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Also known as: Methoxatin, 72909-34-3, 4,5-dioxo-4,5-dihydro-1h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid, Coenzyme pqq, Pyrrolo-quinoline quinone, Methoxatine

Molecular Formula

C₁₄H₆N₂O₈

Molecular Weight

330.21 g/mol

InChI Key

MMXZSJMASHPLLR-UHFFFAOYSA-N

FDA UNII

47819QGH5L

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.

1 2D Structure

Pyrroloquinoline Quinone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 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)

2.1.3 InChI Key

MMXZSJMASHPLLR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

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

2.2 Other Identifiers

2.2.1 UNII

47819QGH5L

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2,7,9-tricarboxy-1h-pyrrolo-(2,3-f)quinoline-4,5-dione

2. 2,7,9-tricarboxypyrroloquinoline Quinone

3. 4,5-dihydro-4,5-dioxo-1-h-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic Acid

4. Coenzyme Pqq

5. Coenzyme, Pqq

6. Cofactor, Pqq

7. Methoxatin

8. Pqq Coenzyme

9. Pqq Cofactor

10. Pqq, Coenzyme

11. Pyrrolo Quinoline Quinone

12. Pyrrolo-quinoline Quinone

13. Quinone, Pyrrolo-quinoline

14. Quinone, Pyrroloquinoline

2.3.2 Depositor-Supplied Synonyms

1. Methoxatin

2. 72909-34-3

3. 4,5-dioxo-4,5-dihydro-1h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid

4. Coenzyme Pqq

5. Pyrrolo-quinoline Quinone

6. Methoxatine

7. Pyrroloquinoline-quinone

8. 4,5-dioxo-1h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid

9. Pqq

10. Pqq;methoxatin

11. Unii-47819qgh5l

12. Chebi:18315

13. 4,5-dioxo-1h,4h,5h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid

14. Pyrroloquinoline Quinone(pqq)

15. 47819qgh5l

16. Pyrroloquinolinedione Tricarboxylic Acid

17. 2,7,9-tricarboxy-1h-pyrrolo(2,3-f)quinoline-4,5-dione

18. Pqq Coenzyme

19. Pqq Cofactor

20. 1h-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic Acid, 4,5-dihydro-4,5-dioxo-

21. 4,5-dihydro-4,5-dioxo-1h-pyrrolo(2,3-f)quinoline-2,7,9-tricarboxylic Acid

22. 4,5-dihydro-4,5-dioxo-1h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid

23. Methoxantin

24. 2,7,9-tricarboxypyrroloquinoline Quinone

25. 1h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid, 4,5-dihydro-4,5-dioxo-

26. 2,4,6-tricarboxylic-pyrrolo[2,3-5,6]quinoline 8,9-quinone

27. Pyroquinoline Quinone

28. Pyrroloquinoline Dione

29. 4,5-dihydro-4,5-dioxo-1h-pyrrolo[2,3-5,6]quinoline-2,7,9-tricarboxylic Acid

30. Pyrroloquinoline Quinone/pqq

31. Schembl37975

32. Pyrroloquinoline Quinone (pqq)

33. Chembl1235421

34. Dtxsid3041162

35. Schembl21049248

36. Glxc-26180

37. Bcp06301

38. Zinc1532545

39. Bdbm50575553

40. Mfcd00043125

41. Akos015920260

42. Cs-w009276

43. Db03205

44. Gs-6613

45. Pyrroloquinoline Quinone [inci]

46. Pyrroloquinoline Dione Tricarboxylic Acid

47. Pyrroloquinoline Quinone [who-dd]

48. Pyrroloquinolinedione Tricarboxylate

49. Db-055694

50. Hy-100196

51. Ft-0617182

52. P2781

53. Pyrroloquinoline Quinone, >=95.0% (hplc)

54. Pyrroloquinoline Quinone, >=97.0% (hplc)

55. C00113

56. 909m343

57. Q414583

58. 2,7,9-tricarboxy-4,5-dihydro-4,5-dioxo-1h-pyrrolo(2,3-f)quinoline

59. 4,5-dioxo-4,5-dihydro-1h-pyrrolo-[2,3-f]quinoline-2,7,9-tricarboxylic Acid

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₆N₂O₈
Molecular Weight	330.21 g/mol
XLogP3	-0.1
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	3
Exact Mass	330.01241515 g/mol
Monoisotopic Mass	330.01241515 g/mol
Topological Polar Surface Area	175 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	647
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1