Ketcher 11011616072D 1   1.00000     0.00000     0

 23 24  0     0  0            999 V2000
   13.8002   -4.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6698   -5.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6698   -6.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8002   -6.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.9308   -5.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6519   -4.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1539   -5.7540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4820   -6.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1525   -5.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0601   -3.9673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8002   -3.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0613   -4.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0613   -6.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1917   -6.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3221   -6.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4527   -6.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5831   -6.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5832   -7.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4528   -8.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3222   -7.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1918   -8.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6703   -7.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  2  3  2  0     0  0
  3  4  1  0     0  0
  4  5  1  0     0  0
  5  6  2  0     0  0
  6  1  1  0     0  0
  2  7  1  0     0  0
  7  8  1  0     0  0
  8  9  1  0     0  0
  9  3  1  0     0  0
  8 10  1  0     0  0
  7 11  2  0     0  0
  1 12  2  0     0  0
  6 13  1  0     0  0
  5 14  1  0     0  0
 14 15  2  0     0  0
 15 16  1  0     0  0
 16 17  2  0     0  0
 17 18  1  0     0  0
 18 19  1  0     0  0
 19 20  1  0     0  0
 20 21  1  0     0  0
 21 22  1  0     0  0
  9 23  2  0     0  0
M  END
> <ID>
CHEBI:133787

> <NAME>
pyranonigrin E

> <DEFINITION>
A member of the class of pyranopyrroles with formula C18H21NO4, originally isolated from Aspergillus niger.

> <STAR>
3

> <IUPAC_NAME>
3-hydroxy-6-methyl-7-methylidene-2-[(1E,3E)-nona-1,3-dien-1-yl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione

> <FORMULA>
C18H21NO4

> <MASS>
315.364

> <MONOISOTOPIC_MASS>
315.14706

> <CHARGE>
0

> <SMILES>
C1(C2=C(OC(=C1O)/C=C/C=C/CCCCC)C(N(C2=O)C)=C)=O

> <INCHI>
InChI=1S/C18H21NO4/c1-4-5-6-7-8-9-10-11-13-15(20)16(21)14-17(23-13)12(2)19(3)18(14)22/h8-11,20H,2,4-7H2,1,3H3/b9-8+,11-10+

> <INCHIKEY>
ITJJIMKGOLMIJY-BNFZFUHLSA-N

> <REAXYS_REGISTRY_NUMBER>
27553302

> <PUBMED_CITATION>
24084681; 24106156

$$$$