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CHEBI:18315 - pyrroloquinoline quinone

ChEBI IDCHEBI:18315
ChEBI Namepyrroloquinoline quinone
Stars
DefinitionA pyrroloquinoline having oxo groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions.
Secondary ChEBI IDsCHEBI:7881, CHEBI:14986, CHEBI:26460, CHEBI:45251, CHEBI:49082
Last Modified4 August 2021
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC14H6N2O8
Net Charge0
Average Mass330.208
Monoisotopic Mass330.01242
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)
InChIKeyMMXZSJMASHPLLR-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
water-soluble vitamin (role)  Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
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).
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).
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
pyrroloquinoline quinone (CHEBI:18315) has role anti-inflammatory agent (CHEBI:67079)
pyrroloquinoline quinone (CHEBI:18315) has role antioxidant (CHEBI:22586)
pyrroloquinoline quinone (CHEBI:18315) has role cofactor (CHEBI:23357)
pyrroloquinoline quinone (CHEBI:18315) has role water-soluble vitamin (role) (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 Relation(s)
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  Source
PQQKEGG COMPOUND
Pyrrolo-quinoline quinoneKEGG COMPOUND
Pyrroloquinoline-quinoneKEGG COMPOUND
Pyrroloquinoline quinoneKEGG COMPOUND
PYRROLOQUINOLINE QUINONEPDBeChem
methoxatinChemIDplus
Manual XrefsDatabases
C00113KEGG COMPOUND
PQQPDBeChem
AA0283RESID
DB03205DrugBank
Pyrroloquinoline_quinoneWikipedia
997ChemSpider
FDB012848FooDB
C00053736KNApSAcK
HMDB0013636HMDB
Registry NumbersSources
Gmelin:56633Gmelin
Beilstein:3596812Beilstein
CAS:72909-34-3KEGG COMPOUND
CAS:72909-34-3ChemIDplus
Citations