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Chemistry

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Also known as: D-erythro-sphingosine, 123-78-4, 4-sphingenine, D-sphingosine, Sphing-4-enine, Sphingenine

Molecular Formula

C₁₈H₃₇NO₂

Molecular Weight

299.5 g/mol

InChI Key

WWUZIQQURGPMPG-KRWOKUGFSA-N

FDA UNII

NGZ37HRE42

An amino alcohol with a long unsaturated hydrocarbon chain. Sphingosine and its derivative sphinganine are the major bases of the sphingolipids in mammals. (Dorland, 28th ed)

1 2D Structure

Sphingosine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(E,2S,3R)-2-aminooctadec-4-ene-1,3-diol

2.1.2 InChI

InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1

2.1.3 InChI Key

WWUZIQQURGPMPG-KRWOKUGFSA-N

2.1.4 Canonical SMILES

CCCCCCCCCCCCCC=CC(C(CO)N)O

2.1.5 Isomeric SMILES

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

2.2 Other Identifiers

2.2.1 UNII

NGZ37HRE42

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4 Sphingenine

2. 4-sphingenine

2.3.2 Depositor-Supplied Synonyms

1. D-erythro-sphingosine

2. 123-78-4

3. 4-sphingenine

4. D-sphingosine

5. Sphing-4-enine

6. Sphingenine

7. 4-trans-sphingenine

8. (4e)-sphingenine

9. (2s,3r,4e)-2-amino-4-octadecene-1,3-diol

10. Trans-d-erythro-2-amino-4-octadecene-1,3-diol

11. D-erythro-sphingosine (synthetic)

12. Trans-4-sphingenine

13. Dl-erythro-sphingosine

14. Erythro-dl-sphingosine

15. Sphingoid

16. (e,2s,3r)-2-aminooctadec-4-ene-1,3-diol

17. C18-erythro-sphingenine

18. (2s,3r)-sphingosine

19. (2s,3r,4e)-2-aminooctadec-4-ene-1,3-diol

20. 4-octadecene-1,3-diol, 2-amino-, (2s,3r,4e)-

21. C18-sphingosine

22. D-erythro-c18-sphingosine

23. (-)-d-erythro-sphingosine

24. (-)-sphingosine

25. (e)-2-amino-4-octadecan-1,3-diol

26. Ccris 6899

27. Erythro-4-sphingenine

28. (2s,3r)-2-aminooctadec-4-ene-1,3-diol

29. (2s,3r,e)-2-aminooctadec-4-ene-1,3-diol

30. 2s-amino-4e-octadecene-1,3r-diol

31. Ngz37hre42

32. 0y6svq612q

33. 4-octadecene-1,3-diol, 2-amino-, (r-(r*,s*-(e)))-

34. Chebi:16393

35. 4-octadecene-1,3-diol, 2-amino-, (e)-dl-erythro-

36. 4-octadecene-1,3-diol, 2-amino-, (r*,s*-(e))-

37. 4-octadecene-1,3-diol, 2-amino-, (2r,3s,4e)-rel-

38. 2-aminooctadec-4-ene-1,3-diol

39. (2s,3r)-2-amino-4-octadecene-1,3-diol

40. Mls-0412588.0001

41. Sphingosin

42. (4e)-sphing-4-enine

43. Erythrosphingosine

44. Smr000857107

45. Erythro-c18-sphingosine

46. C18h37no2

47. 2733-29-1

48. Chembl67166

49. Mfcd00036751

50. Unii-ngz37hre42

51. 4-octadecene-1,3-diol, 2-amino-, [r-[r*,s*-(e)]]-

52. Unii-0y6svq612q

53. Derysphingosine

54. C18 Sphingosine

55. D-erythrosphingosine

56. Einecs 204-651-3

57. Sphingosine D18:1

58. D-erythro-spinghosine

59. (e)-d-erythro-4-octadecene-1,3-diol

60. D-sphingosine, Synthetic

61. Sphingosine, C18 Chain

62. Biomolki_000034

63. Sphingosine [mi]

64. Biomolki2_000042

65. Bmse000850

66. (2s,3r,e)-2-amino-4-octadecene-1,3-diol

67. Sphingosine With C18 Chain

68. Lopac0_001049

69. Schembl19398

70. Bspbio_001526

71. Mls001332469

72. Mls001332470

73. Mls002172450

74. D18:1 D-erythro-sphingosine

75. Bmk1-d10

76. Bml3-c09

77. Gtpl2452

78. Schembl1471985

79. Bdbm83205

80. Chebi:26743

81. Cid_5280335

82. Dtxsid90861763

83. 4-octadecene-1,3-diol, 2-amino-, (r*,s*-(e))-(+)-

84. Hms1361m08

85. Hms1791m08

86. Hms1989m08

87. Hms2232m04

88. Hms3402m08

89. Hms3650m05

90. D-(+)-erytho-4-trans-sphingenine

91. Dl-erythro-sphingosine [mi]

92. Ex-a1428

93. Zinc8195650

94. Ei-155

95. Lmsp01010001

96. S2210

97. D-sphingosine, >=98.0% (tlc)

98. Akos024458590

99. Ccg-100638

100. Db03203

101. Erythro-sphingosine, (+/-)-

102. Idi1_033996

103. Ncgc00024697-02

104. Ncgc00024697-03

105. Ncgc00024697-04

106. Ncgc00024697-05

107. Ncgc00024697-06

108. Ncgc00024697-07

109. Ac-28329

110. As-66175

111. Hy-101047

112. B6385

113. Cs-0020759

114. S0874

115. (e,2s,3r)-2-amino-4-octadecene-1,3-diol

116. (e,2s,3r)-2-azanyloctadec-4-ene-1,3-diol

117. C00319

118. F20671

119. Q46298

120. D-sphingosine, From Bovine Brain, ~99% (tlc)

121. A901185

122. Sr-01000597656

123. (2s,3r)-(e)-2-amino-1,3-dihydroxy-4-octadecene

124. (2s,3r,4e)-2-amino-3-hydroxyoctadec-4-ene-1-ol

125. J-004983

126. Sphingosine (d18:1), D-erythro-sphingosine, Powder

127. Sr-01000597656-1

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

129. E66de871-3b37-406a-891b-a804bdc7abf9

130. 4-octadecene-1,3-diol, 2-amino-, (2s,3r,4e)- (9ci)

131. 4-octadecene-1,3-diol, 2-amino-, (e)-d-erythro-

132. 4-octadecene-1,3-diol, 2-amino-, (e)-d-erythro- (8ci)

133. 4-octadecene-1,3-diol, 2-amino-, (r-(r*,s*-(e)))

134. D-(+)-erythro-1,3-dihydroxy-2-amino-4-trans-octadecene

135. 4-octadecene-1,3-diol, 2-amino-, (r*,s*-(e))-(+/-)-

136. Brain Sphingosine, D-erythro-sphingosine (brain, Porcine), Powder

137. 89164-20-5

138. Sqs

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₃₇NO₂
Molecular Weight	299.5 g/mol
XLogP3	5.3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	15
Exact Mass	299.282429423 g/mol
Monoisotopic Mass	299.282429423 g/mol
Topological Polar Surface Area	66.5 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	231
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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