EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:58442 - pyrroloquinoline quinone(3−)

Default Structure
ChEBI IDCHEBI:58442
ChEBI Namepyrroloquinoline quinone(3−)
Stars
ASCII Namepyrroloquinoline quinone(3-)
DefinitionTrianionic form of pyrroloquinoline quinone arising from deprotonation of the three carboxy groups.
Last Modified26 July 2019
DownloadsMolfile
FormulaC14H3N2O8
Net Charge-3
Average Mass327.184
Monoisotopic Mass326.99059
SMILESO=C([O-])c1cc(C(=O)[O-])c2c(n1)C(=O)C(=O)c1cc(C(=O)[O-])nc1-2
InChIInChI=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)/p-3
InChIKeyMMXZSJMASHPLLR-UHFFFAOYSA-K
Roles Classification
Biological Role:
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
ChEBI Ontology
Outgoing Relation(s)
pyrroloquinoline quinone(3−) (CHEBI:58442) has role cofactor (CHEBI:23357)
pyrroloquinoline quinone(3−) (CHEBI:58442) is a tricarboxylic acid trianion (CHEBI:27092)
pyrroloquinoline quinone(3−) (CHEBI:58442) is conjugate base of pyrroloquinoline quinone (CHEBI:18315)
Incoming Relation(s)
pyrroloquinoline quinone (CHEBI:18315) is conjugate acid of pyrroloquinoline quinone(3−) (CHEBI:58442)
IUPAC Name 
4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate
Synonym  Source
pyrroloquinoline quinone trianionChEBI
UniProt Name  Source
pyrroloquinoline quinoneUniProt
Registry NumbersSources
Gmelin:342621Gmelin