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Chemistry

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Also known as: Sorbitan, mono-(9z)-9-octadecenoate, Arlacel 80, Span 80, 1338-43-8, Anhydrosorbitol monooleate, Sorbitan mono-oletae

Molecular Formula

C₂₄H₄₄O₆

Molecular Weight

428.6 g/mol

InChI Key

NWGKJDSIEKMTRX-AAZCQSIUSA-N

FDA UNII

06XEA2VD56

1 2D Structure

Sorbitane Monooleate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(2R)-2-[(2R,3R,4S)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (Z)-octadec-9-enoate

2.1.2 InChI

InChI=1S/C24H44O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(27)29-19-21(26)24-23(28)20(25)18-30-24/h9-10,20-21,23-26,28H,2-8,11-19H2,1H3/b10-9-/t20-,21+,23+,24+/m0/s1

2.1.3 InChI Key

NWGKJDSIEKMTRX-AAZCQSIUSA-N

2.1.4 Canonical SMILES

CCCCCCCCC=CCCCCCCCC(=O)OCC(C1C(C(CO1)O)O)O

2.1.5 Isomeric SMILES

CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H]([C@@H]1[C@@H]([C@H](CO1)O)O)O

2.2 Other Identifiers

2.2.1 UNII

06XEA2VD56

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Sorbitan Oleate

2. Span 80

2.3.2 Depositor-Supplied Synonyms

1. Sorbitan, Mono-(9z)-9-octadecenoate

2. Arlacel 80

3. Span 80

4. 1338-43-8

5. Anhydrosorbitol Monooleate

6. Sorbitan Mono-oletae

7. Sorbitan Oleate

8. Sorbitan, Mono-9-octadecenoate

9. 06xea2vd56

10. Ins No.494

11. Ins-494

12. 1,4-anhydro-6-o-[(9z)-octadec-9-enoyl]-d-glucitol

13. Nsc-406239

14. Ncgc00164240-01

15. Sorbitan Oleate [inn]

16. E-494

17. Dsstox_cid_7397

18. Dsstox_rid_78437

19. D-glucitol, 1,4-anhydro-, 6-(9-octadecenoate)

20. Dsstox_gsid_27397

21. Sorbitan Mono-oleate

22. Cas-1338-43-8

23. Sorbitan Monooleate [usan]

24. Sorbitani Oleas

25. Glycomul O

26. Sorbitan O

27. Alkamuls Smo

28. Armotan Mo

29. Dehymuls Smo

30. Lonzest Smo

31. Nsc 406239

32. Oleate De Sorbitan

33. Kosteran O 1

34. Oleato De Sorbitano

35. Crill 4

36. Sorbester P 17

37. Disponil 100

38. Montan 80

39. Newcol 80

40. Nonion Op80r

41. Radiasurf 7155

42. Sorgen 40

43. Sorgen 40a

44. Montane 80 Vga

45. Rheodol Ao 10

46. Atmer 05

47. Emasol O 10

48. Emasol O 10f

49. Kemmat S 80

50. Nikkol So 10

51. Nikkol So-15

52. Sorbon S 80

53. Emasol 410

54. Rheodol Sp-o 10

55. Rikemal O 250

56. Sorbitan, Mono-9-octadecenoate, (z)-

57. Emsorb 2500

58. Ionet S-80

59. Span-80

60. S 271 (surfactant)

61. Nissan Nonion Op 80r

62. Mannide Monooleate, Liquid

63. Dianhydromannitol Monooleate

64. Schembl4504

65. Span(r) 80, For Gc

66. Unii-06xea2vd56

67. Monodehydrosorbitol Monooleate

68. Sorbitan Monooleic Acid Ester

69. Ccris 710

70. Sorbitani Oleas [inn-latin]

71. Mannide Monooleate, From Plant

72. Sorbitan Esters Sorbitan Oleate

73. Sorbitan Oleate [inci]

74. Ml 55f

75. Mo 33f

76. S-max 80

77. Sorbitan Monooleate [usan:nf]

78. Chembl1894187

79. Dtxsid6027397

80. Sorbitan Monooleate [ii]

81. Sorbitan Oleate [mart.]

82. Hsdb 5822

83. Oleate De Sorbitan [inn-french]

84. Sorbitan Monooleate [fcc]

85. Span #80 (sorbitan Monooleate)

86. Chebi:183688

87. Span(r) 80, Nonionic Surfactant

88. Sorbitan Monooleate [hsdb]

89. Oleato De Sorbitano [inn-spanish]

90. Sorbitan Monooleate [vandf]

91. Zinc8214458

92. Einecs 215-665-4

93. Tox21_113539

94. Tox21_300389

95. Mfcd00080948

96. Sorbitan Monooleate, Saj First Grade

97. Akos024431316

98. Sorbitan Mono-oleate [who-dd]

99. Sorbitan Oleate [ep Monograph]

100. Ncgc00164240-02

101. Ncgc00254386-01

102. S 80

103. Sorbitan Esters, Mono(z)-9-octadecenoate

104. G 946

105. O 250

106. S 270

107. S0060

108. Sorbitan Esters Sorbitan Oleate [mi]

109. 1,4-anhydro-d-glucitol, 6-(9-octadecenoate)

110. J-006443

111. Q2303156

112. 1,4-anhydro-d-glucitol, 6-(9-octadecenoate

113. Span(r) 80, Viscosity 1000-2000 Mpa.s (20 C)

114. [(2r)-2-[(2r,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate

115. Sorbitan Monooleate. (compound Usually Contains Also Associated Fatty Acids.)

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₄₄O₆
Molecular Weight	428.6 g/mol
XLogP3	6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	19
Exact Mass	428.31378912 g/mol
Monoisotopic Mass	428.31378912 g/mol
Topological Polar Surface Area	96.2 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	453
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Minimum/Potential Fatal Human Dose

1. 1= PRACTICALLY NONTOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) ABOVE 15 G/KG; MORE THAN 1 QT (2.2 LB) FOR 70 KG PERSON (150 LB). /SORBITAN MONOSTEARATE/

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-181

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Surface-Active Agents

Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics. (See all compounds classified as Surface-Active Agents.)

5.2 Absorption, Distribution and Excretion

WHEN DIGESTED, BOTH THE FATTY ACID & THE POLYHYDRIC ALCOHOL SORBITAN ARE ABSORBED, BUT THE LATTER IS COMPLETELY EXCRETED IN URINE. /SORBITAN MONOSTEARATE/

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-181

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