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Also known as: Sphingosine-1-phosphate, D-erythro-sphingosine-1-phosphate, 26993-30-6, C18-sphingosine 1-phosphate, D-erythro-sphingosine 1-phosphate, S1p

Molecular Formula

C₁₈H₃₈NO₅P

Molecular Weight

379.5 g/mol

InChI Key

DUYSYHSSBDVJSM-KRWOKUGFSA-N

FDA UNII

YVE187NJ1U

Sphingosine 1-Phosphate is a bioactive sphingolipid comprised of a sphingosine with a phosphate group attached to the carbon at position 1. Sphingosine 1-phosphate (S1P) binds to G protein-coupled S1P receptors (S1PRs) and initiates signaling pathways involved in the regulation of angiogenesis, the proliferation of skin cells, vascular stability and permeability, and T- and B-cell trafficking.

1 2D Structure

Sphingosine 1-Phosphate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(E,2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate

2.1.2 InChI

InChI=1S/C18H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(20)17(19)16-24-25(21,22)23/h14-15,17-18,20H,2-13,16,19H2,1H3,(H2,21,22,23)/b15-14+/t17-,18+/m0/s1

2.1.3 InChI Key

DUYSYHSSBDVJSM-KRWOKUGFSA-N

2.1.4 Canonical SMILES

CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)N)O

2.1.5 Isomeric SMILES

CCCCCCCCCCCCC/C=C/[C@H]([C@H](COP(=O)(O)O)N)O

2.2 Other Identifiers

2.2.1 UNII

YVE187NJ1U

2.3 Synonyms

2.3.1 MeSH Synonyms

1. S1p Compound

2. Sphingosine-1-phosphate

2.3.2 Depositor-Supplied Synonyms

1. Sphingosine-1-phosphate

2. D-erythro-sphingosine-1-phosphate

3. 26993-30-6

4. C18-sphingosine 1-phosphate

5. D-erythro-sphingosine 1-phosphate

6. S1p

7. Sphing-4-enine 1-phosphate

8. Chebi:37550

9. Sphingosine 1-phosphic Acid

10. (2s,3r,4e)-2-amino-3-hydroxyoctadec-4-en-1-yl Dihydrogen Phosphate

11. Sphing-4-enine-1-phosphate

12. Yve187nj1u

13. 4-octadecene-1,3-diol, 2-amino-, 1-(dihydrogen Phosphate), (2s,3r,4e)-

14. Chembl225155

15. (2s,3r,4e)-2-amino-4-octadecene-1,3-diol 1-(dihydrogen Phosphate)

16. (2-amino-3-hydroxy-octadec-4-enoxy)phosphonic Acid

17. S1p Compound

18. 4-octadecene-1,3-diol, 2-amino-, 1-(dihydrogen Phosphate), (r-(r*,s*-(e)))-

19. Sphingosine 1 Phosphate

20. 4-octadecene-1,3-diol, 2-amino-, 1-(dihydrogen Phosphate), [r-[r*,s*-(e)]]-

21. Mfcd00270077

22. Sphingosin-1-phosphat

23. Epitope Id:161059

24. Unii-yve187nj1u

25. Schembl3886

26. Gtpl911

27. Bml3-d06

28. Schembl2559423

29. Dtxsid4037166

30. Amy3353

31. Sphingosine, D-erythro-1-phosphate

32. Sphingosine-1-phosphate (d18:1)

33. Zinc8860500

34. Bdbm50158348

35. Hsci1_000397

36. Lmsp01050001

37. Yp-005

38. Akos024456554

39. Ncgc00161364-01

40. Ncgc00161364-02

41. Sphingosine 1-phosphate, >=95%, Powder

42. Hy-108496

43. B6707

44. Cs-0028986

45. Sphingosine 1-phosphate, >=98.0% (tlc)

46. C06124

47. Q418267

48. Phosphoric Acid (2s,3r)-2-amino-3-hydroxy-4-octadecenyl Ester

49. (2s,3r,4e)-1-(dihydrogen Phosphate)2-amino-4-octadecene-1,3-diol

50. (2s,3r,e)-2-amino-3-hydroxyoctadec-4-en-1-yl Dihydrogen Phosphate

51. (2s,3r,e)-2-amino-3-hydroxyoctadec-4-enyl Dihydrogen Phosphate

52. [(2s,3r)-2-amino-3-hydroxyoctadec-4-enyl] Dihydrogen Phosphate

53. (2s,3r,4e)-2-amino-4-octadecene-1,3-diol 1-(dihydrogen Phosphate)

54. (e)-d-erythro-2-amino-1-(dihydrogenphosphate)-4-octadecene-1,3-diol

55. 4-octadecene-1,3-diol, 2-amino-, 1-(dihydrogen Phosphate),(r-(r*,s*-(e)))-

2.4 Create Date

2005-06-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₃₈NO₅P
Molecular Weight	379.5 g/mol
XLogP3	1.9
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	17
Exact Mass	379.24876031 g/mol
Monoisotopic Mass	379.24876031 g/mol
Topological Polar Surface Area	113 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	373
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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