CHEBI:18315 - pyrroloquinoline quinone

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ChEBI Name pyrroloquinoline quinone
ChEBI ID CHEBI:18315
Definition A pyrroloquinoline having oxo 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:45251, CHEBI:49082, CHEBI:7881, CHEBI:14986, CHEBI:26460
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Formula C14H6N2O8
Net Charge 0
Average Mass 330.20612
Monoisotopic Mass 330.012
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
SMILES OC(=O)c1cc(C(O)=O)c-2c(n1)C(=O)C(=O)c1cc([nH]c-21)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): water-soluble vitamin

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 quinone (CHEBI:18315) has role water-soluble vitamin (CHEBI:27314)
pyrroloquinoline quinone (CHEBI:18315) is a orthoquinones (CHEBI:25622)
pyrroloquinoline quinone (CHEBI:18315) is a pyrroloquinoline cofactor (CHEBI:26461)
pyrroloquinoline quinone (CHEBI:18315) is a tricarboxylic acid (CHEBI:27093)
pyrroloquinoline quinone (CHEBI:18315) is conjugate acid of pyrroloquinoline quinone(3−) (CHEBI:58442)
Incoming pyrroloquinoline quinone(3−) (CHEBI:58442) is conjugate base of pyrroloquinoline quinone (CHEBI:18315)
IUPAC Name
4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid
Synonyms Sources
2,4,6-tricarboxylic-pyrrolo[2,3-5,6]quinoline 8,9-quinone RESID
2,7,9-tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-dione ChemIDplus
4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-5,6]quinoline-2,7,9-tricarboxylic acid RESID
4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate KEGG COMPOUND
coenzyme PQQ ChemIDplus
Methoxatin KEGG COMPOUND
methoxatin ChemIDplus
PQQ KEGG COMPOUND
PQQ UniProt
Pyrrolo-quinoline quinone KEGG COMPOUND
Pyrroloquinoline quinone KEGG COMPOUND
PYRROLOQUINOLINE QUINONE PDBeChem
Pyrroloquinoline-quinone KEGG COMPOUND
Database Links Databases
AA0283 RESID
C00113 KEGG COMPOUND
DB03205 DrugBank
MOL000073 COMe
PQQ PDBeChem
View more database links
Registry Numbers Types Sources
3596812 Beilstein Registry Number Beilstein
56633 Gmelin Registry Number Gmelin
72909-34-3 CAS Registry Number ChemIDplus
Last Modified
06 June 2016