Ketcher 08151811232D 1   1.00000     0.00000     0

 20 20  0     0  0            999 V2000
   -2.5000   -2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0000    1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000   -0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000   -0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0000   -1.7321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -0.8660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -0.8660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.7321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5000   -2.5981    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  1     0  0
  2  3  2  0     0  0
  2  4  1  0     0  0
  3  5  1  0     0  0
  4  9  2  0     0  0
  5 10  2  0     0  0
  6  7  1  0     0  0
  6 11  1  0     0  0
  7 20  1  0     0  0
  8 12  1  0     0  0
  8 14  1  0     0  0
  9 10  1  0     0  0
  9 13  1  0     0  0
 10 15  1  0     0  0
 11 16  1  0     0  0
 11 17  1  6     0  0
 12 15  1  0     0  0
 12 18  2  0     0  0
 13 16  1  0     0  0
 13 19  2  0     0  0
M  END
> <ID>
CHEBI:141359

> <NAME>
fusarithioamide A

> <DEFINITION>
A member of the class of benzamides that is 2-aminobenzoic acid in which the hydrogen atom of the carboxy group has been substituted by a [(1S)-1-hydroxy-3-mercaptopropyl]nitrilo group and in which one of the the hydrogens of the amino group has been substituted by a (2R)-2-aminopropanoyl group. It is a metabolite isolated from the endophytic fungus, Fusarium chlamydosporium.

> <STAR>
3

> <IUPAC_NAME>
2-(D-alanylamino)-N-[(1S)-1-hydroxy-3-sulfanylpropyl]benzamide; 2-(D-alanylamino)-N-[(1S)-1-hydroxy-3-mercaptopropyl]benzamide

> <FORMULA>
C13H19N3O3S

> <MASS>
297.375

> <MONOISOTOPIC_MASS>
297.11471

> <CHARGE>
0

> <SMILES>
C[C@H](C(NC1=CC=CC=C1C(N[C@H](CCS)O)=O)=O)N

> <INCHI>
InChI=1S/C13H19N3O3S/c1-8(14)12(18)15-10-5-3-2-4-9(10)13(19)16-11(17)6-7-20/h2-5,8,11,17,20H,6-7,14H2,1H3,(H,15,18)(H,16,19)/t8-,11+/m1/s1

> <INCHIKEY>
DQGIXJCPVVNGMY-KCJUWKMLSA-N

> <REAXYS_REGISTRY_NUMBER>
30208318

> <PUBMED_CITATION>
27634222; 29317147

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