CDK    9/16/09,9:57

 12 11  0  0  0  0  0  0  0  0999 V2000
    2.2667   -4.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811   -4.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5522   -4.1458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377   -4.5583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -4.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -4.5583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -3.3208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956   -4.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4101   -4.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6956   -5.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1278   -4.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -3.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0 
  5  7  2  0  0  0  0 
  3  4  1  0  0  0  0 
  2  8  1  0  0  0  0 
  8  9  1  0  0  0  0 
  4  5  1  0  0  0  0 
  8 10  1  1  0  0  0 
  1  3  1  0  0  0  0 
  5  6  1  0  0  0  0 
  9 11  1  0  0  0  0 
  9 12  2  0  0  0  0 
M  END
> <ID>
CHEBI:609827

> <NAME>
L-canavanine

> <DEFINITION>
A non-proteinogenic L-?-amino acid that is L-homoserine substituted at oxygen with a guanidino (carbamimidamido) group. Although structurally related to L-arginine, it is non-proteinogenic.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:3345; CHEBI:42902; CHEBI:616834

> <SYNONYM>
O-((Aminoiminomethyl)amino)-L-homoserine; L-Canavanine; L-CANAVANINE; Canavanine; 2-Amino-4-(guanidinooxy)butyric acid

> <IUPAC_NAME>
O-carbamimidamido-L-homoserine

> <FORMULA>
C5H12N4O3

> <MASS>
176.17380

> <MONOISOTOPIC_MASS>
176.09094

> <CHARGE>
0

> <SMILES>
N[C@@H](CCONC(N)=N)C(O)=O

> <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)/t3-/m0/s1

> <INCHIKEY>
FSBIGDSBMBYOPN-VKHMYHEASA-N

> <CAS_REGISTRY_NUMBER>
543-38-4

> <REAXYS_REGISTRY_NUMBER>
1726113

> <CHEMIDPLUS>
543-38-4

> <KEGG_COMPOUND_ACCESSION>
C00308

> <KNAPSACK_ACCESSION>
C00001347

> <METACYC_ACCESSION>
CANAVANINE

> <PDBECHEM_ACCESSION>
GGB

> <WIKIPEDIA_ACCESSION>
Canavanine

> <PUBMED_CITATION>
22279227; 23671680

$$$$