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Chemistry

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Also known as: 1,2-dioleoylphosphatidylserine, Dopse, 1,2-dlps, 1,2-dioleoyl-sn-glycero-3-phospho-l-serine, 1,2-dioleoyl-sn-glycero-3-phosphoserine, Phosphatidylserine(36:2)

Molecular Formula

C₄₂H₇₈NO₁₀P

Molecular Weight

788.0 g/mol

InChI Key

WTBFLCSPLLEDEM-JIDRGYQWSA-N

FDA UNII

KJ401H4834

PS(18:1(9Z)/18:1(9Z)) is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).

1 2D Structure

Dioleoyl Phosphatidylserine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-amino-3-[[(2R)-2,3-bis[[(Z)-octadec-9-enoyl]oxy]propoxy]-hydroxyphosphoryl]oxypropanoic acid

2.1.2 InChI

InChI=1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b19-17-,20-18-/t38-,39+/m1/s1

2.1.3 InChI Key

WTBFLCSPLLEDEM-JIDRGYQWSA-N

2.1.4 Canonical SMILES

CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)OC(=O)CCCCCCCC=CCCCCCCCC

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

KJ401H4834

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1,2-dioleoyl-sn-glycero-3-phosphoserine

2. 1,2-dioleoylphosphatidylserine

3. 1,2-dioleoylphosphatidylserine, (z,z)-isomer

4. 1,2-dioleoylphosphatidylserine, Monosodium Salt, (r-(z,z))-isomer

5. 1,2-dioleoylphosphatidylserine, Sodium Salt, (z,z)-isomer

6. 1,2-dlps

7. Dopse

2.3.2 Depositor-Supplied Synonyms

1. 1,2-dioleoylphosphatidylserine

2. Dopse

3. 1,2-dlps

4. 1,2-dioleoyl-sn-glycero-3-phospho-l-serine

5. 1,2-dioleoyl-sn-glycero-3-phosphoserine

6. Phosphatidylserine(36:2)

7. Ps(18:1(9z)/18:1(9z))

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

9. Phosphatidylserine(18:1/18:1)

10. Dioleoylphosphatidylserine

11. 70614-14-1

12. Ps(36:2)

13. Chebi:60568

14. Ps(18:1omega9/18:1omega9)

15. 1,2-di-(9z-octadecenoyl)-sn-glycero-3-phosphoserine

16. Kj401h4834

17. Phosphatidylserine(18:1omega9/18:1omega9)

18. L-serine, 2,3-bis((1-oxo-9-octadecenyl)oxy)propyl Hydrogen Phosphate (ester), (r-(z,z))-

19. O-[(s)-({(2r)-2,3-bis[(9z)-octadec-9-enoyloxy]propyl}oxy)(hydroxy)phosphoryl]-l-serine

20. L-serine, 2,3-bis[(1-oxo-9-octadecenyl)oxy]propyl-2-t Hydrogen Phosphate (ester), [r-(z,z)]-

21. Ps(36:02)

22. Unii-kj401h4834

23. 4,6,10-trioxa-5-phosphaoctacos-19-enoic Acid, 2-amino-5-hydroxy-11-oxo-8-(((9z)-1-oxo-9-octadecen-1-yl)oxy)-, 5-oxide, (2s,8r,19z)-

24. 4,6,10-trioxa-5-phosphaoctacos-19-enoic Acid, 2-amino-5-hydroxy-11-oxo-8-[[(9z)-1-oxo-9-octadecen-1-yl]oxy]-, 5-oxide, (2s,8r,19z)-

25. Epitope Id:140431

26. Dops, R-

27. Schembl203029

28. Chembl4165044

29. 18:1 Ps (dops)

30. Dtxsid701311823

31. Pser(18:1/18:1)

32. Pser(18:1n9/18:1n9)

33. Pser(18:1w9/18:1w9)

34. Lmgp03010030

35. Zinc85588324

36. Phosphatidylserine(18:1n9/18:1n9)

37. Phosphatidylserine(18:1w9/18:1w9)

38. Ps(18:1n9/18:1n9)

39. Ps(18:1w9/18:1w9)

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

41. Ps(18:1_18:1)

42. Q27127822

43. O-[({(2r)-2,3-bis[(9z)-octadec-9-enoyloxy]propyl}oxy)(hydroxy)phosphoryl]-l-serine

2.4 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₄₂H₇₈NO₁₀P
Molecular Weight	788.0 g/mol
XLogP3	10.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	42
Exact Mass	787.53633468 g/mol
Monoisotopic Mass	787.53633468 g/mol
Topological Polar Surface Area	172 Å²
Heavy Atom Count	54
Formal Charge	0
Complexity	1020
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1