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CHEBI:18356 - pyrroloquinoline quinol

Default Structure
ChEBI IDCHEBI:18356
ChEBI Namepyrroloquinoline quinol
Stars
DefinitionA pyrroloquinoline having hydroxy groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions.
Secondary ChEBI IDsCHEBI:7882, CHEBI:15030, CHEBI:26526
Last Modified10 January 2019
DownloadsMolfile
FormulaC14H8N2O8
Net Charge0
Average Mass332.224
Monoisotopic Mass332.02807
SMILESO=C(O)c1cc(C(=O)O)c2c(n1)c(O)c(O)c1cc(C(=O)O)nc12
InChIInChI=1S/C14H8N2O8/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/h1-2,15,17-18H,(H,19,20)(H,21,22)(H,23,24)
InChIKeyQZMUBZJJJKIXKV-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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 quinol (CHEBI:18356) is a pyrroloquinoline cofactor (CHEBI:26461)
pyrroloquinoline quinol (CHEBI:18356) is a tricarboxylic acid (CHEBI:27093)
pyrroloquinoline quinol (CHEBI:18356) is conjugate acid of pyrroloquinoline quinol(3−) (CHEBI:58459)
pyrroloquinoline quinol (CHEBI:18356) is conjugate acid of pyrroloquinoline quinol(4−) (CHEBI:77660)
Incoming Relation(s)
pyrroloquinoline quinol(3−) (CHEBI:58459) is conjugate base of pyrroloquinoline quinol (CHEBI:18356)
pyrroloquinoline quinol(4−) (CHEBI:77660) is conjugate base of pyrroloquinoline quinol (CHEBI:18356)
IUPAC Name 
4,5-dihydroxy-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid
Synonyms  Source
2,7,9-tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-diolChemIDplus
PQQH2KEGG COMPOUND
pyrrolo-quinoline quinolChemIDplus
Reduced pyrroloquinoline-quinoneKEGG COMPOUND
Manual XrefsDatabases
C01359KEGG COMPOUND
Registry NumbersSources
Gmelin:108440Gmelin
Beilstein:3569830Beilstein
CAS:79127-57-4KEGG COMPOUND
CAS:79127-57-4ChemIDplus