DOPC

Synopsis, Chemistry

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Also known as: 4235-95-4, Dopc, Pc(18:1(9z)/18:1(9z)), 1,2-dioleoyl-l-alpha-lecithin, (r)-2,3-bis(oleoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate, 1,2-di-(9z-octadecenoyl)-sn-glycero-3-phosphocholine

Molecular Formula

C₄₄H₈₄NO₈P

Molecular Weight

786.1 g/mol

InChI Key

SNKAWJBJQDLSFF-NVKMUCNASA-N

FDA UNII

H026DM5V6U

PC(18:1(9Z)/18:1(9Z)) is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

DOPC

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2R)-2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate

2.1.2 InChI

InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1

2.1.3 InChI Key

SNKAWJBJQDLSFF-NVKMUCNASA-N

2.1.4 Canonical SMILES

CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC

2.1.5 Isomeric SMILES

CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC

2.2 Other Identifiers

2.2.1 UNII

H026DM5V6U

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1,2-dioleoyl Glycerophosphocholine

2. 1,2-dioleoyl-sn-glycerol-3-ethylphosphocholine

3. 1,2-dioleoylglycerophosphocholine

4. 1,2-docpc

5. 1,2-oleoyl-sn-glycero-3-phosphocholine

6. 1,2-oleoylphosphatidylcholine

7. 1,2-oleoylphosphatidylcholine, (e,e)-isomer

8. 1,2-oleoylphosphatidylcholine, (l-alpha)-(r-(z,z))-isomer

9. 1,2-oleoylphosphatidylcholine, (r-(e,e))-isomer

10. 1,2-oleoylphosphatidylcholine, (z,z)-(+-)-isomer

11. 1,2-oleoylphosphatidylcholine, 14c-labeled, (r-(z,z))-isomer

12. Dielaidinoyl Lecithin

13. Dielaidoylphosphatidylcholine

14. Dioleoyl Lecithin

15. Dioleoyl Phosphatidylcholine

16. Dioleoylphosphatidylcholine

17. Dioleoylphosphatidylcholine, Dl-

18. Dioleylphosphatidylcholine

19. Dopc

2.3.2 Depositor-Supplied Synonyms

1. 4235-95-4

2. Dopc

3. Pc(18:1(9z)/18:1(9z))

4. 1,2-dioleoyl-l-alpha-lecithin

5. (r)-2,3-bis(oleoyloxy)propyl (2-(trimethylammonio)ethyl) Phosphate

6. 1,2-di-(9z-octadecenoyl)-sn-glycero-3-phosphocholine

7. H026dm5v6u

8. Pc(18:1/18:1)

9. (r)-2,3-bis(oleoyloxy)propyl [2-(trimethylammonio)ethyl] Phosphate

10. Choline Phosphate, 3-ester With L-1,2-diolein

11. (r-(z,z))-(7-oleoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacos-18-enyl)trimethylammonium 4-oxide

12. Olein, 1,2-di-, L-, Dihydrogen Phosphate, Monoester With Choline Hydroxide

13. Pc 18:1

14. Pc 36:2

15. [(2r)-2,3-bis[[(z)-octadec-9-enoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl Phosphate

16. Choline, Hydroxide, Dihydrogen Phosphate, Inner Salt, Ester With L-1,2-diolein

17. Dioleoylphosphatidylcholine

18. Unii-h026dm5v6u

19. 1,2-dioleoyllec

20. Einecs 224-193-8

21. Mfcd00135191

22. Phosphatidylcholine 18:1

23. Dopc, L-

24. Dopc, R-

25. Schembl24888

26. 1,2-dioleoyl-sn-glycero-3-pc

27. Chebi:74669

28. Pdd 111

29. Dtxsid101274283

30. (z,z)-(1)-(7-oleoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphaheptacos-18-enyl)trimethylammonium 4-oxide

31. Lmgp01010890

32. 1-oleoyl-2-oleoyl-phosphatidylcholine

33. Akos024418773

34. 1-18:1-2-18:1-phosphatidylcholine

35. Hy-113424a

36. Dioleoyl Phosphatidylcholine, L-

37. Dioleoyl Phosphatidylcholine, R-

38. As-72051

39. Bp-25710

40. 1,2-dioleoyl-rac-glycero-3-phosphocholine

41. 1, 2-dioleoyl-sn-glycero-3-phosphocholine

42. 1,2-dioleoyl-sn-glycero-3-phosphocho-line

43. Cs-0063306

44. D4250

45. 1,2-dioleoyl-sn-glycero-3-phosphatidylcholine

46. 18:1-18:1-pc

47. 1-18:1-2-18:1-sn--glycerol-3-phosphocholine

48. A872903

49. Sn-glycerol-3-phosphocholine (1-18:1-2-18:1)

50. W-202732

51. 1,2-(9z-octadecenoyl)-sn--glycero-3-phosphocholine

52. Q27144815

53. 1,2-dioleoyl-sn-glycero-3-phosphocholine [ii]

54. 1-c18:1(omega-9)-2-c18:1(omega-9)-phosphatidylcholine

55. N,n,n-trimethyl 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine

56. (r)-2,3-bis(oleoyloxy)propyl(2-(trimethylammonio)ethyl)phosphate

57. 1-(9z)-octadecenoyl-2-(9z)-octadecenoyl-sn-glycero-3-phosphocholine

58. (2-{[(2r)-2,3-bis[(9z)-octadec-9-enoyloxy]propyl Phosphonato]oxy}ethyl)trimethylazanium

59. (2r)-2,3-bis[(9z)-octadec-9-enoyloxy]propyl 2-(trimethylazaniumyl)ethyl Phosphate

60. [(2s)-2,3-bis[[(z)-octadec-9-enoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl Phosphate

61. 18:1 (delta9-cis) Pc (dopc), 1,2-dioleoyl-sn-glycero-3-phosphocholine, Powder

62. (z,z)-4-hydroxy-n,n,n-trimethyl-10-oxo-7-[(1-oxo-9-octadecenyl)oxy]-3,5,9-trioxa-4-phosphaheptacos-18-en-1-aminium 4-oxide Hydroxide Inner Salt

63. 3,5,9-trioxa-4-phosphaheptacos-18-en-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-[(1-oxo-9-octadecenyl)oxy]-, Inner Salt, 4-oxide, [r-(z,z)]-

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₄₄H₈₄NO₈P
Molecular Weight	786.1 g/mol
XLogP3	13.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	42
Exact Mass	785.59345564 g/mol
Monoisotopic Mass	785.59345564 g/mol
Topological Polar Surface Area	111 Å²
Heavy Atom Count	54
Formal Charge	0
Complexity	972
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1