1-Stearoyl-sn-glycero-3-phosphocholine

Synopsis, Chemistry

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Also known as: 19420-57-6, 1-stearoyl-sn-glycero-3-phosphocholine, 1-stearoyl-lysophosphatidylcholine, 18:0 lyso pc, Lpc(18:0/0:0), 1-octadecanoyllysolecithin

Molecular Formula

C₂₆H₅₄NO₇P

Molecular Weight

523.7 g/mol

InChI Key

IHNKQIMGVNPMTC-RUZDIDTESA-N

FDA UNII

2GZO7EJ6ZE

PC(18:0/0:0) is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

1-Stearoyl-sn-glycero-3-phosphocholine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2R)-2-hydroxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate

2.1.2 InChI

InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1

2.1.3 InChI Key

IHNKQIMGVNPMTC-RUZDIDTESA-N

2.1.4 Canonical SMILES

CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O

2.1.5 Isomeric SMILES

CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O

2.2 Other Identifiers

2.2.1 UNII

2GZO7EJ6ZE

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-octadecyl-glycero-3-phosphocholine

2. 1-stearoyl-2-hydroxy-sn-glycero-3-phosphocholine

3. 1-stearoyl-sn-glycero-3-phosphorylcholine

4. Stearoyl Alpha-lysolecithin

5. Stearoyl Alpha-lysolecithin, (+-)-isomer

6. Stearoyl Alpha-lysolecithin, (r)-isomer

7. Stearoyl L-alpha-lysolecithin

8. Stearoyllysophosphatidylcholine

2.3.2 Depositor-Supplied Synonyms

1. 19420-57-6

2. 1-stearoyl-sn-glycero-3-phosphocholine

3. 1-stearoyl-lysophosphatidylcholine

4. 18:0 Lyso Pc

5. Lpc(18:0/0:0)

6. 1-octadecanoyllysolecithin

7. 1-stearoyl-sn-glycero-3-phosphorylcholine

8. 18:0 Lyso-pc

9. Chebi:73858

10. Pc(18:0/0:0)

11. 1-stearoyl-glycero-3-phosphocholine

12. [(2r)-2-hydroxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl Phosphate

13. 3,5,9-trioxa-4-phosphaheptacosan-1-aminium,4,7-dihydroxy-n,n,n-trimethyl-10-oxo-, Inner Salt, 4-oxide, (7r)-

14. 1-o-stearoyl-sn-glycero-3-phosphocholine

15. 1-stearoyl-sn-glycerol-3-phosphorylcholine

16. (r)-2-hydroxy-3-(stearoyloxy)propyl (2-(trimethylammonio)ethyl) Phosphate

17. 1-octadecanoyl-sn-glycerol-3-phosphorylcholine

18. 1-stearoyl-2-hydroxy-sn-glycero-3-phosphocholine

19. Lpc 18:0

20. 1-stearoylglycerophosphocholine

21. Stearoyl Lyso-phosphocholine ,1-stearoyl-2-hydroxy-sn-glycero-3-phosphocholine

22. Stearin, 1-mono-, 3-(dihydrogen Phosphate), Monoester With Choline Hydroxide, Inner Salt, L-

23. Stearoyl Lyso-phosphocholine

24. Lysophosphatidylcholine (18:0)

25. S-lysopc

26. Lspc

27. Lysopc A C18:0

28. 2gzo7ej6ze

29. 1-18:0-lysopc

30. Stearoyl L-alpha-lysolecithin

31. Lysopc 18:0/0:0

32. Gtpl5651

33. Chembl3093101

34. Lpc P-18:0

35. Schembl19065066

36. Gpcho 18:0/0:0

37. Gpcho(18:0/0:0)

38. Dtxsid101284177

39. 1-18:0-2-lysophosphatidylcholine

40. 1-stearoyl-sn-3-phosphatidylcholine

41. Lmgp01050026

42. Mfcd00050427

43. Lysophosphatidylcholine (18:0/0:0)

44. Lysophosphatidylcholine C18:0

45. 1-stearoylglycerophosphocholine(18:0)

46. 1-stearoylglycerophosphocholine (18:0)

47. Lyso-1-stearoyl-sn-3-phosphatidylcholine

48. As-74921

49. Lpc 18:0/0:0

50. Cs-0099291

51. T3808

52. Pc 18:0/0:0

53. 1-stearoyl-2-lyso-sn-glycero-3-phosphocholine

54. L-alpha-lysophosphatidylcholine, Stearoy

55. T72010

56. 1-stearoyl-2-hydroxy-sn-glycero-3-phosphatidylcholine

57. Q27071327

58. (r)-2-hydroxy-3-(stearoyloxy)propyl(2-(trimethylammonio)ethyl)phosphate

59. 18:0 Lyso Pc, 1-stearoyl-2-hydroxy-sn-glycero-3-phosphocholine, Powder

60. (2-{[(2r)-2-hydroxy-3-(octadecanoyloxy)propyl Phosphonato]oxy}ethyl)trimethylazanium

61. [(2r)-2-hydroxy-3-octadecanoyloxypropyl] 2-trimethylazaniumylethyl Phosphate

62. 2-[hydroxy-[(2r)-2-hydroxy-3-octadecanoyloxy-propoxy]phosphoryl]oxyethyl-trimethyl-ammonium

63. 3,5,9-trioxa-4-phosphaheptacosan-1-aminium, 4,7-dihydroxy-n,n,n-trimethyl-10-oxo-, Inner Salt, 4-oxide, (7r)-

2.4 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₅₄NO₇P
Molecular Weight	523.7 g/mol
XLogP3	6.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	26
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	105
Heavy Atom Count	35
Formal Charge	0
Complexity	546
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