Ketcher 11182009202D 1   1.00000     0.00000     0

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    9.8135   -8.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 20  1  6     0  0
M  END
> <ID>
CHEBI:156429

> <NAME>
tabtoxin

> <DEFINITION>
A monobactam phytotoxic dipeptide produced by Pseudomonas syringae, that causes wildfire disease in tobacco.

> <STAR>
3

> <SYNONYM>
wildfire toxin; N-((2S)-2-amino-4-((3S)-3-hydroxy-2-oxo-3-azetidinyl)-1-oxobutyl)-L-threonine; (2S,3R)-2-({(2S)-2-amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoyl}amino)-3-hydroxybutanoic acid

> <IUPAC_NAME>
N-{(2S)-2-amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoyl}-L-threonine

> <FORMULA>
C11H19N3O6

> <MASS>
289.288

> <MONOISOTOPIC_MASS>
289.12739

> <CHARGE>
0

> <SMILES>
C[C@@H](O)[C@H](NC(=O)[C@@H](N)CC[C@]1(O)CNC1=O)C(O)=O

> <INCHI>
InChI=1S/C11H19N3O6/c1-5(15)7(9(17)18)14-8(16)6(12)2-3-11(20)4-13-10(11)19/h5-7,15,20H,2-4,12H2,1H3,(H,13,19)(H,14,16)(H,17,18)/t5-,6+,7+,11+/m1/s1

> <INCHIKEY>
BFSBNVPBVGFFCF-WDOVLDDZSA-N

> <CAS_REGISTRY_NUMBER>
40957-90-2

> <CHEMIDPLUS>
40957-90-2

> <WIKIPEDIA_ACCESSION>
Tabtoxin

> <AGRICOLA_CITATION>
IND92010329

> <PUBMED_CITATION>
10047897; 11264746; 11922760; 12425044; 12527305; 12871145; 1314808; 1515668; 1648077; 16506699; 16662206; 23770908; 2884208; 29307827; 4659254; 4923261; 7679566

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