CHEBI:18356 - pyrroloquinoline quinol

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ChEBI Name pyrroloquinoline quinol
ChEBI ID CHEBI:18356
Definition A pyrroloquinoline having hydroxy groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15030, CHEBI:26526, CHEBI:7882
Supplier Information
Download Molfile XML SDF
Formula C14H8N2O8
Net Charge 0
Average Mass 332.22200
Monoisotopic Mass 332.028
InChI InChI=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)
InChIKey QZMUBZJJJKIXKV-UHFFFAOYSA-N
SMILES OC(=O)c1cc(C(O)=O)c2c(n1)c(O)c(O)c1cc([nH]c21)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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).
(via pyrroloquinoline cofactor )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
2,7,9-tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-diol ChemIDplus
PQQH2 KEGG COMPOUND
PQQH2 UniProt
pyrrolo-quinoline quinol ChemIDplus
Reduced pyrroloquinoline-quinone KEGG COMPOUND
Manual Xref Database
C01359 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
108440 Gmelin Registry Number Gmelin
3569830 Beilstein Registry Number Beilstein
79127-57-4 CAS Registry Number ChemIDplus
Last Modified
28 July 2014