1,2-Dimyristoyl-Sn-Glycero-3-Phosphoethanolamine

Synopsis, Chemistry

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1,2-Dimyristoyl-Sn-Glycero-3-Phosphoethanolamine

Also known as: 998-07-2, 1,2-ditetradecanoyl-sn-glycero-3-phosphoethanolamine, Dimyristoyl cephalin, (2r)-3-(((2-aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl ditetradecanoate, Z37ox1asnk, Pe(14:0/14:0)

Molecular Formula

C₃₃H₆₆NO₈P

Molecular Weight

635.9 g/mol

InChI Key

NEZDNQCXEZDCBI-WJOKGBTCSA-N

FDA UNII

Z37OX1ASNK

PE(14:0/14:0) is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).

1 2D Structure

1,2-Dimyristoyl-Sn-Glycero-3-Phosphoethanolamine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate

2.1.2 InChI

InChI=1S/C33H66NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(35)39-29-31(30-41-43(37,38)40-28-27-34)42-33(36)26-24-22-20-18-16-14-12-10-8-6-4-2/h31H,3-30,34H2,1-2H3,(H,37,38)/t31-/m1/s1

2.1.3 InChI Key

NEZDNQCXEZDCBI-WJOKGBTCSA-N

2.1.4 Canonical SMILES

CCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCC

2.1.5 Isomeric SMILES

CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCC

2.2 Other Identifiers

2.2.1 UNII

Z37OX1ASNK

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1,2-dimyristoylphosphatidylethanolamine

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

3. Dimyristoyl Cephalin

4. Dmpe

5. Tetradecanoic Acid, (1r)-1-((((2-aminoethoxy)hydroxyphosphinyl)oxy)methyl)-1,2-ethanediyl Ester

2.3.2 Depositor-Supplied Synonyms

1. 998-07-2

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

3. Dimyristoyl Cephalin

4. (2r)-3-(((2-aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl Ditetradecanoate

5. Z37ox1asnk

6. Pe(14:0/14:0)

7. Dimyristoyl Phosphatidylethanolamine

8. Tetradecanoic Acid, (1r)-1-((((2-aminoethoxy)hydroxyphosphinyl)oxy)methyl)-1,2-ethanediyl Ester

9. (2r)-3-{[(s)-(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(tetradecanoyloxy)propyl Tetradecanoate

10. Unii-z37ox1asnk

11. L-

12. A,

13. A-dimyristoyl-

14. A-cephalin

15. 46e

16. 1,2-dimyristoyl-rac-glycero-3-phosphoethanolamine

17. Schembl42120

18. Gpetn(28:0)

19. Phophatidylethanolamine(28:0)

20. Dtxsid601281409

21. 1,2-dimyristoyl-sn-glycero-3-pe

22. Gpetn(14:0/14:0)

23. Lmgp02010352

24. Mfcd00036775

25. Zinc32793028

26. Phophatidylethanolamine(14:0/14:0)

27. Cs-w013794

28. Hy-w013078

29. As-73819

30. Db-027521

31. D4249

32. 1,2-dimyristoyl-sn-glycero-phosphoethanolamine

33. H11749

34. 1, 2-dimyristoyl-sn-glycero-3-phosphoethanolamine

35. 998d072

36. 1,2-dimyristoyl-sn-glycero-3-phosphatidylethanolamine

37. 1,2-dimyristoyl-sn-glycero-phosphoethanolamine (dmpe)

38. Q27294934

39. 1,2-dimyristoyl-sn-glycero-3-phosphoethanolamine, Synthetic, >=99%

40. 2-aminoethyl (r)-2,3-bis(tetradecanoyloxy)propyl Hydrogen Phosphate

41. (2-aminoethoxy)[(2r)-2,3-bis(tetradecanoyloxy)propoxy]phosphinic Acid

42. (2r)-3-(((2-aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diylditetradecanoate

43. [(2r)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-tetradecanoyloxypropyl] Tetradecanoate

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₃₃H₆₆NO₈P
Molecular Weight	635.9 g/mol
XLogP3	8.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	35
Exact Mass	635.45260506 g/mol
Monoisotopic Mass	635.45260506 g/mol
Topological Polar Surface Area	134 Å²
Heavy Atom Count	43
Formal Charge	0
Complexity	694
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