L-canaline (CHEM042283)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:57:21 UTC
Update Date2016-11-09 01:22:38 UTC
Accession NumberCHEM042283
Identification
Common NameL-canaline
ClassSmall Molecule
DescriptionA non-proteinogenic L-alpha-amino acid that is L-homoserine in which the hydroxy group at position 4 is substituted by an aminooxy group. It has been isolated from legumes and plays an essential role in lugume chemical defense against insects.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2S)-2-Amino-4-(aminooxy)butanoic acidChEBI
(2S)-2-Amino-4-(aminooxy)butyric acidChEBI
CanalineChEBI
L-2-Amino-4-(aminooxy)butyric acidChEBI
(2S)-2-Amino-4-(aminooxy)butanoateGenerator
(2S)-2-Amino-4-(aminooxy)butyrateGenerator
L-2-Amino-4-(aminooxy)butyrateGenerator
L-a-Amino-g-(aminooxy)-N-butyric acidHMDB
L-alpha-Amino-gamma-(aminooxy)-N-butyric acidHMDB
1-Amino-3-amino-oxybutyric acidHMDB
L-CanalineMeSH
Chemical FormulaC4H10N2O3
Average Molecular Mass134.134 g/mol
Monoisotopic Mass134.069 g/mol
CAS Registry NumberNot Available
IUPAC Name(2S)-2-amino-4-(aminooxy)butanoic acid
Traditional Namecanaline
SMILESNOCC[C@H](N)C(O)=O
InChI IdentifierInChI=1S/C4H10N2O3/c5-3(4(7)8)1-2-9-6/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1
InChI KeyFQPGMQABJNQLLF-VKHMYHEASA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 Solubility308 g/LALOGPS
logP-3.2ALOGPS
logP-3.7ChemAxon
logS0.36ALOGPS
pKa (Strongest Acidic)2.24ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area98.57 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.98 m³·mol⁻¹ChemAxon
Polarizability12.91 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053m-9000000000-6b8e759f0a75ca890147Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-000i-9100000000-9f6418d0b06babe8df6aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zg0-9800000000-3d960771d5bcf8fa6f34Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9100000000-c609badf53b7460d7adcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-183597adca242ec39f19Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-3900000000-78a9e18c75af7a59754cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9800000000-5682baf5af844f8a1b5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9000000000-90dc4438f4d0d21e4bcaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9300000000-4fb8148595c5234b7983Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-f76f52089cf5a549e326Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-9000000000-504e5a41ab0876bf0688Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-3900000000-f50e1fa117c46c5826c9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9300000000-2657fcb39c296391262aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9000000000-5ee9b69439831a4bf6aeSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
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 IDDB02821
HMDB IDHMDB0012251
FooDB IDFDB030959
Phenol Explorer IDNot Available
KNApSAcK IDC00001346
BiGG IDNot Available
BioCyc IDL-CANALINE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCanaline
Chemspider ID390176
ChEBI ID41401
PubChem Compound ID441443
Kegg Compound IDC08270
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11984075
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1542671
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16659033
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16667673
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17813493
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=1782352
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=2295622
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=30039130
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=355758
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=4396332
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=443525
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=4549971
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=4700188
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=624704
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=6486410
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=6486804
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=7215357
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=8951231
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=9129118
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=9309222
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