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Dimyristoyllecithin

Dimyristoyllecithin

Synopsis, 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

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 Formula	C₃₆H₇₂NO₈P
Molecular Weight	677.9 g/mol
XLogP3	11.3
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	36
Exact Mass	677.49955525 g/mol
Monoisotopic Mass	677.49955525 g/mol
Topological Polar Surface Area	111 Å²
Heavy Atom Count	46
Formal Charge	0
Complexity	765
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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

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.)