Chemical substance record

L-canaline

496-93-5C₄H₁₀N₂O₃134.135 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A 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. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	496-93-5	ChEBI ↗
Molecular formula	C₄H₁₀N₂O₃	ChEBI ↗
Molar mass	134.135 g/mol	ChEBI ↗
Monoisotopic mass	134.06914 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:41401	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	134.13 g/mol	PubChem ↗
Exact mass	134.06914219 Da	PubChem ↗
Computed XLogP	-4.6	PubChem ↗
Topological polar surface area (Å²)	98.6	PubChem ↗
H-bond donors	3	PubChem ↗
H-bond acceptors	5	PubChem ↗
Rotatable bonds	4	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

L-canaline

IUPAC name

O-amino-L-homoserine

InChIKey

FQPGMQABJNQLLF-VKHMYHEASA-N

SMILES

NOCC[C@H](N)C(=O)O

InChI

InChI=1S/C4H10N2O3/c5-3(4(7)8)1-2-9-6/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1

Names & synonyms

O-amino-L-homoserine

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

non-proteinogenic L-alpha-amino acidChEBI parent class · 83822 ↗

carboxylic acid amino acid organic molecular entity

Roles recorded in ChEBI

phytogenic insecticideantimetaboliteantineoplastic agentplant metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00745518 mol

Uses 134.135 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 4 atoms

35.82%

O

Oxygen · 3 atoms

35.78%

N

Nitrogen · 2 atoms

20.88%

H

Hydrogen · 10 atoms

7.51%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

The antiproliferative and immunotoxic effects of L-canavanine and L-canaline. ↗Anti-cancer drugs · 2002 Mar · PMID 11984075

Purification and characterization of the higher plant enzyme L-canaline reductase. ↗Proceedings of the National Academy of Sciences of the United States of America · 1992 Mar 1 · PMID 1542671

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:41401

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 441443 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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