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Chemistry

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Also known as: Cytidine 5'-diphosphocholine, Cdp-choline, 987-78-0, Citicholine, Cytidine diphosphate choline, Citidoline

Molecular Formula

C₁₄H₂₆N₄O₁₁P₂

Molecular Weight

488.32 g/mol

InChI Key

RZZPDXZPRHQOCG-OJAKKHQRSA-N

Donor of choline in biosynthesis of choline-containing phosphoglycerides.

1 2D Structure

Suncholin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 2-(trimethylazaniumyl)ethyl phosphate

2.1.2 InChI

InChI=1S/C14H26N4O11P2/c1-18(2,3)6-7-26-30(22,23)29-31(24,25)27-8-9-11(19)12(20)13(28-9)17-5-4-10(15)16-14(17)21/h4-5,9,11-13,19-20H,6-8H2,1-3H3,(H3-,15,16,21,22,23,24,25)/t9-,11-,12-,13-/m1/s1

2.1.3 InChI Key

RZZPDXZPRHQOCG-OJAKKHQRSA-N

2.1.4 Canonical SMILES

C[N+](C)(C)CCOP(=O)([O-])OP(=O)(O)OCC1C(C(C(O1)N2C=CC(=NC2=O)N)O)O

2.1.5 Isomeric SMILES

C[N+](C)(C)CCOP(=O)([O-])OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=CC(=NC2=O)N)O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 5'-diphosphocholine, Cytidine

2. Cdp Choline

3. Choline, Cdp

4. Choline, Cytidine Diphosphate

5. Cidifos

6. Citicholine

7. Cyticholine

8. Cytidine 5' Diphosphocholine

9. Cytidine 5'-diphosphocholine

10. Cytidine Diphosphate Choline

11. Diphosphate Choline, Cytidine

2.2.2 Depositor-Supplied Synonyms

1. Cytidine 5'-diphosphocholine

2. Cdp-choline

3. 987-78-0

4. Citicholine

5. Cytidine Diphosphate Choline

6. Citidoline

7. Cytidoline

8. Difosfocin

9. Cyscholin

10. Citicolinum

11. Citicolina

12. Cdp-colina

13. Cyticholine

14. Cytidine 5'-diphosphoric Choline

15. Haocolin

16. Nicholin

17. Niticolin

18. Recofnan

19. Recognan

20. Somazina

21. Suncholin

22. Colite

23. Ensign

24. Cytidindiphosphocholin

25. Cytidine 5'-(choline Diphosphate)

26. Cytidine 5'-(cholinyl Pyrophosphate)

27. Cytidine Diphosphocholine

28. Cytidine Diphosphorylcholine

29. Choline Cytidine Diphosphate

30. Cytidine Choline Diphosphate

31. Citidin Difosfato De Colina

32. Emicholin

33. Meibis

34. Choline 5'-cytidine Diphosphate

35. Cdp-cholin

36. Cereb

37. Cytidine 5'-diphosphate Choline

38. Cytidine Diphosphate Choline Ester

39. Cytidinediphosphoric Choline

40. [2-cytidylate-o'-phosphonyloxyl]-ethyl-trimethyl-ammonium

41. Cytidine 5'-(trihydrogen Diphosphate), P'-(2-(trimethylammonio)ethyl) Ester, Inner Salt

42. Ip 302

43. Ip-302

44. Choline Cytidine 5'-pyrophosphate Ester

45. Choline, Ester With Cytidine 5'-pyrophosphate

46. Cdp-cholin [german]

47. Cdp-colina [spanish]

48. Startonyl

49. Ubelin

50. Citicoline [inn:jan]

51. Citicolinum [inn-latin]

52. Citicolina [inn-spanish]

53. 536bq2jvc7

54. Chebi:16436

55. 2-(((((((2r,3s,4r,5r)-5-(4-amino-2-oxopyrimidin-1(2h)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)oxidophosphoryl)oxy)-n,n,n-trimethylethanaminium

56. Cytidindiphosphocholin [german]

57. Cytidine Diphosphate Cholin Ester

58. Einecs 213-580-7

59. Citidin Difosfato De Colina [spanish]

60. Cytidine 5-diphosphocholine

61. Nsc 122002

62. Brn 4170138

63. Unii-536bq2jvc7

64. Cytidine, 5'-pyrophosphate, Ester With Choline

65. Cytidine 5'-(trihydrogen Diphosphate), P'-[2-(trimethylammonio)ethyl] Ester, Inner Salt

66. Nicholin (tn)

67. Citicoline (jp17/inn)

68. Cytidine Diphosphate-choline

69. Cdp-choline (neutral Charge)

70. Schembl221081

71. Dtxsid9048431

72. Mfcd00868097

73. Akos025312525

74. Ccg-269597

75. Db04290

76. Db12153

77. Choline, Hydroxide, 5'-ester With Cytidine 5'-(trihydrogen Pyrophosphate), Inner Salt

78. Cytidine 5'-(trihydrogen Diphosphate), Mono(2-(trimethylammonio)ethyl) Ester, Hydroxide, Inner Salt

79. C00307

80. D00057

81. D81851

82. A847982

83. W-100063

84. Q28529682

85. 5'-o-[(s)-hydroxy({[2-(trimethylammonio)ethoxy]phosphinato}oxy)phosphoryl]cytidine

86. 5'-o-[hydroxy({[2-(trimethylammonio)ethoxy]phosphinato}oxy)phosphoryl]cytidine

87. Cytidine 5'-(trihydrogen Diphosphate), P'-[2-(trimethylammonio)ethyl]ester, Inner Salt

88. {2-[({[(2r,3s,4r,5r)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl Phosphonato)oxy]ethyl}trimethylazanium

2.3 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₂₆N₄O₁₁P₂
Molecular Weight	488.32 g/mol
XLogP3	-4
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	10
Exact Mass	488.10733165 g/mol
Monoisotopic Mass	488.10733165 g/mol
Topological Polar Surface Area	214 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	821
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Nootropic Agents

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms. (See all compounds classified as Nootropic Agents.)

4.2 ATC Code

N - Nervous system

N06 - Psychoanaleptics

N06B - Psychostimulants, agents used for adhd and nootropics

N06BX - Other psychostimulants and nootropics

N06BX06 - Citicoline

FDF Dossiers