Compound: pyrroloquinoline quinone
SMILES: O=C1c2nc(C(=O)O)cc(c2-c3[nH]c(cc3C1=O)C(=O)O)C(=O)O
InChIKey: MMXZSJMASHPLLR-UHFFFAOYSA-N
Synonyms: pyrroloquinoline quinone, 72909-34-3, methoxatin, Coenzyme pqq, Pyrrolo-quinoline quinone, Pqq coenzyme, Pqq cofactor, 4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, 4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, 2,7,9-Tricarboxypyrroloquinoline quinone, DTXSID3041162, CHEBI:18315, 47819QGH5L, pyrroloquinolinedione tricarboxylic acid, 2,7,9-Tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-dione, 1H-Pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-, Coenzyme, PQQ, Cofactor, PQQ, PQQ, Coenzyme, Quinone, Pyrroloquinoline, Pyrrolo Quinoline Quinone, Quinone, Pyrrolo-Quinoline, 2,4,6-tricarboxylic-pyrrolo(2,3-5,6)quinoline 8,9-quinone, 2,4,6-tricarboxylic-pyrrolo[2,3-5,6]quinoline 8,9-quinone, 4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, 4,5-dioxo-1H,4H,5H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, 1H-Pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-, 4,5-dihydro-4,5-dioxo-1H-pyrrolo(2,3-5,6)quinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-5,6]quinoline-2,7,9-tricarboxylic acid, RefChem:871130, 4,5-Dihydro-4,5-dioxo-1-H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, DTXCID1021162, 2,7,9-Tricarboxy-1H-Pyrrolo-(2,3-f)Quinoline-4,5-Dione, 4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, Methoxatine, PQQ, Pyrroloquinoline-quinone, PQQ;Methoxatin, MFCD00043125, C14H6N2O8, 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, 4,5-Dihydro-4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, UNII-47819QGH5L, Methoxantin, Pyroquinoline Quinone, Pyrroloquinoline dione, Pyrroloquinolinequinone(PQQ), SCHEMBL37975, orb1301578, orb3025137, Pyrroloquinoline Quinone (PQQ), CHEMBL1235421, SCHEMBL21049248, SCHEMBL29350225, GLXC-26180, BDBM50575553, MSK158015, AKOS015920260, CS-W009276, DB03205, EBC-616001, FD21985, GS-6613, MSK158015-100W, Pyrroloquinoline dione tricarboxylic acid, MSK158015-1000W, PYRROLOQUINOLINE QUINONE [WHO-DD], PYRROLOQUINOLINEDIONE TRICARBOXYLATE, SY025685, DB-055694, HY-100196, NS00068569, P2781, Pyrroloquinoline quinone, >=95.0% (HPLC), C00113, F079870, Q414583, Pyrroloquinoline quinone Solution in Water, 1000ug/mL, Pyrroloquinoline quinone Solution in Water, 100ug/mL, 4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylicacid, 2,7,9-TRICARBOXY-4,5-DIHYDRO-4,5-DIOXO-1H-PYRROLO(2,3-F)QUINOLINE, 4,5-Dioxo-4,5-dihydro-1H-pyrrolo-[2,3-f]quinoline-2,7,9-tricarboxylic acid
Theoretical properties:
molecular_formula: C14H6N2O8
molecular_weight: 330.21 g/mol
exact_mass: 330.01241515 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 3
heavy_atom_count: 24
topological_polar_surface_area: 175 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Pyrroloquinoline quinone is a pyrroloquinoline having oxo groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions. It has a role as an antioxidant, a cofactor, a water-soluble vitamin (role) and an anti-inflammatory agent. It is a member of orthoquinones, a pyrroloquinoline cofactor and a tricarboxylic acid. It is a conjugate acid of a pyrroloquinoline quinone(3-).
chebi: A pyrroloquinoline having oxo groups at the 4- and 5-positions and carboxy groups at the 2-, 7- and 9-positions.
chembl: PYRROLOQUINOLINE QUINONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Pyrroloquinoline quinone (PQQ), also called methoxatin, is a redox cofactor and antioxidant.
Quinoprotein glucose dehydrogenase is used as a glucose sensor in bacteria. PQQ stimulates growth in bacteria.