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Leucovorin Calcium

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Also known as: Calcium leucovorin, Folidan, Rescuvolin, Calcii folinas, Leucovorin calcium preservative free, Lederfolat

Molecular Formula

C₂₀H₂₁CaN₇O₇

Molecular Weight

511.5 g/mol

InChI Key

KVUAALJSMIVURS-ZEDZUCNESA-L

FDA UNII

RPR1R4C0P4

The active metabolite of Folic acid, Pteroyl-D-glutamic acid is used principally as its calcium salt as an antidote to folic acid antagonists which block the conversion of folic acid to folinic acid. Folic acid, a water-soluble B-complex vitamin, is found in foods such as liver, kidneys, yeast, and leafy, green vegetables. Folic acid is used to diagnose folate deficiency and to treat topical sprue and megaloblastic and macrocytic anemias, hematologic complications resulting from a deficiency in folic acid. A member of the vitamin B family that stimulates the hematopoietic system. It is present in the liver and kidney and is found in mushrooms, spinach, yeast, green leaves, and grasses (poaceae). Folic acid is used in the treatment and prevention of folate deficiencies and megaloblastic anemia.

1 2D Structure

Leucovorin Calcium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

calcium (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioate

2.1.2 InChI

InChI=1S/C20H23N7O7.Ca/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30;/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32);/q;+2/p-2/t12?,13-;/m0./s1

2.1.3 InChI Key

KVUAALJSMIVURS-ZEDZUCNESA-L

2.2 Other Identifiers

2.2.1 UNII

RPR1R4C0P4

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Citrovorum Factor

2. Calcium Folinate

3. Calcium Leucovorin

2.3.2 Depositor-Supplied Synonyms

1. Calcium Leucovorin

2. Folidan

3. Rescuvolin

4. Calcii Folinas

5. Leucovorin Calcium Preservative Free

6. Lederfolat

7. Folinate Calcium

8. Anhydrous Calcium Folinate

9. Rpr1r4c0p4

10. Folaren

11. Nsc-3590

12. Leucovorin Calcium [usp]

13. Calcium N-(p-((((6rs)-2-amino-5-formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl)amino)benzoyl)-l-glutamate (1:1)

14. Lederfolin

15. Rescufolin

16. Folacal

17. Foliben

18. Leucosar

19. Tonofolin

20. Calc Folinate

21. Leucovorin Calcium (usp)

22. Citrovorum Factor

23. Nsc3590

24. Calcifolin

25. Adinepar

26. Calfolex

27. Calinat

28. Cehafolin

29. Citofolin

30. Dalisol

31. Disintox

32. Divical

33. Folaxin

34. Folidar

35. Folinac

36. Folinoral

37. Folinvit

38. Foliplus

39. Citrec

40. Ecofol

41. Emovis

42. Folix

43. Uzel

44. Flynoken A

45. Foli-cell

46. Factor, Citrovorum

47. Cromatonbic Folinico

48. Refchem:55463

49. 5-formyl Tetrahydrofolate

50. 216-082-8

51. 846-741-0

52. N-(4-(((2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amnio)benzoyl)-l-glutamic Acid, Calcium Salt (1:1)

53. N-(p-(((2-amino-5-formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl)amino)benzoyl)glutamic Acid

54. Folinic Acid Calcium Salt Pentahydrate

55. Folinic Acid Calcium Salt

56. Wellcovorin

57. Folinate-sf Calcium

58. Calcium Citrovorum Factor

59. Calcium Folinate [inn]

60. Folinic Acid-sf, Calcium Salt

61. Folinic Acid (calcium)

62. (+)-l-folinic Acid, Calcium Salt

63. Calciumfolinate

64. Leucovorin Calcium Salt

65. L-glutamic Acid, N-[4-[[(2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-, Calcium Salt (1:1)

66. Lederfoline

67. 80433-71-2

68. Calcium (4-(((2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzoyl)-l-glutamate

69. L-glutamic Acid, N-(4-(((2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, Calcium Salt (1:1)

70. Calcium L-folinate

71. Calcii Folinas [inn-latin]

72. Calcium;(2s)-2-[[4-[(2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioate

73. Folinic Acid Calcium Salt Hydrate

74. Calcium 5-formyltetrahydrofolate

75. Folinato Calcico [inn-spanish]

76. Folinate De Calcium [inn-french]

77. Nsc 3590

78. Einecs 216-082-8

79. Unii-rpr1r4c0p4

80. 5-formyl-5,6,7,8-tetrahydrofolic Acid Calcium Salt Hydrate

81. Prestwick_224

82. Calcium Folinate Rs

83. Calcium Folinate Crs

84. Schembl18573

85. Spectrum1500364

86. Calcium Folinate [jan]

87. Orb1310893

88. Calcium Folinate [vandf]

89. Chembl1201138

90. Schembl29360881

91. Chebi:31340

92. Hms500l04

93. Calcium Folinate [mart.]

94. Dtxsid20872448

95. Calcium Folinate [who-dd]

96. Folfox Component Leucovorin Calcium

97. Glxc-06576

98. Hms1570c18

99. Hms1920j05

100. Hms2091p21

101. Hms2097c18

102. Hms3714c18

103. Leucovorin Calcium [vandf]

104. Folinic Acid (calcium) (standard)

105. Leucovorin Calcium [usp-rs]

106. Ccg-38930

107. Ebc-15053

108. Hy-13664r

109. Akos015894859

110. Akos032949578

111. Calcium Folinate [ep Impurity]

112. Ac-7456

113. Ccg-269782

114. Cs-1363

115. Fc61510

116. Leucovorin Calcium [orange Book]

117. Calcium Folinate (leucovorin Calcium) Rs

118. As-13746

119. Folinate Calcium 100 Microg/ml In Water

120. Glutamic Acid, N-(p-(((2-amino-5-formyl-5,6,7,8-tetrahydro-3-hydroxy-6-pteridinyl)methyl)amino)benzoyl)-, Calcium Salt (1:1), L-

121. Hy-13664

122. Leucovorin Calcium [usp Monograph]

123. Folinic Acid (as Calcium Folinate)

124. C2235

125. Ns00127423

126. En300-6735051

127. 5-formyl-5,6,7,8-tetrahydrofolic Acid Calcium Salt

128. Q27077063

129. Z2683233771

130. Calcium (2s)-2-[(4-{[(2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioate

2.4 Create Date

2019-01-15

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₁CaN₇O₇
Molecular Weight	511.5 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	7
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	221
Heavy Atom Count	35
Formal Charge	0
Complexity	900
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antidotes

Agents counteracting or neutralizing the action of POISONS.

Vitamin B Complex

A group of water-soluble vitamins, some of which are COENZYMES.

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Folic Acid [CS]; Folate Analog [EPC]

4.3 ATC Code

A12AA20

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (2021) DOI:10.1021/acsenvironau.1c00008. List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

4.4 Metabolism/Metabolites

Hepatic and intestinal mucosal, the main metabolite being the active 5-methyltetrahydrofolate. Leucovorin is readily converted to another reduced folate, 5,10-methylenetetrahydrofolate, which acts to stabilize the binding of fluorodeoxyridylic acid to thymidylate synthase and thereby enhances the inhibition of this enzyme. Half Life: 6.2 hours

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