Ketcher 11011612242D 1   1.00000     0.00000     0

 16 17  0     0  0            999 V2000
   -1.7223    2.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8514    2.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8514    1.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223    0.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933    1.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5933    2.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    0.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0800    1.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    2.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0196    2.6275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223    3.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5956    3.5160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861   -0.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0196    0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8907    1.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7616    0.6160    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
  5  7  1  0     0  0
  7  8  1  0     0  0
  8  9  1  0     0  0
  9  6  1  0     0  0
  2 10  1  0     0  0
  1 11  2  0     0  0
  9 12  2  0     0  0
  7 13  1  1     0  0
  3 14  1  0     0  0
 14 15  2  0     0  0
 15 16  1  0     0  0
M  END
> <ID>
CHEBI:133779

> <NAME>
pyranonigrin A

> <DEFINITION>
A member of the class of pyranopyrroles that is 2-[(1E)-prop-1-en-1-yl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione carrying two additional hydroxy substituents at positions 3 and 7. Originally isolated from Aspergillus niger.

> <STAR>
3

> <IUPAC_NAME>
(7R)-3,7-dihydroxy-2-[(1E)-prop-1-en-1-yl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione

> <FORMULA>
C10H9NO5

> <MASS>
223.183

> <MONOISOTOPIC_MASS>
223.04807

> <CHARGE>
0

> <SMILES>
C1(C(=C(OC2=C1C(N[C@@H]2O)=O)/C=C/C)O)=O

> <INCHI>
InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-8(16-4)10(15)11-9(5)14/h2-3,10,12,15H,1H3,(H,11,14)/b3-2+/t10-/m1/s1

> <INCHIKEY>
OALBJWDVDNROSF-VMZHVLLKSA-N

> <CAS_REGISTRY_NUMBER>
773855-65-5

> <REAXYS_REGISTRY_NUMBER>
11195526

> <KNAPSACK_ACCESSION>
C00040123

> <PUBMED_CITATION>
17604395; 17928714; 24084681

$$$$