Ketcher 04201512142D 1   1.00000     0.00000     0

 28 30  0     0  0            999 V2000
   17.4683   -9.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4683  -10.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6022   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6022  -10.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7363   -9.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7363  -10.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2004   -9.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2004  -10.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3343   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3343  -10.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9325   -9.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9325  -10.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0664   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0664  -10.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3343   -7.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3343  -11.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7985   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7985   -7.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9325   -7.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6645   -7.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0664  -11.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6022  -11.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7985  -10.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7985  -11.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6646  -10.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5306  -10.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5305  -11.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3966  -10.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0     0  0
  4  2  2  0     0  0
  5  3  1  0     0  0
  6  4  1  0     0  0
  6  5  2  0     0  0
  9  7  1  0     0  0
 10  8  1  0     0  0
  1  9  1  0     0  0
  2 10  1  0     0  0
  2  1  1  0     0  0
 12 11  1  0     0  0
 13 11  2  0     0  0
 14 12  2  0     0  0
  7 13  1  0     0  0
  8 14  1  0     0  0
  8  7  2  0     0  0
  9 15  2  0     0  0
 10 16  2  0     0  0
 11 17  1  0     0  0
 19 18  2  0     0  0
 20 18  1  0     0  0
 17 18  1  0     0  0
 14 21  1  0     0  0
  4 22  1  0     0  0
 12 23  1  0     0  0
 23 24  2  0     0  0
 23 25  1  0     0  0
 25 26  1  0     0  0
 26 27  2  0     0  0
 26 28  1  0     0  0
M  END
> <ID>
CHEBI:31915

> <NAME>
nogalonic acid

> <DEFINITION>
A dihydroxyanthraquinone that is 1,8-dihydroxy-9,10-anthraquinone which is substituted a position 2 by a 3-oxobutanoyl group and at position 3 by a carboxymethyl group. An intermediate in the biosynthesis of nogalamycin.

> <STAR>
3

> <IUPAC_NAME>
[4,5-dihydroxy-9,10-dioxo-3-(3-oxobutanoyl)-9,10-dihydroanthracen-2-yl]acetic acid

> <FORMULA>
C20H14O8

> <MASS>
382.32040

> <MONOISOTOPIC_MASS>
382.06887

> <CHARGE>
0

> <SMILES>
CC(=O)CC(=O)c1c(O)c2C(=O)c3c(O)cccc3C(=O)c2cc1CC(O)=O

> <INCHI>
InChI=1S/C20H14O8/c1-8(21)5-13(23)15-9(7-14(24)25)6-11-17(19(15)27)20(28)16-10(18(11)26)3-2-4-12(16)22/h2-4,6,22,27H,5,7H2,1H3,(H,24,25)

> <INCHIKEY>
WTOVDVFGOSWBFR-UHFFFAOYSA-N

> <KEGG_COMPOUND_ACCESSION>
C12416

> <PUBMED_CITATION>
10658662; 20052967

$$$$