PQQ

PYRROLOQUINOLINE QUINONE

Created:	1999-07-08
Last modified:	2011-06-04

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44 entries where PQQ is found as a standalone ligand2 entries where PQQ is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	30
Chiral Atom Count	0
Bond Count	32
Aromatic Bond Count	12

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Chemical Component Summary
Name	PYRROLOQUINOLINE QUINONE
Systematic Name (OpenEye OEToolkits)	4,5-dioxo-1H-pyrrolo[5,4-f]quinoline-2,7,9-tricarboxylic acid
Formula	C₁₄ H₆ N₂ O₈
Molecular Weight	330.206
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)c1c3c(nc(C(=O)O)c1)C(=O)C(=O)c2cc(C(=O)O)nc23
SMILES	CACTVS	3.341	OC(=O)c1[nH]c2c(c1)C(=O)C(=O)c3nc(cc(C(O)=O)c23)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	c1c2c([nH]c1C(=O)O)-c3c(cc(nc3C(=O)C2=O)C(=O)O)C(=O)O
Canonical SMILES	CACTVS	3.341	OC(=O)c1[nH]c2c(c1)C(=O)C(=O)c3nc(cc(C(O)=O)c23)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1c2c([nH]c1C(=O)O)-c3c(cc(nc3C(=O)C2=O)C(=O)O)C(=O)O
InChI	InChI	1.03	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	InChI	1.03	MMXZSJMASHPLLR-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB03205
Name	Pyrroloquinoline Quinone
Groups	experimental
Description	A pyrrolo-quinoline having two adjacent keto-groups at the 4 and 5 positions and three acidic carboxyl groups. It is a coenzyme of some DEHYDROGENASES. [PubChem]
Synonyms	Pyrroloquinoline Quinone
Brand Names	Nmnpqq
Categories	Coenzymes Enzymes and Coenzymes Heterocyclic Compounds, Fused-Ring PQQ Cofactor Quinolines Quinolones
CAS number	72909-34-3

Drug Targets

Name	Target Sequence	Pharmacological Action
Quinohemoprotein ethanol dehydrogenase type-1	MERLIDNSHGWPGRMVWLLAACLGSAAAFAQTGPAAQAAAAVQRVDGDFI...	unknown
Quinoprotein glucose dehydrogenase B	MNKHLLAKIALLSAVQLVTLSAFADVPLTPSQFAKAKSENFDKKVILSNL...	unknown
Pyrroloquinoline-quinone synthase	MLITDTLSPQAFEEALRAKGAFYHIHHPYHIAMHNGDATRKQIQGWVANR...	unknown
Quinoprotein ethanol dehydrogenase	MTTRTSPAPAGLLRPSLHCLAFAVALGSAGAALAKDVTWEDIANDDKTTG...	unknown
Quinohemoprotein alcohol dehydrogenase ADH IIB	MKKPLRTSLLMLCLATPLAALAAGVDEAAIRATEQAGGEWLSHGRTYAEQ...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682