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Compound Summary

Pyrroloquinoline quinone

Compound Information

pyrroloquinoline quinone

Compound Name:	pyrroloquinoline quinone
Compound CID:	1024
Synonyms:	pyrroloquinoline quinone methoxatin 72909-34-3 4,5-dioxo-4,5-dihydro-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid Coenzyme pqq More...
Iupac Name:	4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid
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)
InChIKey:	MMXZSJMASHPLLR-UHFFFAOYSA-N
Canonical Smiles:	C1=C(C2=C(C(=O)C(=O)C3=C2NC(=C3)C(=O)O)N=C1C(=O)O)C(=O)O
Isomeric Smiles:	C1=C(C2=C(C(=O)C(=O)C3=C2NC(=C3)C(=O)O)N=C1C(=O)O)C(=O)O
Molecular Weight:	330.21
Molecular Formula:	C14H6N2O8

Compound Structure

2D Structure:

3D Structure:

Computed Properties

pyrroloquinoline quinone

Molecular Weight:	330.21
Molecular Formula:	C14H6N2O8
Hydrogen Bond Donor Count:	4
Hydrogen Bond Acceptor Count:	9
Rotatable Bond Count:	3
Heavy Atom Count:	24
Complexity:	647

Synonyms

pyrroloquinoline quinone

pyrroloquinoline quinone	pyrroloquinoline quinone
pyrroloquinoline quinone	methoxatin
72909-34-3	4,5-dioxo-4,5-dihydro-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid
Coenzyme pqq	Pyrrolo-quinoline quinone
UNII-47819QGH5L	Pyrroloquinoline-quinone
PQQ;Methoxatin	4,5-dioxo-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid
PQQ	4,5-dioxo-1H,4H,5H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid
CHEBI:18315	47819QGH5L
pyrroloquinolinedione tricarboxylic acid	2,7,9-Tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-dione
Pqq coenzyme	Pqq cofactor
4,5-Dihydro-4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid	4,5-Dihydro-4,5-dioxo-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid
1H-Pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-	4,5-Dioxo-4,5-dihydro-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylate
Methoxantin	Methoxatine
2,7,9-Tricarboxypyrroloquinoline quinone	1H-Pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-
2,4,6-tricarboxylic-pyrrolo2,3-5,6quinoline 8,9-quinone	Pyrroloquinoline dione
4,5-dihydro-4,5-dioxo-1H-pyrrolo2,3-5,6quinoline-2,7,9-tricarboxylic acid	Pyrroloquinoline quinone/PQQ
SCHEMBL37975	Pyrroloquinoline quinone(PQQ)
Pyrroloquinoline Quinone (PQQ)	CHEMBL1235421
DTXSID3041162	SCHEMBL21049248
BCP06301	ZINC1532545
MFCD00043125	AKOS015920260
CS-W009276	DB03205
GS-6613	QC-4272
VA11282	Pyrroloquinoline dione tricarboxylic acid
AB0026456	DB-055694
HY-100196	FT-0617182
Pyrroloquinoline quinone, >=95.0% (HPLC)	Pyrroloquinoline quinone, >=97.0% (HPLC)
W8127	C00113
909M343	Q414583
4,5-Dioxo-4,5-dihydro-1H-pyrrolo-2,3-fquinoline-2,7,9-tricarboxylic acid

Experimental Data

pyrroloquinoline quinone

Species	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Significant	Strain	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	0.250000000000000	mM	14.500000000000000	15.830000000000000	9.170000000000000	S	N2	34647561	Active
Caenorhabditis elegans	1.000000000000000	mM	14.500000000000000	19.300000000000000	33.100000000000000	S	N2	34647561	Active
Caenorhabditis elegans	2.000000000000000	mM	14.500000000000000	16.780000000000000	15.720000000000000	S	N2	34647561	Active
Caenorhabditis elegans	4.000000000000000	mM	14.500000000000000	16.480000000000000	13.660000000000000	S	N2	34647561	Active
Caenorhabditis elegans	0.500000000000000	mM	14.500000000000000	18.310000000000000	26.280000000000000	S	N2	34647561	Active
Caenorhabditis elegans	1.000000000000000	mM	19.270000000000000	21.170000000000000	0.100000000000000	NS	N2	27090484	Inactive
Caenorhabditis elegans	2.000000000000000	mM	19.270000000000000	21.190000000000000	0.100000000000000	S	N2	27090484	Active
Caenorhabditis elegans	4.000000000000000	mM	19.270000000000000	17.680000000000000	-0.080000000000000	S	N2	27090484	Inactive
Caenorhabditis elegans	0.500000000000000	mM	18.550000000000000	23.480000000000000	0.270000000000000	S	N2	27090484	Active
Caenorhabditis elegans	5.000000000000000	mM	15.000000000000000	17.700000000000000	18.000000000000000	S	N2	28676501	Active
Caenorhabditis elegans	0.100000000000000	mM	11.400000000000000	11.900000000000000	4.000000000000000	NS	N2	28676501	Inactive
Caenorhabditis elegans	0.500000000000000	mM	19.270000000000000	22.150000000000000	0.150000000000000	S	N2	27090484	Active
Caenorhabditis elegans	5.000000000000000	mM	12.800000000000000	16.800000000000000	31.000000000000000	S	N2	28676501	Active
Caenorhabditis elegans	0.250000000000000	mM	18.550000000000000	22.140000000000000	0.190000000000000	S	N2	27090484	Active
Caenorhabditis elegans	2.000000000000000	mM	19.580000000000000	20.960000000000000	0.070000000000000	S	N2	27090484	Active
Caenorhabditis elegans	0.250000000000000	mM	19.270000000000000	19.150000000000000	-0.010000000000000	NS	N2	27090484	Inactive
Caenorhabditis elegans	20.000000000000000	mM	15.000000000000000	14.200000000000000	-5.000000000000000	NS	N2	28676501	Inactive
Caenorhabditis elegans	5.000000000000000	mM	11.400000000000000	16.100000000000000	44.000000000000000	S	N2	28676501	Active
Caenorhabditis elegans	0.500000000000000	mM	19.580000000000000	22.430000000000000	0.150000000000000	S	N2	27090484	Active
Caenorhabditis elegans	5.000000000000000	mM	12.400000000000000	19.500000000000000	57.000000000000000	S	N2	28676501	Active
Caenorhabditis elegans	15.000000000000000	mM	15.000000000000000	16.500000000000000	10.000000000000000	NS	N2	28676501	Inactive
Caenorhabditis elegans	3.000000000000000	mM	12.800000000000000	15.300000000000000	20.000000000000000	S	N2	28676501	Active
Caenorhabditis elegans	4.000000000000000	mM	18.550000000000000	19.580000000000000	0.060000000000000	NS	N2	27090484	Inactive
Caenorhabditis elegans	10.000000000000000	mM	15.000000000000000	16.100000000000000	8.000000000000000	NS	N2	28676501	Inactive
Caenorhabditis elegans	1.000000000000000	mM	18.550000000000000	23.910000000000000	0.290000000000000	S	N2	27090484	Active
Caenorhabditis elegans	1.000000000000000	mM			33.100000000000000	S	N2	34647561	Active
Caenorhabditis elegans	1.000000000000000	mM	19.580000000000000	21.040000000000000	0.070000000000000	S	N2	27090484	Active
Caenorhabditis elegans	4.000000000000000	mM	19.580000000000000	17.160000000000000	-0.120000000000000	S	N2	27090484	Inactive
Caenorhabditis elegans	0.250000000000000	mM	19.580000000000000	20.530000000000000	0.050000000000000	NS	N2	27090484	Inactive
Caenorhabditis elegans	2.000000000000000	mM	18.550000000000000	22.680000000000000	0.220000000000000	S	N2	27090484	Active
Caenorhabditis elegans	10.000000000000000	mM	12.800000000000000	16.000000000000000	25.000000000000000	S	N2	28676501	Active
Caenorhabditis elegans	1.000000000000000	mM	12.800000000000000	14.100000000000000	10.000000000000000	S	N2	28676501	Active

Experimental Data Visualization

pyrroloquinoline quinone

Statistics Data

pyrroloquinoline quinone

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	57.000000000000000		3	32

Statistics Data Visualization

pyrroloquinoline quinone

Compound Name:

pyrroloquinoline quinone

Compound CID:

1024

Synonyms:

pyrroloquinoline quinone methoxatin 72909-34-3 4,5-dioxo-4,5-dihydro-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid Coenzyme pqq More...

Iupac Name:

4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid

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)

InChIKey:

MMXZSJMASHPLLR-UHFFFAOYSA-N

Canonical Smiles:

C1=C(C2=C(C(=O)C(=O)C3=C2NC(=C3)C(=O)O)N=C1C(=O)O)C(=O)O

Isomeric Smiles:

C1=C(C2=C(C(=O)C(=O)C3=C2NC(=C3)C(=O)O)N=C1C(=O)O)C(=O)O

Molecular Weight:

330.21

Molecular Formula:

C14H6N2O8

Molecular Weight:

330.21

Molecular Formula:

C14H6N2O8

Hydrogen Bond Donor Count:

4

Hydrogen Bond Acceptor Count:

9

Rotatable Bond Count:

3

Heavy Atom Count:

24

Complexity:

647

pyrroloquinoline quinone

methoxatin

72909-34-3

4,5-dioxo-4,5-dihydro-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid

Coenzyme pqq

Pyrrolo-quinoline quinone

UNII-47819QGH5L

Pyrroloquinoline-quinone

PQQ;Methoxatin

4,5-dioxo-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid

PQQ

4,5-dioxo-1H,4H,5H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid

CHEBI:18315

47819QGH5L

pyrroloquinolinedione tricarboxylic acid

2,7,9-Tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-dione

Pqq coenzyme

Pqq cofactor

4,5-Dihydro-4,5-dioxo-1H-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid

4,5-Dihydro-4,5-dioxo-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid

1H-Pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-

4,5-Dioxo-4,5-dihydro-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylate

Methoxantin

Methoxatine

2,7,9-Tricarboxypyrroloquinoline quinone

1H-Pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid, 4,5-dihydro-4,5-dioxo-

2,4,6-tricarboxylic-pyrrolo2,3-5,6quinoline 8,9-quinone

Pyrroloquinoline dione

4,5-dihydro-4,5-dioxo-1H-pyrrolo2,3-5,6quinoline-2,7,9-tricarboxylic acid

Pyrroloquinoline quinone/PQQ

SCHEMBL37975

Pyrroloquinoline quinone(PQQ)

Pyrroloquinoline Quinone (PQQ)

CHEMBL1235421

DTXSID3041162

SCHEMBL21049248

BCP06301

ZINC1532545

MFCD00043125

AKOS015920260

CS-W009276

DB03205

GS-6613

QC-4272

VA11282

Pyrroloquinoline dione tricarboxylic acid

pyrroloquinoline quinone

methoxatin

72909-34-3

4,5-dioxo-4,5-dihydro-1H-pyrrolo2,3-fquinoline-2,7,9-tricarboxylic acid

Coenzyme pqq

More...