Marvin  04230814152D          

 24 26  0  0  0  0            999 V2000
   20.0543   -3.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4832   -3.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4832   -4.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1976   -2.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9121   -3.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5252   -2.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3692   -2.0941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7687   -4.5510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0543   -4.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7687   -2.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1897   -2.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3398   -5.3760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3398   -4.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6253   -4.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1976   -4.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1976   -5.3760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9121   -4.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6266   -4.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1897   -0.5789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6022   -1.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4272   -1.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4832   -1.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7687   -2.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0542   -1.6635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  2  0  0  0  0
 10  2  1  0  0  0  0
  1  9  1  0  0  0  0
  9  8  2  0  0  0  0
  8  3  1  0  0  0  0
  4  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3 15  1  0  0  0  0
 15 17  1  0  0  0  0
 17  5  1  0  0  0  0
  7  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  6  2  0  0  0  0
  9 13  1  0  0  0  0
 10 23  1  0  0  0  0
 11 20  1  0  0  0  0
 13 12  2  0  0  0  0
 13 14  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  2  0  0  0  0
 20 19  2  0  0  0  0
 20 21  1  0  0  0  0
 23 22  2  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <ID>
CHEBI:18315

> <NAME>
pyrroloquinoline quinone

> <DEFINITION>
A pyrroloquinoline having oxo groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:45251; CHEBI:49082; CHEBI:7881; CHEBI:14986; CHEBI:26460

> <SYNONYM>
Pyrroloquinoline-quinone; PYRROLOQUINOLINE QUINONE; Pyrroloquinoline quinone; Pyrrolo-quinoline quinone; PQQ; methoxatin; Methoxatin; coenzyme PQQ; 4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate; 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-5,6]quinoline-2,7,9-tricarboxylic acid; 2,7,9-tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-dione; 2,4,6-tricarboxylic-pyrrolo[2,3-5,6]quinoline 8,9-quinone

> <IUPAC_NAME>
4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid

> <FORMULA>
C14H6N2O8

> <MASS>
330.20612

> <MONOISOTOPIC_MASS>
330.01242

> <CHARGE>
0

> <SMILES>
OC(=O)c1cc(C(O)=O)c-2c(n1)C(=O)C(=O)c1cc([nH]c-21)C(O)=O

> <INCHI>
InChI=1S/C14H6N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15H,(H,19,20)(H,21,22)(H,23,24)

> <INCHIKEY>
MMXZSJMASHPLLR-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
3596812

> <CAS_REGISTRY_NUMBER>
72909-34-3

> <GMELIN_REGISTRY_NUMBER>
56633

> <CHEMIDPLUS>
72909-34-3

> <DRUGBANK_ACCESSION>
DB03205

> <KEGG_COMPOUND_ACCESSION>
C00113

> <KNAPSACK_ACCESSION>
C00053736

> <PDBECHEM_ACCESSION>
PQQ

> <WIKIPEDIA_ACCESSION>
Pyrroloquinoline_quinone

> <PUBMED_CITATION>
32695625; 34140030; 34227919

$$$$