Ketcher 09012309592D 1   1.00000     0.00000     0

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  2  1  1  6     0  0
  2  3  1  0     0  0
  3  4  1  0     0  0
  4  5  2  0     0  0
  5  6  1  0     0  0
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  9 10  2  0     0  0
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  3 14  1  1     0  0
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 23 19  2  0     0  0
 14 24  2  0     0  0
M  END
> <ID>
CHEBI:196949

> <NAME>
pre-pseudomonine

> <DEFINITION>
A hydroxamic acid resulting from the formal condensation of the carboxy group of (4S,5R)-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxylic acid with N-hydroxy-2-(1H-imidazol-4-yl)ethanamine. It is a biosynthetic intermediate in the synthesis of pseudomonine.

> <STAR>
3

> <SYNONYM>
pre-pseudomonine

> <IUPAC_NAME>
(4S,5R)-N-hydroxy-2-(2-hydroxyphenyl)-N-[2-(1H-imidazol-4-yl)ethyl]-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxamide

> <FORMULA>
C16H18N4O4

> <MASS>
330.344

> <MONOISOTOPIC_MASS>
330.13281

> <CHARGE>
0

> <SMILES>
C[C@H]1OC(=N[C@@H]1C(=O)N(O)CCC1=CNC=N1)C1=C(O)C=CC=C1

> <INCHI>
InChI=1S/C16H18N4O4/c1-10-14(16(22)20(23)7-6-11-8-17-9-18-11)19-15(24-10)12-4-2-3-5-13(12)21/h2-5,8-10,14,21,23H,6-7H2,1H3,(H,17,18)/t10-,14+/m1/s1

> <INCHIKEY>
VUWQVSPTFMKLPM-YGRLFVJLSA-N

> <METACYC_ACCESSION>
CPD-21000

> <PUBMED_CITATION>
18710233; 19320483; 33026607

$$$$