DL-Canavanine
PubChem CID: 275
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| Compound Synonyms | DL-Canavanine, Canavanine, DL-, (+/-)-Canavanine, Canavanine, (+/-)-, Canavanine DL-form [MI], QXB6XSA047, Homoserine, O-((aminoiminomethyl)amino)-, 13269-28-8, DL-Homoserine, O-((aminoiminomethyl)amino)-, Butyric acid, 2-amino-4-(guanidinooxy)-, DL-, O-{[amino(imino)methyl]amino}homoserine sulfate (salt), o-carbamimidamidohomoserine, UNII-QXB6XSA047, 2-amino-4-(diaminomethylideneamino)oxybutanoic acid, SCHEMBL151096, CHEMBL182461, DTXSID40859473, 2-Amino-4-guanidinooxybuttersaure, CHEBI:180947, FSBIGDSBMBYOPN-UHFFFAOYSA-N, HMS3261B21, 2-Amino-4-guanidino-oxybuttersaure, ALBB-023683, Tox21_500490, AKOS015998172, CCG-221794, LP00490, SDCCGSBI-0633720.P001, NCGC00015287-02, NCGC00015287-03, NCGC00015287-04, NCGC00015287-05, NCGC00015287-06, NCGC00093893-01, NCGC00093893-02, NCGC00093893-03, NCGC00093893-04, NCGC00261175-01, LS-13090, Q27287549, L-.alpha.-Amino-.gamma.-(guanidinooxy)-n-butyric acid, homoserine, O-[(aminoiminomethyl)amino]-, sulfate (1:1) (salt) |
|---|---|
| Topological Polar Surface Area | 137.0 |
| Hydrogen Bond Donor Count | 4.0 |
| Heavy Atom Count | 12.0 |
| Description | Stored in large quantities in the seeds of leguminous plants in three subfamilies. Isol. originally from Jackbean (Canavalia ensiformis) L-(+)-(S)-Canavanine is a non-proteinogenic amino acid of certain leguminous plants. It is structurally related to the proteinogenic 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. Some specialized herbivores tolerate L-canavanine either because they metabolize it efficiently or avoid its incorporation into their own nascent proteins., 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. -- Wikipedia (unverified). L-Canavanine is found in many foods, some of which are mamey sapote, purslane, hard wheat, and cabbage. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 178.0 |
| Database Name | fooddb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 2-amino-4-(diaminomethylideneamino)oxybutanoic acid |
| Nih Violation | False |
| Class | Carboxylic acids and derivatives |
| Xlogp | -4.8 |
| Superclass | Organic acids and derivatives |
| Is Pains | False |
| Subclass | Amino acids, peptides, and analogues |
| Molecular Formula | C5H12N4O3 |
| Inchi Key | FSBIGDSBMBYOPN-UHFFFAOYSA-N |
| Rotatable Bond Count | 5.0 |
| State | Solid |
| Synonyms | (2S)-2-Ammonio-4-(carbamimidamidooxy)butanoate, (2S)-2-Ammonio-4-(carbamimidamidooxy)butanoic acid, (l)-canavanine, 2-Amino-4-(guanidinooxy)butyric acid, 543-38-4 (FREE BASE), Butyric acid, 2-amino-4-(guanidinooxy)-, L, Butyric acid, 2-amino-4-(guanidinooxy)-, L-, Canavanin, Canavanine, Canavanine, L-form, GGB, L-2-AMINO-4-(GUANIDINOOXY)BUTYRIC ACID, L-canavanine, L-canavanine sulfate, L-homoserine, o-((aminoiminomethyl)amino)-, L-Homoserine, O-((aminoiminomethyl)amino)- (9CI), L(+)-canavanine, NSC8921 (SULFATE), O-((aminoiminomethyl)amino)-l-homoserine, O-((aminoiminomethyl)amino)homoserine |
| Substituent Name | L-alpha-amino acid, Amino fatty acid, Fatty acyl, Fatty acid, Guanidine, Carboximidamide, Monocarboxylic acid or derivatives, Carboxylic acid, Hydrocarbon derivative, Primary amine, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Imine, Carbonyl group, Amine, Aliphatic acyclic compound |
| Compound Name | DL-Canavanine |
| Kingdom | Organic compounds |
| Exact Mass | 176.091 |
| Formal Charge | 0.0 |
| Brenk Violation | True |
| Monoisotopic Mass | 176.091 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 176.17 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Inchi | InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9) |
| Smiles | C(CON=C(N)N)C(C(=O)O)N |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Glycine Max (Plant) Rel Props:Source_db:fooddb_chem_all