Ketcher 11131712362D 1   1.00000     0.00000     0

 24 26  0     0  0            999 V2000
    4.1914   -8.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900   -9.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0536   -9.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0515   -7.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9156   -8.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9143   -9.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7755   -9.5745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7784   -7.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264   -9.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484   -6.5838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7784   -6.5760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6381   -9.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6453   -8.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4374   -7.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4251   -9.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4185   -7.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4101   -9.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8488   -8.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8455   -8.5879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2172   -6.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9491   -5.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2655   -6.1825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9010   -6.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1993  -10.6848    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  8 11  2  0     0  0
  2  3  1  0     0  0
 12 13  2  0     0  0
  3  6  2  0     0  0
 13 14  1  0     0  0
  1  2  2  0     0  0
 12 15  1  0     0  0
  5  8  1  0     0  0
 14 16  1  0     0  0
  6  7  1  0     0  0
 15 17  2  0     0  0
  7 12  1  0     0  0
 16 18  1  0     0  0
 17 18  1  0     0  0
 13  8  1  0     0  0
 18 19  2  0     0  0
  5  4  2  0     0  0
 14 20  1  1     0  0
  2  9  1  0     0  0
 20 21  1  0     0  0
  4  1  1  0     0  0
 20 22  2  0     0  0
  4 10  1  0     0  0
 21 23  1  0     0  0
  5  6  1  0     0  0
 15 24  1  0     0  0
M  END
> <ID>
CHEBI:70291

> <NAME>
chloromonilicin

> <DEFINITION>
An organic heterotricyclic compound that is 5-chloro-10-hydroxy-8-methyl-1H-oxepino[4,3-b]chromene-3,11-dione which is substituted at positions 1, 5, 8, and 10 by methoxycarbonyl, chlorine, methyl, and hydroxy groups, respectively (the 1S enantiomer). Found in Monilia fructicola and in the mycoherbicide Alternaria sonchi.

> <STAR>
3

> <SYNONYM>
chloromonilicin, (+)-; (S)-chloromonilicin; (1S)-chloromonilicin; (+)-chloromonilicin

> <IUPAC_NAME>
methyl (1S)-5-chloro-10-hydroxy-8-methyl-3,11-dioxo-3,11-dihydro-1H-oxepino[4,3-b]chromene-1-carboxylate

> <FORMULA>
C16H11ClO7

> <MASS>
350.708

> <MONOISOTOPIC_MASS>
350.01933

> <CHARGE>
0

> <SMILES>
C1=C(C=C2OC3=C([C@H](OC(C=C3Cl)=O)C(OC)=O)C(=O)C2=C1O)C

> <INCHI>
InChI=1S/C16H11ClO7/c1-6-3-8(18)11-9(4-6)23-14-7(17)5-10(19)24-15(16(21)22-2)12(14)13(11)20/h3-5,15,18H,1-2H3/t15-/m0/s1

> <INCHIKEY>
XEADRORPHLTLNQ-HNNXBMFYSA-N

> <CAS_REGISTRY_NUMBER>
96287-38-6

> <CHEMIDPLUS>
96287-38-6

> <KNAPSACK_ACCESSION>
C00018634

> <PUBMED_CITATION>
21082806; 26174176; 3839228

$$$$