1-Palmitoyl-sn-glycero-3-phosphocholine

Synopsis, Chemistry

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Also known as: 17364-16-8, 1-hexadecanoyl-sn-glycero-3-phosphocholine, Lpc(16:0/0:0), Lysopc(16:0), Lpc(16:0), Pc(16:0/0:0)

Molecular Formula

C₂₄H₅₀NO₇P

Molecular Weight

495.6 g/mol

InChI Key

ASWBNKHCZGQVJV-HSZRJFAPSA-N

FDA UNII

JD6PYE3XUX

PC(16:0/0:0) is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

1-Palmitoyl-sn-glycero-3-phosphocholine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2R)-3-hexadecanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate

2.1.2 InChI

InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1

2.1.3 InChI Key

ASWBNKHCZGQVJV-HSZRJFAPSA-N

2.1.4 Canonical SMILES

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

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

JD6PYE3XUX

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-o-hexadecylpropanediol 3-phosphorylcholine

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

3. 1-palmitoyl-sn-glycerol-3-phosphorylcholine

4. 1-palmitoylglycerol-3-phosphorylcholine

5. 1-palmitoyllysophosphatidylcholine

6. Hydroxide Inner Salt(+-)-isomer Of We 201

7. Hydroxide Inner Salt(r)-isomer Of We 201

8. Hydroxide Inner Salt(s)-isomer Of We 201

9. Lyso-pc

10. Palmitoyl Lysophosphatidylcholine

11. We 201

12. We-201

13. 1-palmitoyl-2-lysophosphatidylcholine

14. 1-pam-2-lysoptdcho

2.3.2 Depositor-Supplied Synonyms

1. 17364-16-8

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

3. Lpc(16:0/0:0)

4. Lysopc(16:0)

5. Lpc(16:0)

6. Pc(16:0/0:0)

7. 1-palmitoyl-phosphatidylcholine

8. 16:0 Lyso-pc

9. [(2r)-3-hexadecanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl Phosphate

10. 1-16:0-lysopc

11. Lypc(16:0)

12. Lysopc(16:0/0:0)

13. Chebi:72998

14. Lysophosphatidylcholine(16:0/0:0)

15. Lypc(16:0/0:0)

16. Lysophosphatidylcholine(16:0)

17. Gpcho 16:0/0:0

18. 3,5,9-trioxa-4-phosphapentacosan-1-aminium, 4,7-dihydroxy-n,n,n-trimethyl-10-oxo-, Inner Salt, 4-oxide

19. Gpcho(16:0/0:0)

20. Lpc 16:0

21. 1-palmitoyl-gpc

22. Lyso-pc

23. P-lysopc

24. 1-palmitoyl-2-lysophosphatidylcholine

25. 97281-38-4

26. Jd6pye3xux

27. Lysopc A C16:0

28. 1-hexadecanoyl-sn-glycerol-3-phosphorylcholine

29. Lyso-pc(16:0)

30. Lysopc 16:0/0:0

31. 1-palmitoyl-gpc (16:0)

32. 1-16:0-lysophosphatidylcholine

33. Chembl3093100

34. Schembl11131776

35. Dtxsid30914020

36. Hms3648g17

37. 1-16:0-2-lysophosphatidylcholine

38. 1-palmitoyl-glycero-3-phosphocholine

39. Gpc(16:0)

40. Lmgp01050018

41. Mfcd00036904

42. Akos037647823

43. 1-hexadecanoyl-2-lysophosphatidylcholine

44. 1-palmitoyl-sn-glycero-3-phos-phocholine

45. 3,5,9-trioxa-4-phosphapentacosan-1-aminium,4,7-dihydroxy-n,n,n-trimethyl-10-oxo-, Inner Salt, 4-oxide, (7r)-

46. As-74920

47. Bp-26337

48. Bp-26338

49. Lpc 16:0/0:0

50. Gpc(16:0/0:0)

51. Hy-125783

52. Cs-0099321

53. P2694

54. 1-palmitoyl-2-lyso-sn-glycero-3-phosphocholine

55. Q27105001

56. 1-palmitoyl-sn-glycero-3-phosphocholine, Synthetic, >=99%

57. Soy Lyso Pc, L-alpha-lysophosphatidylcholine (soy), Powder

58. (r)-2-hydroxy-3-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) Phosphate

59. 16:0 Lyso Pc, 1-palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine, Powder

60. 3-(hexadecanoyloxy)-2-hydroxypropyl 2-(trimethylazaniumyl)ethyl Phosphate

61. (2-{[(2r)-3-(hexadecanoyloxy)-2-hydroxypropyl Phosphonato]oxy}ethyl)trimethylazanium

62. (2r)-2-hydroxy-3-(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl Phosphate

63. (2r)-3-(hexadecanoyloxy)-2-hydroxypropyl 2-(trimethylammonio)ethyl Phosphate

64. 16:0 Lyso Pc, 1-palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine, Chloroform

65. 2-[[(2r)-3-hexadecanoyloxy-2-hydroxy-propoxy]-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium

66. 3,5,9-trioxa-4-phosphapentacosan-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	C₂₄H₅₀NO₇P
Molecular Weight	495.6 g/mol
XLogP3	5.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	24
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	105
Heavy Atom Count	33
Formal Charge	0
Complexity	517
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