Pyrroloquinoline quinone

Pyrroloquinoline quinone
Names
	Systematic IUPAC name 4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid
Identifiers
CAS Number	72909-34-3 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	3596812
ChEBI	CHEBI:18315 ;
ChEMBL	ChEMBL1235421;
ChemSpider	997 ;
DrugBank	DB03205;
EC Number	839-691-6;
Gmelin Reference	56633
KEGG	C00113 ;
MeSH	PQQ+Cofactor
PubChem CID	1024;
UNII	47819QGH5L ;
CompTox Dashboard (EPA)	DTXSID3041162 ;
	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) Key: MMXZSJMASHPLLR-UHFFFAOYSA-N ; InChI=1/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) Key: MMXZSJMASHPLLR-UHFFFAOYAP;
	SMILES c1c2c([nH]c1C(=O)O)-c3c(cc(nc3C(=O)C2=O)C(=O)O)C(=O)O;
Properties
Chemical formula	C14H6N2O8
Molar mass	330.208 g·mol−1
Density	1.963 g/cm3
Hazards
Flash point	569.8 °C (1,057.6 °F; 842.9 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pyrroloquinoline quinone (PQQ), also called methoxatin, is a redox cofactor and antioxidant.^[1]

Quinoprotein glucose dehydrogenase is used as a glucose sensor in bacteria. PQQ stimulates growth in bacteria.^[2]

^ Wen H, He Y, Zhang K, Yang X, Hao D, Jiang Y, He B. Mini-review: Functions and Action Mechanisms of PQQ in Osteoporosis and Neuro Injury. Curr Stem Cell Res Ther. 2020;15(1):32-36. doi:10.2174/1574888X14666181210165539 PMID 30526470
^ Ameyama M, Matsushita K, Shinagawa E, Hayashi M, Adachi O (1988). "Pyrroloquinoline quinone: excretion by methylotrophs and growth stimulation for microorganisms". BioFactors. 1 (1): 51–3. PMID 2855583.