(4S)-4-hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinate (CHEM041743)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:40:55 UTC
Update Date2016-11-09 01:22:32 UTC
Accession NumberCHEM041743
Identification
Common Name(4S)-4-hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinate
ClassSmall Molecule
DescriptionThe dicarboxylic acid dianion formed from (2S,4S)-4-hydroxy-2,3,4,5-tetrahydrodipicolinic acid by proton loss from both carboxy groups; major species present at pH 7.3.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2S,4S)-4-Hydroxy-2,3,4,5-tetrahydrodipicolinateChEBI
(4S)-4-Hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinate(2-)ChEBI
(2S,4S)-4-Hydroxy-2,3,4,5-tetrahydrodipicolinic acidGenerator
(4S)-4-Hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinic acid(2-)Generator
(2S,4S)-4-Hydroxy-2,3,4,5-tetrahydrodipicolinic acid(2-)Generator
(4S)-4-Hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinateChEBI
(4S)-4-Hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinic acidGenerator
Chemical FormulaC7H7NO5
Average Molecular Mass185.136 g/mol
Monoisotopic Mass185.034 g/mol
CAS Registry NumberNot Available
IUPAC Name(2S,4S)-4-hydroxy-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate
Traditional Name(2S,4S)-4-hydroxy-2,3,4,5-tetrahydropyridine-2,6-dicarboxylate
SMILES[H][C@@]1(O)CC(=N[C@@]([H])(C1)C([O-])=O)C([O-])=O
InChI IdentifierInChI=1S/C7H9NO5/c9-3-1-4(6(10)11)8-5(2-3)7(12)13/h3-4,9H,1-2H2,(H,10,11)(H,12,13)/p-2/t3-,4-/m0/s1
InChI KeyDVTPRYHENFBCII-IMJSIDKUSA-L
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Tetrahydropyridine
  • Dicarboxylic acid or derivatives
  • Hydropyridine
  • Ketimine
  • Secondary alcohol
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Imine
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Carbonyl group
  • Organic nitrogen compound
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility20.4 g/LALOGPS
logP-0.9ALOGPS
logP-0.64ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)3.13ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area112.85 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity61.42 m³·mol⁻¹ChemAxon
Polarizability15.74 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0303976
FooDB IDFDB030124
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-14443
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID28533132
ChEBI ID67139
PubChem Compound ID70678847
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=8993314