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2D Structure
Also known as: 1-octadecanol, Octadecan-1-ol, Octadecanol, 112-92-5, 1-hydroxyoctadecane, Octadecyl alcohol
Molecular Formula
C18H38O
Molecular Weight
270.5  g/mol
InChI Key
GLDOVTGHNKAZLK-UHFFFAOYSA-N
FDA UNII
2KR89I4H1Y

Octadecanol is a metabolite found in the aging mouse brain.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
octadecan-1-ol
2.1.2 InChI
InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3
2.1.3 InChI Key
GLDOVTGHNKAZLK-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCCCCCCCCCCCCCCCO
2.2 Other Identifiers
2.2.1 UNII
2KR89I4H1Y
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-octadecanol

2.3.2 Depositor-Supplied Synonyms

1. 1-octadecanol

2. Octadecan-1-ol

3. Octadecanol

4. 112-92-5

5. 1-hydroxyoctadecane

6. Octadecyl Alcohol

7. N-octadecanol

8. N-1-octadecanol

9. Stearol

10. N-octadecyl Alcohol

11. Stearic Alcohol

12. Atalco S

13. Alfol 18

14. Alcohol Stearylicus

15. Steraffine

16. Polaax

17. Stenol

18. Crodacol-s

19. Aldol 62

20. Siponol S

21. Siponol Sc

22. Lanol S

23. Sipol S

24. Adol 68

25. Decyl Octyl Alcohol

26. Cachalot S-43

27. Lorol 28

28. 1-0ctadecanol

29. Dytol E-46

30. Usp Xiii Stearyl Alcohol

31. Stearylalkohol

32. Tego Alkanol 18

33. Rita Sa

34. Co-1895

35. Lanette 18

36. Hainol 18ss

37. Alcohols, C18-32

38. Custom Stearyl

39. Ultrapure S

40. Oristar Sa

41. Octadecanol Nf

42. Lipocol S-deo

43. Lipocol S

44. Stearyl Alcohol S

45. Crodacol S95

46. Stearyl Alcohol Pc

47. Unihydag Wax-18

48. Aec Stearyl Alcohol

49. Alfol 18 Alcohol

50. Crodacol S-95

51. Co-1897

52. Nacol 18do Alcohol

53. Nikkol Stearyl Alcohol

54. Sabonal C 18 95

55. Nacol 18-94 Alcohol

56. Nacol 18-98 Alcohol

57. Nacol 18-99 Alcohol

58. Nsc-5379

59. Mfcd00002823

60. 2kr89i4h1y

61. Chebi:32154

62. Nsc5379

63. 68911-61-5

64. Ncgc00159369-02

65. Ncgc00159369-04

66. Octadecylalkohol

67. Dsstox_cid_6935

68. Dsstox_rid_78262

69. Octadecanol, 1-

70. Dsstox_gsid_26935

71. C18 Alcohol

72. Alcohol(c18)

73. Fatty Alcohol(c18)

74. Rofamol

75. Crodacol S

76. 1-stearyl Alcohol

77. Cas-112-92-5

78. Kalcohl 80

79. Ccris 3960

80. Conol 30f

81. Kalcohl 8098

82. Hsdb 1082

83. Adol 62

84. Conol 1675

85. Nsc 5379

86. Einecs 204-017-6

87. Stearyl Alcohol [jan:nf]

88. Brn 1362907

89. Stearylalcohol

90. Unii-2kr89i4h1y

91. Octanodecanol

92. Stearal

93. Ai3-01330

94. N-octadecylalcohol

95. Varonic Bg

96. Crodacol S70

97. Crodacol S95nf

98. Stearyl Alcohol Nf

99. Co 1895f

100. Einecs 272-778-1

101. Stearyl Alcohol Pure

102. Aec Cetearyl Alcohol

103. Cachalot S-56

104. Philcohol 1800

105. Stearyl Alcohol Usp

106. C18 Linear Alcohol

107. Lanette 18 Deo

108. Crodacol 1618

109. Lorol C18

110. Octadecenol-

111. Alfol 1618 Alcohol

112. Alcohol Cetylstearylicus

113. Alfol 1618e Alcohol

114. Alfol 1618cg Alcohol

115. 1-octadecanol, 95%

116. Ssd Af (salt/mix)

117. Ec 204-017-6

118. Ceteareth-20 (salt/mix)

119. Schembl23810

120. Octadecanol [who-dd]

121. Stearyl Alcohol [ii]

122. Stearyl Alcohol [mi]

123. 4-01-00-01888 (beilstein Handbook Reference)

124. Chembl24640

125. Stearyl Alcohol (jp17/nf)

126. Stearyl Alcohol [jan]

127. Stearyl Alcohol 98/f

128. Stearyl Alcohol 98/p

129. Stearyl Alcohol [hsdb]

130. Stearyl Alcohol [inci]

131. Wln: Q18

132. Stearyl Alcohol [vandf]

133. Dtxsid8026935

134. Schembl10409854

135. Stearyl Alcohol [mart.]

136. (c18-c32)alcohol Fraction (distillation Column Bottoms)

137. Stearyl Alcohol [usp-rs]

138. Stearyl Alcohol [who-dd]

139. Cs-d1671

140. Hy-y1809

141. Zinc8214679

142. Tox21_111610

143. Lmfa05000085

144. Stl453659

145. 1-octadecanol, Technical Grade, 80%

146. Akos009031494

147. Cachalot S-56 Stearyl Alcohol

148. Stearyl Alcohol [ep Monograph]

149. Tox21_111610_1

150. 1-octadecanol, Reagentplus(r), 99%

151. Ncgc00159369-03

152. Sy011369

153. 1-octadecanol, Puriss., >=99.0% (gc)

154. Ft-0761208

155. O0006

156. 1-octadecanol, Selectophore(tm), >=99.5%

157. 1-octadecanol, Vetec(tm) Reagent Grade, 94%

158. D01924

159. A802702

160. L000755

161. Q632384

162. Sr-01000944718

163. J-002873

164. Sr-01000944718-1

165. Stearyl Alcohol, European Pharmacopoeia (ep) Reference Standard

166. 2def44b7-b367-4188-89e4-531379568c74

167. Stearyl Alcohol, United States Pharmacopeia (usp) Reference Standard

168. Stearyl Alcohol, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 270.5 g/mol
Molecular Formula C18H38O
XLogP38.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count16
Exact Mass270.292265831 g/mol
Monoisotopic Mass270.292265831 g/mol
Topological Polar Surface Area20.2 Ų
Heavy Atom Count19
Formal Charge0
Complexity145
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

Stearyl alcohol is found naturally in various mammalian tissues ... Results from several studies indicate that stearyl alcohol is poorly absorbed from the gastrointestinal tract.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 6:496


Several studies indicate that /1-octadecanol/ is poorly absorbed from the gastrointestinal tract. The entry of 14C-octadecanol into the thoracic lymph duct of the Sprague-Dawley rat was reported. Lymph flows and blood were monitored for radioactivity in different intervals following dosing. Intestinal radioactivity was determined in the intestinal homogenate which showed the percent absorbed radioactivity in the lymph was 56.6 +/- 14.0. Of this, more than half was found in the triglycerides of the lymph, 6 to 13 % in the phospholipids, 2 to 8% as the cholesterol esters, and 4 to 10% unchanged octadecanol. 90% of octadecanol was found in the lipomicrom fraction of the blood. The absorption of the compound appeared to be a function of its lipid solubility.

European Chemicals Bureau; IUCLID Dataset, 1-Octadecanol (112-92-5) (2000 CD-ROM edition). Available from, as of April 20, 2006: https://esis.jrc.ec.europa.eu/


4.2 Metabolism/Metabolites

Stearyl alcohol ... is used in the biosynthesis of lipids and other naturally occurring cellular constituents and enters metabolic pathways for energy production. This fatty alcohol is readily converted to stearic acid, another common constituent of mammalian tissue.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. 6:496


From the absorbed fraction more than half was metabolized to triglycerides, 6-13% to phospholipids, 2- 8% to cholesterol esters, and 4-10% remained as unchanged octadecanol after 24h period, from dosing.

OECD; Screening Information Data Set for 1-Octadecanol 112-92-5. Available from, as of April 21, 2006: https://www.inchem.org/documents/sids/sids/112925.pdf


4.3 Mechanism of Action

... Ethanol, 1-propanol, 1-butanol, 1-pentanol and 1-octanol had essentially the same effects on the mitochondrial ultrastructure: a mixed population of small and enlarged mitochondria with poorly developed cristae; 1-dodecanol induced ultrastructural changes of mitochondria of two distinct types: a mixed population of small and enlarged mitochondria with poorly developed cristae in some hepatocytes and remarkably enlarged mitochondria with well-developed cristate in others; and 1-octadecanol induced remarkably enlarged mitochondria in all hepatocytes.

Wakabayashi T et al; Acta Pathol Jpn 41(6): 405-13 (1991)


... The reactivity of the fatty alcohols with cetrimide decreased with increasing chain length although branching on the tetradecanol and hexadecanol resulted in a higher reactivity. Adding 1-octadecanol to 1-hexadecanol resulted in an increased reactivity rising to a maximum for mixtures containing 20-40% w/w 1-octadecanol.

Rowe RC; J Pharm Pharmacol 39 (1): 50-2 (1987)


... Peak inhibition was recorded with saturated primary alcohols (64 microM) varying in chain length from 16 to 19 carbon atoms. The unsaturated alcohols (oleyl, linoleyl, and linolenyl) and the secondary alcohol (pentadecan-2-ol) were considerably less effective growth inhibitors. Stearic and palmitic acids were also ineffective.

Fletcher RD et al; Antimicrob Agents Chemother 19 (5): 917-21 (1981)


After incubation of stationary phase Leishmania donovani with [1-14C]octadecanol, about 70% of the precursor was taken up within 3 hr. Wax esters and acyl moieties of glycerolipids contained most of the 14C-activity from 3 to 6 hr, because octadecanol was partly oxidized to stearate. Ether moieties were only weakly labeled. After 40 hr, 1-0-alkyl and 1-0-alk-1'-enyl diacylglycerols as well as 1-0-alkyl and 1-0-alk-1'-enyl-2-acyl-sn-glycero-3-phosphoethanolamines contained nearly all of the radioactivity. Most of the label in the neutral ether lipids was located in the alkyl ether side chain, whereas, in the phosphatidylethanolamine fraction, most of the label was found in the alkenyl ether side chain.

Herrmann H, Gercken G; Lipids 15 (3): 179-85 (1980)