EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:41401 - L-canaline

ChEBI IDCHEBI:41401
ChEBI NameL-canaline
Stars
ASCII NameL-canaline
DefinitionA non-proteinogenic L-α-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.
Secondary ChEBI IDCHEBI:6200
Last Modified25 February 2020
DownloadsMolfile
FormulaC4H10N2O3
Net Charge0
Average Mass134.135
Monoisotopic Mass134.06914
SMILESNOCC[C@H](N)C(=O)O
InChIInChI=1S/C4H10N2O3/c5-3(4(7)8)1-2-9-6/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1
InChIKeyFQPGMQABJNQLLF-VKHMYHEASA-N
Species of MetaboliteComponentSourceComments
Canavalia ensiformis (ncbitaxon:3823) - DOI (/10.1021/jf00087a004)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
phytogenic insecticide  An insecticide compound naturally occurring in plants.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
L-canaline (CHEBI:41401) has functional parent L-homoserine (CHEBI:15699)
L-canaline (CHEBI:41401) has role antimetabolite (CHEBI:35221)
L-canaline (CHEBI:41401) has role antineoplastic agent (CHEBI:35610)
L-canaline (CHEBI:41401) has role phytogenic insecticide (CHEBI:22917)
L-canaline (CHEBI:41401) has role plant metabolite (CHEBI:76924)
L-canaline (CHEBI:41401) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-canaline (CHEBI:41401) is tautomer of L-canaline zwitterion (CHEBI:145769)
Incoming Relation(s)
L-canaline zwitterion (CHEBI:145769) is tautomer of L-canaline (CHEBI:41401)
IUPAC Name 
O-amino-L-homoserine
Synonyms  Source
L-canalineChemIDplus
(2S)-2-amino-4-(aminooxy)butyric acidHMDB
L-2-amino-4-(aminooxy)butyric acidMetaCyc
canalineChemIDplus
(2S)-2-amino-4-(aminooxy)butanoic acidIUPAC
Manual XrefsDatabases
CANPDBeChem
C00001346KNApSAcK
C08270KEGG COMPOUND
FDB030959FooDB
DB02821DrugBank
L-CANALINEMetaCyc
HMDB0012251HMDB
Registry NumbersSources
CAS:496-93-5ChemIDplus
Citations