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Also known as: Faecula, Faecla, Acid potassium tartrate, Faccula, Faccla, Tartar

Molecular Formula

C₄H₅KO₆

Molecular Weight

188.18 g/mol

InChI Key

KYKNRZGSIGMXFH-ZVGUSBNCSA-M

FDA UNII

NPT6P8P3UU

Potassium bitartate, also referred to as potassium acid tartrate or cream of tartar, is the potassium acid salt of l-( + )-tartaric acid. It is obtained as a byproduct of wine manufacture during the fermentation process. Approved by the FDA as a direct food substance, potassium bitartrate is used as an additive, stabilizer, pH control agent, antimicrobial agent, processing aid, or thickener in various food products. Potassium bitartrate has a long history of medical use as a laxative administered as a rectal suppository and is an approved third-class OTC drug in Japan. Potassium bitartrate was one of active ingredients in Phexxi, a non-hormonal contraceptive agent that was approved by the FDA on May 2020.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

potassium;(2R,3R)-2,3,4-trihydroxy-4-oxobutanoate

2.1.2 InChI

InChI=1S/C4H6O6.K/c5-1(3(7)8)2(6)4(9)10;/h1-2,5-6H,(H,7,8)(H,9,10);/q;+1/p-1/t1-,2-;/m1./s1

2.1.3 InChI Key

KYKNRZGSIGMXFH-ZVGUSBNCSA-M

2.1.4 Canonical SMILES

C(C(C(=O)[O-])O)(C(=O)O)O.[K+]

2.1.5 Isomeric SMILES

[C@@H]([C@H](C(=O)[O-])O)(C(=O)O)O.[K+]

2.2 Other Identifiers

2.2.1 UNII

NPT6P8P3UU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (r*,r*)-(+-)-2,3-dihydroxybutanedioic Acid, Monoammonium Monosodium Salt

2. Aluminum Tartrate

3. Ammonium Tartrate

4. Calcium Tartrate

5. Calcium Tartrate Tetrahydrate

6. Mn(iii) Tartrate

7. Potassium Tartrate

8. Seignette Salt

9. Sodium Ammonium Tartrate

10. Sodium Potassium Tartrate

11. Sodium Tartrate

12. Stannous Tartrate

13. Tartaric Acid

14. Tartaric Acid, ((r*,r*)-(+-))-isomer

15. Tartaric Acid, (r*,s*)-isomer

16. Tartaric Acid, (r-(r*,r*))-isomer

17. Tartaric Acid, (s-(r*,r*))-isomer

18. Tartaric Acid, Ammonium Sodium Salt, (1:1:1) Salt, (r*,r*)-(+-)-isomer

19. Tartaric Acid, Calcium Salt, (r-r*,r*)-isomer

20. Tartaric Acid, Monoammonium Salt, (r-(r*,r*))-isomer

21. Tartrate

2.3.2 Depositor-Supplied Synonyms

1. Faecula

2. Faecla

3. Acid Potassium Tartrate

4. Faccula

5. Faccla

6. Tartar

7. Potassium L-bitartrate

8. Tartar Cream

9. Monopotassium Tartrate

10. Cream Of Tartar

11. Potassium Hydrogentartrate

12. Purified Cream Of Tartar

13. Npt6p8p3uu

14. Butanedioic Acid, 2,3-dihydroxy- (2r,3r)-, Monopotassium Salt

15. Potassium Tartrate

16. Ins No.336(i)

17. Ins-336(i)

18. Monopotassium Tartrate (336(i))

19. Cremor Tartari

20. E-336(i)

21. Butanedioic Acid 2,3-dihydroxy-, (r-(r*,r*))-, Monopotassium Salt

22. Potassium L-tartrate

23. Potassium (2r,3r)-3-carboxy-2,3-dihydroxypropanoate

24. Potassium Hydrogen Tartrate (jan)

25. Potassium Hydrogen Tartrate [jan]

26. Potassium Tartrate (khc4h4o6)

27. Tartaric Acid, Monopotassium Salt

28. Nsc-155080

29. Potassium Bitartrate [usan]

30. Potassium Hydrogen L-tartrate

31. Potassium L-tartrate Monobasic

32. Ccris 7329

33. Potassium Acid Salt Of L-(+)-tartaric Acid

34. Tartaric Acid Monopotassium Salt

35. Hsdb 1264

36. Potassium L-tartrate (kc4h5o6)

37. Einecs 212-769-1

38. L(+)-tartaric Acid Monopotassium Salt

39. Nsc 155080

40. Unii-npt6p8p3uu

41. Potassium Bitartrate (usp)

42. Schembl39256

43. L(+)-potassiumhydrogentartrate

44. Chembl2105248

45. Dtxsid6042313

46. Monopotassium 2,3-dihydroxybutanedioate, (r-(r*,r*))-

47. Chebi:32034

48. Potassium Hydrogen (+)-tartrate

49. Potassium Bitartrate [ii]

50. Potassium Bitartrate [mi]

51. Potassium Bitartrate [usan:usp]

52. Potassium Bitartrate [inci]

53. Potassium Bitartrate [vandf]

54. Butanedioic Acid, 2,3-dihydroxy-, (r-(r*,r*))-, Monopotassium Salt

55. Mfcd00065392

56. Potassium Bitartrate [usp-rs]

57. Potassium Bitartrate [who-dd]

58. Akos015915093

59. Butanedioic Acid, 2,3-dihydroxy- (theta-(theta,theta))-, Monopotassium Salt

60. Db11107

61. Potassium Acid Tartrate [mart.]

62. E336

63. Potassium Bitartrate [orange Book]

64. Potassium Bitartrate [usp Impurity]

65. Potassium Bitartrate [usp Monograph]

66. D01561

67. Ec 212-769-1

68. Potassium Hydrogen Tartrate [ep Impurity]

69. Potassium Hydrogen Tartrate [ep Monograph]

70. Butanedioic Acid, 2,3-dihydroxy- (2r,3r)-, Potassium Salt (1:1)

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₄H₅KO₆
Molecular Weight	188.18 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Exact Mass	187.97231936 g/mol
Monoisotopic Mass	187.97231936 g/mol
Topological Polar Surface Area	118 Å²
Heavy Atom Count	11
Formal Charge	0
Complexity	157
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Indication

Indicated for the treatment of constipation.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Potassium bitartrate potentiates bowel movements. In medical studies, it was shown to be an effective treatment for chronic constipationwhen combined with sodium bicarbonate in a polyethylene glycol-based suppository.

5.2 ATC Code

A - Alimentary tract and metabolism

A12 - Mineral supplements

A12B - Potassium

A12BA - Potassium

A12BA03 - Potassium hydrogentartrate

5.3 Absorption, Distribution and Excretion

Absorption

There is little systemic absorption expected following rectal administration of potassium bitartrate.

Route of Elimination