Showing metabocard for 3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid (BMDB0000425)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:30:32 UTC
Update Date2020-04-22 15:03:32 UTC
BMDB IDBMDB0000425
Secondary Accession Numbers
  • BMDB00425
Metabolite Identification
Common Name3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid
Description3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid, also known as 2-KDN or 2-keto-3-deoxy-D-glycero-D-galacto-NONONate, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. 3-Deoxy-D-glycero-D-galacto-2-nonulosonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Deoxy-D-glycero-D-galacto-2-nonulosonateGenerator
2-KDNHMDB
2-Keto-3-deoxy-D-glycero-D-galacto-NONONateHMDB
2-Keto-3-deoxy-D-glycero-D-galacto-NONONic acidHMDB
2-oxo-3-Deoxy-D-glycero-galactononulosonateHMDB
2-oxo-3-Deoxy-D-glycero-galactononulosonic acidHMDB
3-Deoxy-D-glycero-D-galacto-nonulosonateHMDB
3-Deoxy-D-glycero-D-galacto-nonulosonic acidHMDB
3-Deoxyglycero-galacto-nonulosonateHMDB
3-Deoxyglycero-galacto-nonulosonic acidHMDB
3-Deoxyglycerogalacto-2-nonulopyranosonateHMDB
3-Deoxyglycerogalacto-2-nonulopyranosonic acidHMDB
Deoxy-KDNHMDB
KDNHMDB
SialosonateHMDB
Sialosonic acidHMDB
SiaXHMDB
(4S,5R,6R,7R,8S)-4,5,6,7,8,9-Hexahydroxy-2-oxononanoateHMDB
3-Deoxy-D-glycero-D-galacto-2-nonulosonic acidMeSH
Chemical FormulaC9H16O9
Average Molecular Weight268.2179
Monoisotopic Molecular Weight268.07943211
IUPAC Name(4S,5R,6R,7R,8S)-4,5,6,7,8,9-hexahydroxy-2-oxononanoic acid
Traditional NamesiaX
CAS Registry Number22594-61-2
SMILES
OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)CC(=O)C(O)=O
InChI Identifier
InChI=1S/C9H16O9/c10-2-5(13)7(15)8(16)6(14)3(11)1-4(12)9(17)18/h3,5-8,10-11,13-16H,1-2H2,(H,17,18)/t3-,5-,6+,7+,8+/m0/s1
InChI KeyFQHUAUMYHAJTDH-IMSDGWMTSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Nonose monosaccharide
  • Medium-chain keto acid
  • Sugar acid
  • Alpha-keto acid
  • Beta-hydroxy ketone
  • Monosaccharide
  • Keto acid
  • Alpha-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Alcohol
  • Carbonyl group
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected 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-2.7ALOGPS
logP-3.7ChemAxon
logS-0.69ALOGPS
pKa (Strongest Acidic)2.84ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area175.75 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity54.2 m³·mol⁻¹ChemAxon
Polarizability23.7 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000425
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022038
KNApSAcK IDNot Available
Chemspider ID17215951
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5414
PubChem Compound22833524
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNakamura, Mitsunobu; Fujita, Shuji; Furuhata, Kimio; Ogura, Haruo. Synthesis of the nucleoside analogs of 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN). Nucleic Acids Symposium Series (1991), 25(Symp. Nucleic Acids Chem., 18th, 1991), 137-9.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available