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Chemistry

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Also known as: Monoolein, 111-03-5, 2,3-dihydroxypropyl oleate, 1-monoolein, 1-oleoyl-rac-glycerol, 1-oleoylglycerol

Molecular Formula

C₂₁H₄₀O₄

Molecular Weight

356.5 g/mol

InChI Key

RZRNAYUHWVFMIP-KTKRTIGZSA-N

FDA UNII

D3AEF6S35P

oleoyl glycerol is a natural product found in Saposhnikovia divaricata and Nelumbo nucifera with data available.

1 2D Structure

Monoolein

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2,3-dihydroxypropyl (Z)-octadec-9-enoate

2.1.2 InChI

InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-

2.1.3 InChI Key

RZRNAYUHWVFMIP-KTKRTIGZSA-N

2.1.4 Canonical SMILES

CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)O

2.1.5 Isomeric SMILES

CCCCCCCC/C=C\CCCCCCCC(=O)OCC(CO)O

2.2 Other Identifiers

2.2.1 UNII

D3AEF6S35P

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-oleoyl Monoglyceride

2. 1-oleoyl-2-glycerol

3. Glycerol Monooleate

4. Glycerylmonooleate

5. Mono-oleoylglycerol

6. Monoelaidin

7. Monolein

8. Monoolein

9. Myverol 18-99

10. Oleic Acid Monoglyceride

11. Sn-1-o-(cis-9)octadecenylglycerol

2.3.2 Depositor-Supplied Synonyms

1. Monoolein

2. 111-03-5

3. 2,3-dihydroxypropyl Oleate

4. 1-monoolein

5. 1-oleoyl-rac-glycerol

6. 1-oleoylglycerol

7. Glycerin 1-monooleate

8. Glycerol 1-monooleate

9. Glyceryl Oleate

10. 1-glyceryl Oleate

11. Glycerol Monooleate

12. 1-monooleoyl-rac-glycerol

13. 1-monooleoylglycerol

14. Rac-1-monooleoylglycerol

15. Olein, 1-mono-

16. Rac-1-monoolein

17. Aldo Hmo

18. Aldo Mo

19. Alpha-monoolein

20. Glycerol Oleate

21. Danisco Mo 90

22. 1-mono(cis-9-octacenoyl)glycerol

23. Oleic Monoglyceride

24. .alpha.-monoolein

25. Glyceryl 1-oleate

26. Glycerol Alpha-monooleate

27. 1-oleylglycerol

28. Monoolein (van)

29. 25496-72-4

30. 2,3-dihydroxypropyl (z)-octadec-9-enoate

31. Fema No. 2526

32. Oleoyl Glycerol

33. 1-(9z-octadecenoyl)-rac-glycerol

34. Glyceryl Monooleate (van)

35. Monooleoylglycerol

36. Chebi:75342

37. Glycerol Alpha-cis-9-octadecenate

38. 9-octadecenoic Acid (z)-, 2,3-dihydroxypropyl Ester

39. Mfcd00042735

40. Nsc-406285

41. Glycerol .alpha.-monooleate

42. D3aef6s35p

43. 9-octadecenoic Acid (9z)-, 2,3-dihydroxypropyl Ester

44. Oleoyl-glycerol

45. 9-octadecenoic Acid (z)-, Monoester With 1,2,3-propanetriol

46. Glycerol .alpha.-cis-9-octadecenate

47. Glycerine Monooleate

48. Glycerides, C14-18 And C16-18-unsatd. Mono- And Di-

49. Olicine

50. Peceol

51. Supeol

52. Sinnoester Ogc

53. 2,3-dihydroxypropyl (9z)-octadec-9-enoate

54. Oleic Acid Monoglyceride

55. Oleylmonoglyceride

56. Dimodan Lsqk

57. Emalsy Mo

58. Emalsy Ol

59. Adchem Gmo

60. Edenor Gmo

61. Emcol O

62. Kessco Gmo

63. Nikkol Mgo

64. 9-octadecenoic Acid, 2,3-dihydroxypropyl Ester

65. Mg(18:1(9z)/0:0/0:0)[rac]

66. Glycerin Monooleate

67. Mazol Gmo

68. Monoglyceryl Oleate

69. Olein, Mono-

70. 9-octadecenoicacid(z)-,2,3-dihydroxypropylester

71. Glycolube 100

72. Harowax L 9

73. Mono-olein

74. Rikemal Ol 100

75. Aldo Mo-fg

76. Arlacel 129

77. Dimodan Gmo 90

78. Rikemal O 71d

79. Sunsoft O 30b

80. Kemester 2000

81. 9-octadecenoic Acid, Monoester With 1,2,3-propanetriol

82. Emasol Mo 50

83. Loxiol G 10

84. Alkamuls Gmo 45lg

85. Emerest 2421

86. Monolein

87. Monomuls 90018

88. Ajax Gmo

89. Excel O 95f

90. Excel O 95n

91. Excel O 95r

92. Aldo 40

93. Canamex Glicepol 182

94. Emrite 6009

95. Emuldan Rylo-mg 90

96. Atmer 1007

97. Dur-em 204

98. Dur-em 114

99. 1-oleoyl Glycerol

100. Glycerol 1-oleate

101. Glyceryl Cis-9-octadecenoate

102. Oleic Acid Glycerol Monoester

103. 9-octadecenoic Acid (9z)-, Monoester With 1,2,3-propanetriol

104. Emery Oleic Acid Ester 2221

105. Hsdb 493

106. Rac 1-oleoyl Glycerol

107. Rylo Mg 19

108. Gmo 8903

109. Oleic Acid, Monoester With Glycerol

110. Einecs 247-038-6

111. Glyceryl Monooleate [nf]

112. Ol 100

113. Rac-glycerol 1-monooleate

114. Glycerol, 1-mono (9-octa-decenoate)

115. Unii-c4yad5f5g6

116. Unii-d3aef6s35p

117. S 1096r

118. Ablunol Gmo

119. Dl-a-monoolein

120. 1,2,3-propanetriol Mono((z)-9-octadecenoate)

121. S 1096

122. S 1097

123. Glycerol-1-oleate

124. Einecs 203-827-7

125. Glyceryl Mono-oleate

126. Dimodan Mo 90

127. Glycerol Mono Oleate

128. 1-(cis-9-octadecenoyl)-rac-glycerol

129. Gmo Glycerinmonooleat

130. Witconol 2421

131. Nsc 406285

132. Dl-.alpha.-monoolein

133. Glyceryl Monooleate 40

134. Glyceryl Monooleate 60

135. Glyceryl Monooleate 90

136. Glyceryl Monooleate 40%

137. Glyceryl Monooleate 90%

138. C4yad5f5g6

139. Olein, 1-mono- (8ci)

140. Schembl15603

141. 1-(9z)-octadecenoylglycerol

142. 1-glyceryl Monooleate

143. Mazol 300 K (salt/mix)

144. 1-(9z-octadecenoyl)-glycerol

145. Chembl428593

146. Gtpl5756

147. Dtxsid3042003

148. 1-oleoyl-rac-glycerol, >=99%

149. Glyceryl Monooleate [fhfi]

150. Bdbm50529937

151. Lmgl01010005

152. Nsc406285

153. Akos015966695

154. Bs-1088

155. Db13171

156. 67701-32-0

157. Hy-128754

158. Cs-0102558

159. G0082

160. 2,3-dihydroxypropyl (9z)-9-octadecenoate #

161. 1-oleoyl-rac-glycerol, Technical, ~40% (tlc)

162. 9-octadecenoic Acid (z)-,3-dihydroxypropyl Ester

163. Cis-9-octadecenoic Acid 2,3-dihydroxypropyl Ester

164. W-109408

165. W-110892

166. Mg (18:1/0:0/0:0)

167. Q27071132

168. 9-octadecenenoic Acid (z)-, 2,3-dihydroxypropyl Ester

169. 9-octadecenoic Acid, 2,3-dihydroxypropyl Ester, (9z)-

170. Cff6fe9f-ef1b-4b03-88b1-5421dcf14582

171. 9-octadecenoic Acid (9z)-, 2,3-dihydroxypropyl Ester (9ci)

172. 9-octadecenoic Acid (z)-, 2,3-dihydroxypropyl Ester (9ci)

173. 33978-07-3

174. 925-14-4

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₄₀O₄
Molecular Weight	356.5 g/mol
XLogP3	6.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	19
Exact Mass	356.29265975 g/mol
Monoisotopic Mass	356.29265975 g/mol
Topological Polar Surface Area	66.8 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	315
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1