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Chemistry

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Also known as: 18194-24-6, 1,2-ditetradecanoyl-sn-glycero-3-phosphocholine, Dmpc, Dimyristoyl phosphatidylcholine, Dimyristoyl lecithin, Dimyristoylphosphatidylcholine
Molecular Formula
C36H72NO8P
Molecular Weight
677.9  g/mol
InChI Key
CITHEXJVPOWHKC-UUWRZZSWSA-N
FDA UNII
52QK2NZ2T0

Dimyristoyllecithin
A synthetic phospholipid used in liposomes and lipid bilayers for the study of biological membranes.
1 2D Structure

Dimyristoyllecithin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2R)-2,3-di(tetradecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
2.1.2 InChI
InChI=1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3/t34-/m1/s1
2.1.3 InChI Key
CITHEXJVPOWHKC-UUWRZZSWSA-N
2.1.4 Canonical SMILES
CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
2.1.5 Isomeric SMILES
CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
2.2 Other Identifiers
2.2.1 UNII
52QK2NZ2T0
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1,2 Dimyristoyl Glycero 3 Phosphorylcholine

2. 1,2 Ditetradecanoyl Glycero 3 Phosphocholine

3. 1,2 Ditetradecyl Glycero 3 Phosphocholine

4. 1,2-dimyristoyl-glycero-3-phosphorylcholine

5. 1,2-ditetradecanoyl-glycero-3-phosphocholine

6. 1,2-ditetradecyl-glycero-3-phosphocholine

7. Dimyristoyllecithin

8. Dimyristoylphosphatidylcholine

9. Dmcp

10. Dmpc

2.3.2 Depositor-Supplied Synonyms

1. 18194-24-6

2. 1,2-ditetradecanoyl-sn-glycero-3-phosphocholine

3. Dmpc

4. Dimyristoyl Phosphatidylcholine

5. Dimyristoyl Lecithin

6. Dimyristoylphosphatidylcholine

7. (r)-2,3-bis(tetradecanoyloxy)propyl (2-(trimethylammonio)ethyl) Phosphate

8. 1,2-dimyristoylphosphatidylcholine

9. Pc(14:0/14:0)

10. 1,2-dimyristoyl-l-3-phosphatidylcholine

11. Chebi:45240

12. Phosphatidylcholine(28:0)

13. 52qk2nz2t0

14. 1,2-di-o-myristoyl-sn-glycero-3-phosphocholine

15. Phosphatidylcholine(14:0/14:0)

16. [(2r)-2,3-di(tetradecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl Phosphate

17. (r)-(7-myristoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphatricosyl)trimethylammonium 4-oxide

18. Pc 28:0

19. Pc(28:0)

20. 1,2-bis(myristoyl)-sn-glycerophosphocholine

21. Beta,gamma-dimyristoyl L-alpha-phosphatidylcholine

22. Choline, Phosphate, Ester With L-1,2-dimyristin

23. 1,2-di-o-tetradecanoyl-sn-glycero-3-phosphocholine

24. (2r)-2,3-bis(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl Phosphate

25. Unii-52qk2nz2t0

26. Dimyristoyl

27. (r)-2,3-bis(tetradecanoyloxy)propyl [2-(trimethylammonio)ethyl] Phosphate

28. L-

29. A,

30. A-dimyristoyl-

31. A-lecithin

32. Einecs 242-085-9

33. Mfcd00036901

34. Dmpc, L-

35. Dmpc, R-

36. 1,2-dimyristoyl-gpc

37. Epitope Id:156814

38. Schembl37475

39. 1,2-dimyristoyl-3-lecithin

40. Gpcho(28:0)

41. Chembl451503

42. L-a-phosphatidylcholinedimyristoyl

43. Dtxsid00860227

44. Bcp11746

45. Ex-a5411

46. Gpcho(14:0/14:0)

47. Gpc(28:0)

48. Lmgp01010477

49. 1,2-dimyristoyl-l-phosphatidylcholine

50. Akos027328056

51. 14:0 Pc

52. Gs-6403

53. Choline, Hydroxide, Dihydrogen Phosphate, Inner Salt, Ester With 1,2-dimyristin, L-

54. Dimyristoylphosphatidylcholine, L-

55. Dimyristoylphosphatidylcholine, R-

56. Dimyristoyl Lecithin [orange Book]

57. Dimyristoyl Phosphatidylcholine, L-

58. Gpc(14:0/14:0)

59. Hy-109541

60. Cs-0031281

61. D3924

62. 1,2-dimyristoyl-sn-glycero-3-phosphorylcholine

63. H10469

64. 1,2-dimyristoyl-phosphatidylcholine, R-

65. 1,2-dimyristoyl-sn-glycero-3-phosphatidylcholine

66. Dimyristoyl Phosphatidylcholine, R-isomer

67. A852493

68. 1,2-dimyristoyl-sn-glycero-3-phosphocholine, >=99%

69. Q27120592

70. 1,2-dimyristoyl-sn-glycero-3-phosphocholine [ii]

71. 1,2-dimyristoyl-sn-glycero-3-phosphocholine, Synthetic, ~99%

72. (r)-2,3-bis(tetradecanoyloxy)propyl(2-(trimethylammonio)ethyl)phosphate

73. 14:0 Pc (dmpc), 1,2-dimyristoyl-sn-glycero-3-phosphocholine, Powder

74. Dimyristoyl Phosphatidylcholine,1, 2-dimyristoyl-sn-glycero-3-phosphocholine

75. (2-{[(2r)-2,3-bis(tetradecanoyloxy)propyl Phosphono]oxy}ethyl)trimethylazanium

76. 3,5,9-trioxa-4-phosphatricosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-((1-oxotetradecyl)oxy)-, Inner Salt, 4-oxide, (7r)-

77. 3,5,9-trioxa-4-phosphatricosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-[(1-oxotetradecyl)oxy]-, Inner Salt, 4-oxide, (r)-

78. Dimyristoyl Phosphatidylcholine;(r)-2,3-bis(tetradecanoyloxy)propyl (2-(trimethylammonio)ethyl) Phosphate

2.4 Create Date
2006-02-27
3 Chemical and Physical Properties
Molecular Weight 677.9 g/mol
Molecular Formula C36H72NO8P
XLogP311.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count36
Exact Mass677.49955525 g/mol
Monoisotopic Mass677.49955525 g/mol
Topological Polar Surface Area111 Ų
Heavy Atom Count46
Formal Charge0
Complexity765
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Indicators and Reagents

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)


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