Canavanine (BioCAD00000007905)
Metabolite Card
Formula: C5H12N4O3 (176.0909)
SMILES: N[C@@H](CCONC(N)=N)C(O)=O
Synonyms [en]
canavanine; L-canavanine; 2-Amino-4-(guanidinooxy)butyric acid; O-((Aminoiminomethyl)amino)-L-homoserine; Canavanin; (2S)-2-amino-4-(carbamimidamidooxy)butanoic acid
Last reviewed on 2024-06-28.
Cite this Page
Canavanine. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000007905). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
L-Canavanine, a non-protein amino acid of certain leguminous plants, is related structurally to the protein amino acid, L-arginine. Canavanine is accumulated primarily in the seeds where it serves both as a defensive compound against herbivores and a vital source of nitrogen for the growing embryo. Organisms that consume it can mistakenly incorporate it into their own proteins, in the place of arginine thereby producing structurally aberrant proteins that may not function properly or not at all. Some specialized herbivores tolerate L-canavanine either because they metabolize it efficiently or avoid its incorporation into their own nascent proteins.
DBLinks
- CAS Registry Number: 543-38-4
- PubChem CID: 439202
- ChEBI: 609827
- HMDB: HMDB0002706
- LipidMaps:
- KEGG: C00308
- BioCyc: CANAVANINE
- NCBI MeSH: Canavanine
- Wikipedia: Canavanine
Other DBLinks
- CAS Registry Number: 543-38-4
- PubChem: 275
- PubChem: 439202
- ChEBI: ChEBI:405237
- ChEBI: ChEBI:609827
- HMDB: HMDB0002706
- KEGG: C00308
- BioCyc: CANAVANINE
- NCBI MeSH: Canavanine
- Wikipedia: Canavanine
- DrugBank: DB01833
- RefMet: RM0132194
- MoNA: Bruker_HCD_library001760
- MoNA: FiehnHILIC000238
- MoNA: FiehnHILIC001103
- MoNA: FiehnHILIC001812
- MoNA: FiehnLib000786
- MoNA: FiehnLib000787
- MoNA: HMDB0002706_c_ms_1704
- MoNA: KO000490
- MoNA: KO000491
- MoNA: KO000492
- MoNA: KO000493
- MoNA: KO000494
- MoNA: KO002592
- MoNA: KO002593
- MoNA: KO002594
- MoNA: KO002595
- MoNA: KO002596
- MoNA: PS126401
- MoNA: PS126402
- MoNA: PS126403
- MoNA: PS126407
- MoNA: VF-NPL-LTQ007413
- MoNA: VF-NPL-LTQ007414
- MoNA: VF-NPL-QEHF025432
- MoNA: VF-NPL-QEHF025433
- MoNA: VF-NPL-QEHF025434
- MoNA: VF-NPL-QEHF025435
- MoNA: VF-NPL-QEHF025436
- MoNA: VF-NPL-QEHF025437
- MoNA: VF-NPL-QEHF025438
- MoNA: VF-NPL-QEHF025439
- MoNA: VF-NPL-QEHF025440
- MoNA: VF-NPL-QEHF025441
- MoNA: VF-NPL-QEHF025442
- MoNA: VF-NPL-QEHF025443
- MoNA: VF-NPL-QEHF025444
- MoNA: VF-NPL-QEHF025445
- MoNA: VF-NPL-QEHF025446
- MoNA: VF-NPL-QTOF006956
- MoNA: VF-NPL-QTOF006957
- MoNA: VF-NPL-QTOF006958
- Metlin: METLIN_3238
- Coconut NaturalProduct: CNP0175642.1
- Coconut NaturalProduct: CNP0602845.1
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:609827] L-canavanine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R13112 | 4.4.1.43 | C00308<=>C22624 + C22626 |
| KEGG:R13115 | 4.4.1.43 | L-canavanine N-hydroxyguanidine-lyase (L-homoserine-forming) |
| BioCyc:RXN-22 | 4.3.2.1 | CANAVANINOSUCCINATE<=>CANAVANINE + FUM |
| BioCyc:TRANS-RXN-325 | CANAVANINE --> CANAVANINE | |
| BioCyc:RXN-34 | 3.5.3.1 | CANAVANINE + WATER --> PROTON + L-CANALINE + UREA |
| BioCyc:RXN-21800 | 1.13.12.1 | CANAVANINE + OXYGEN-MOLECULE --> CPD-6944 + CARBON-DIOXIDE + WATER |
Taxonomy Source
- Canavalia ensiformis [ncbi taxid: 3823]
- Caragana arborescens Lam. [ncbi taxid: ]
- Colutea arborescens L. [ncbi taxid: ]
- Robinia pseudoacacia L. [ncbi taxid: ]
- Vicia villosa Roth [ncbi taxid: ]
- Wisteria floribunda (Willd.) DC. [ncbi taxid: ]
- Achillea moschata [ncbi taxid: ]
- Athanasia linifolia [ncbi taxid: ]
- Canavalia ensiformis [ncbi taxid: 3823]
- Canavalia gladiata [ncbi taxid: 3824]
- Deamia testudo [ncbi taxid: 1109431]
- FOOD SAKE [ncbi taxid: ]
- Macaranga barteri [ncbi taxid: 396451]
- Medicago intertexta [ncbi taxid: 70950]
- Ophiocoma dentata [ncbi taxid: ]
- Pulicaria arabica [ncbi taxid: 119185]
- Solanum chrysotrichum [ncbi taxid: 744061]
- Sphaerostephanos arbuscula [ncbi taxid: ]
- Ticorea longiflora [ncbi taxid: ]