Basic information
- Standard SMILES
NOCC[C@H](N)C(=O)O- InChIKey
FQPGMQABJNQLLF-VKHMYHEASA-N- Molecular formula
- C4H10N2O3
- Average molar mass
- 134.13 g/mol
- Monoisotopic mass
- 134.06914218
Overview
L-canaline is a 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. It has a role as a phytogenic insecticide, an antimetabolite, an antineoplastic agent and a plant metabolite. It is functionally related to a L-homoserine. It is a tautomer of a L-canaline zwitterion.
Names & identifiers
- Preferred name
- L-Canaline
- IUPAC
- (2S)-2-amino-4-aminooxybutanoic acid
Names & synonyms
CanalineL-Canaline496-93-5O-Amino-L-homoserineL-Homoserine, O-amino-(2S)-2-amino-4-aminooxybutanoic acidT7H2XP1ZNS1-Amino-3-amino-oxybutyric acid2-Amino-4-(aminooxy)butyric acidL-2-amino-4-(aminooxy)butyric acidCHEBI:41401DTXSID60197925
Show more names
RefChem:573705DTXCID20120416(2S)-4-aminooxy-2-azaniumylbutanoate(S)-2-Amino-4-(aminooxy)butanoic acid(2S)-2-amino-4-(aminooxy)butanoic acidL-2-amino-4-(aminooxy)butyrateL-a-amino-g-(aminooxy)-n-butyric acidUNII-T7H2XP1ZNS
Database identifiers
- CAS
496-93-5- PubChem CID
- 441443
- DTXSID
DTXSID60197925- ChEMBL
CHEMBL1231652- ChEBI
CHEBI:41401- UNII
- T7H2XP1ZNS
- EC Number
- 863-088-7
- Nikkaji
- J12.573C
Properties
Computed structural properties
- XLogP
- -4.6
- Topological polar surface area
- 98.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 95.8
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Related reactions
1 records
Linked notes
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