoloyl-β-neuraminateHMDB
N-Glycoloyl-β-neuraminic acidHMDB
N-Glycolylneuraminic acidChEBI
Chemical FormulaC11H19NO10
Average Molecular Weight325.2693
Monoisotopic Molecular Weight325.100895833
IUPAC Name(2S,4S,5R,6R)-2,4-dihydroxy-5-(2-hydroxyacetamido)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Traditional NameN-glycolylneuraminic acid
CAS Registry Number1113-83-3
SMILES
OC[C@@H](O)[C@@H](O)[C@@H]1O[C@@](O)(C[C@H](O)[C@H]1NC(=O)CO)C(O)=O
InChI Identifier
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
InChI KeyFDJKUWYYUZCUJX-AJKRCSPLSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as neuraminic acids. These are carbohydrate derivatives containing a neuraminic acid moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentNeuraminic acids
Alternative Parents
Substituents
  • Neuraminic acid
  • C-glucuronide
  • C-glycosyl compound
  • Glycosyl compound
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Oxane
  • Pyran
  • Hemiacetal
  • Secondary alcohol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Alcohol
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Primary alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3ALOGPS
logP-4.4ChemAxon
logS-0.11ALOGPS
pKa (Strongest Acidic)2.92ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area197.01 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity65.48 m³·mol⁻¹ChemAxon
Polarizability28.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Liver
  • Spleen
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
SpleenExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000833
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001165
KNApSAcK IDNot Available
Chemspider ID110352
KEGG Compound IDC03410
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkN-Glycolylneuraminic_acid
METLIN ID3580
PubChem Compound123802
PDB IDNot Available
ChEBI ID62084
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available