1.0 2020-03-10 17:00:51 UTC 2020-04-22 18:55:55 UTC BMDB0096079 BMDB96079 Pyrroloquinoline quinone 2,4,6-Tricarboxylic-pyrrolo[2,3-5,6]quinoline 8,9-quinone 2,7,9-Tricarboxy-1H-pyrrolo(2,3-F)quinoline-4,5-dione 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-5,6]quinoline-2,7,9-tricarboxylic acid 4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-F]quinoline-2,7,9-tricarboxylate Coenzyme PQQ Methoxatin PQQ Pyrrolo-quinoline quinone Pyrroloquinoline-quinone 4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-5,6]quinoline-2,7,9-tricarboxylate 4,5-Dioxo-4,5-dihydro-1H-pyrrolo[2,3-F]quinoline-2,7,9-tricarboxylic acid 2,7,9-Tricarboxy-1H-pyrrolo-(2,3-F)quinoline-4,5-dione 2,7,9-Tricarboxypyrroloquinoline quinone 4,5-Dihydro-4,5-dioxo-1-H-pyrrolo(2,3-F)quinoline-2,7,9-tricarboxylic acid Coenzyme, PQQ Cofactor, PQQ PQQ Coenzyme PQQ Cofactor PQQ, Coenzyme Pyrrolo quinoline quinone Quinone, pyrrolo-quinoline Quinone, pyrroloquinoline C14H6N2O8 330.206 330.012415178 4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid pyrroloquinoline quinone 72909-34-3 OC(=O)C1=CC2=C(N1)C1=C(N=C(C=C1C(O)=O)C(O)=O)C(=O)C2=O 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) MMXZSJMASHPLLR-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrroloquinoline quinones. Pyrroloquinoline quinones are compounds with a structure based on the 2,7,-tricarboxy-1H-pyrrolo[2,3-f ]quinoline-4,5-dione. Pyrroloquinoline Quinones usually bear a carboxylic acid group at the C-2, C-7 and C-9 positions. Organic compounds Organoheterocyclic compounds Quinolines and derivatives Pyrroloquinolines Pyrroloquinoline quinones Aryl ketones Azacyclic compounds Carboxylic acids Heteroaromatic compounds Hydrocarbon derivatives Indoles and derivatives O-quinones Organic oxides Organonitrogen compounds Organopnictogen compounds Pyridinecarboxylic acids Pyrrole 2-carboxylic acids Quinoline carboxylic acids Substituted pyrroles Tricarboxylic acids and derivatives Vinylogous amides Aromatic heteropolycyclic compound Aryl ketone Azacycle Carboxylic acid Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Indole or derivatives Ketone O-quinone Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyridine Pyridine carboxylic acid Pyridine carboxylic acid or derivatives Pyrrole Pyrrole-2-carboxylic acid Pyrrole-2-carboxylic acid or derivatives Pyrroloquinoline quinone Quinoline-2-carboxylic acid Quinoline-4-carboxylic acid Quinone Substituted pyrrole Tricarboxylic acid or derivatives Vinylogous amide Aromatic heteropolycyclic compounds Prosthetic group [Fig] pyrroloquinoline cofactor quinone tricarboxylic acid logp 0.46 ALOGPS logs -3.53 ALOGPS logp 0.37 ChemAxon pka_strongest_acidic 0.68 ChemAxon pka_strongest_basic 4.46 ChemAxon iupac 4,5-dioxo-1H,4H,5H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid ChemAxon average_mass 330.206 ChemAxon mono_mass 330.012415178 ChemAxon smiles OC(=O)C1=CC2=C(N1)C1=C(N=C(C=C1C(O)=O)C(O)=O)C(=O)C2=O ChemAxon formula C14H6N2O8 ChemAxon 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) ChemAxon inchikey MMXZSJMASHPLLR-UHFFFAOYSA-N ChemAxon polar_surface_area 174.72 ChemAxon refractivity 74.53 ChemAxon polarizability 28.91 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 9 ChemAxon donor_count 4 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 17671 Specdb::CMs 40144 Specdb::CMs 165584 Specdb::MsMs 28970 Specdb::MsMs 28971 Specdb::MsMs 28972 Specdb::MsMs 35528 Specdb::MsMs 35529 Specdb::MsMs 35530 Specdb::MsMs 2448428 Specdb::MsMs 2448429 Specdb::MsMs 2448430 Specdb::MsMs 2486517 Specdb::MsMs 2486518 Specdb::MsMs 2486519 Specdb::NmrOneD 320271 Specdb::NmrOneD 320272 Specdb::NmrOneD 320273 Specdb::NmrOneD 320274 Specdb::NmrOneD 320275 Specdb::NmrOneD 320276 Specdb::NmrOneD 320277 Specdb::NmrOneD 320278 Specdb::NmrOneD 320279 Specdb::NmrOneD 320280 Specdb::NmrOneD 320281 Specdb::NmrOneD 320282 Specdb::NmrOneD 320283 Specdb::NmrOneD 320284 Specdb::NmrOneD 320285 Specdb::NmrOneD 320286 Specdb::NmrOneD 320287 Specdb::NmrOneD 320288 Specdb::NmrOneD 320289 Specdb::NmrOneD 320290 C00113 DB03205 FDB012848 997 1024 C00053736 18315 Pyrroloquinoline_quinone