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Policosanol

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Policosanol

Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Propanol, Propan-1-ol, Propyl alcohol, N-propanol, 71-23-8, N-propyl alcohol

Molecular Formula

C₃H₈O

Molecular Weight

60.10 g/mol

InChI Key

BDERNNFJNOPAEC-UHFFFAOYSA-N

FDA UNII

96F264O9SV

A colorless liquid made by oxidation of aliphatic hydrocarbons that is used as a solvent and chemical intermediate.

1 2D Structure

Policosanol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

propan-1-ol

2.1.2 InChI

InChI=1S/C3H8O/c1-2-3-4/h4H,2-3H2,1H3

2.1.3 InChI Key

BDERNNFJNOPAEC-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCO

2.2 Other Identifiers

2.2.1 UNII

96F264O9SV

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Alcohol, Propyl

2. N-propanol

3. Propanol

4. Propyl Alcohol

2.3.2 Depositor-Supplied Synonyms

1. Propanol

2. Propan-1-ol

3. Propyl Alcohol

4. N-propanol

5. 71-23-8

6. N-propyl Alcohol

7. Ethylcarbinol

8. 1-hydroxypropane

9. Optal

10. Policosanol

11. Osmosol Extra

12. Propylic Alcohol

13. Propanol-1

14. 1-propyl Alcohol

15. N-propan-1-ol

16. Propanolen

17. Propanole

18. Alcohol, Propyl

19. Propanoli

20. Ethyl Carbinol

21. Alcool Propilico

22. Alcool Propylique

23. N-propyl Alkohol

24. Propylowy Alkohol

25. 1-proponol

26. Propane-1-ol

27. 142583-61-7

28. Propylalcohol

29. Fema No. 2928

30. Nsc 30300

31. N-proh

32. Propylan-propyl Alcohol

33. Mfcd00002941

34. Chebi:28831

35. 96f264o9sv

36. Nsc-30300

37. Un 1274

38. 1-propanol, Anhydrous

39. Albacol

40. Pol

41. Propanole [german]

42. Propanolen [dutch]

43. Propanol, 1-

44. Propanoli [italian]

45. Propyl Alcohol, Normal

46. Caswell No. 709a

47. Fema Number 2928

48. Propyl Alcohol (natural)

49. 1 Propanol

50. Alcool Propilico [italian]

51. Alcool Propylique [french]

52. N-propyl Alkohol [german]

53. Propylowy Alkohol [polish]

54. Propyl Alcohol, N-

55. Ccris 3202

56. Hsdb 115

57. Einecs 200-746-9

58. Un1274

59. Epa Pesticide Chemical Code 047502

60. Brn 1098242

61. Hydroxypropane

62. Ethyl Methanol

63. N-propylalcohol

64. Normal Propanol

65. N-propylalkohol

66. Unii-96f264o9sv

67. Ai3-16115

68. 62309-51-7

69. 3-propanol

70. Nproh

71. Hopr

72. Proh

73. Normal Propyl Alcohol

74. N-propanol Acs Grade

75. N-c3h7oh

76. 1-propanol, Hplc Grade

77. Dsstox_cid_1739

78. Bmse000446

79. N-propanol [hsdb]

80. Propanol [who-dd]

81. 1-propanol, >=99%

82. Ec 200-746-9

83. Dsstox_rid_76299

84. Propyl Alcohol [mi]

85. Dsstox_gsid_21739

86. Propyl Alcohol [fcc]

87. Wln: Q3

88. 4-01-00-01413 (beilstein Handbook Reference)

89. Chembl14687

90. Propyl Alcohol [fhfi]

91. Propyl Alcohol [inci]

92. 1-propanol [usp-rs]

93. 1-propanol, Analytical Standard

94. 1-propanol, Jis Special Grade

95. Propanol [ep Monograph]

96. Propyl Alcohol [mart.]

97. 1-propanol, >=99%, Fg

98. 1-propanol, Lr, >=99%

99. Dtxsid2021739

100. 1-propanol, >=99.80%

101. Bdbm36153

102. Propyl Alcohol (fragrance Grade)

103. Propyl Alcohol (propanol)

104. 1-propanol, Anhydrous, 99.7%

105. 1-propanol, P.a., 99.5%

106. Zinc895969

107. 1-propanol, Ar, >=99.5%

108. Amy11110

109. Nsc30300

110. Tox21_302440

111. 1-propanol, Spectrophotometric Grade

112. Lmfa05000101

113. N-propanol Or Propyl Alcohol, Normal

114. Stl264225

115. 1-propanol, Natural, >=98%, Fg

116. Hydroxypropyl Cellulose-sl (hpc-sl)

117. 1-propanol 1000 Microg/ml In Water

118. 1-propanol, >=99% (gc), Purum

119. Akos000249219

120. 1-propanol, For Hplc, >=99.5%

121. 1-propanol, For Hplc, >=99.9%

122. Db03175

123. 1-propanol, Acs Reagent, >=99.5%

124. 1-propanol, Hplc Grade, >=99.5%

125. Cas-71-23-8

126. 1-propanol 1000 Microg/ml In Methanol

127. 1-propanol, Purum, >=99.0% (gc)

128. Ncgc00255163-01

129. 1-propanol 100 Microg/ml In Acetonitrile

130. 1-propanol, Saj First Grade, >=99.0%

131. Propyl Alcohol (normal) Reagent Grade Acs

132. Ft-0608280

133. Ft-0608281

134. Ft-0627482

135. P0491

136. 1-propanol, Uv Hplc Spectroscopic, 99.0%

137. C05979

138. Q14985

139. A837125

140. J-505102

141. 1-propanol, For Inorganic Trace Analysis, >=99.8%

142. 1-propanol, B&j Brand (product Of Burdick & Jackson)

143. F0001-1829

144. Z955123580

145. 1-propanol, Puriss. P.a., Reag. Ph. Eur., >=99.5% (gc)

146. 1-propanol, United States Pharmacopeia (usp) Reference Standard

147. N-propanol Or Propyl Alcohol, Normal [un1274] [flammable Liquid]

148. 1-propanol, Pharmaceutical Secondary Standard; Certified Reference Material

149. 5vq

150. 71-31-8

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₃H₈O
Molecular Weight	60.10 g/mol
XLogP3	0.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	1
Exact Mass	60.057514874 g/mol
Monoisotopic Mass	60.057514874 g/mol
Topological Polar Surface Area	20.2 Å²
Heavy Atom Count	4
Formal Charge	0
Complexity	7.2
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 ATC Code

D08AX03

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

C - Cardiovascular system

C10 - Lipid modifying agents

C10A - Lipid modifying agents, plain

C10AX - Other lipid modifying agents

C10AX08 - Policosanol

D - Dermatologicals

D08 - Antiseptics and disinfectants

D08A - Antiseptics and disinfectants

D08AX - Other antiseptics and disinfectants

D08AX03 - Propanol

4.2 Absorption, Distribution and Excretion

PROPANOL-1 IS ABSORBED FROM GI TRACT & LUNGS. IT CAN BE ABSORBED FROM THE SKIN IF A SIGNIFICANT AMOUNT IS CONFINED TO THE SKIN. 1-PROPANOL IS ABSORBED MORE READILY THAN ETHANOL. ...

Snyder, R. (ed.). Ethel Browning's Toxicity and Metabolism of Industrial Solvents. Second Edition. Volume 3 Alcohols and Esters. New York, NY: Elsevier, 1992., p. 28

... USING ABDOMINAL AUTOPSY /HUMAN/ SKIN IN A DIFFUSION CHAMBER ... 1-PROPANOL PENETRATED THE SKIN MORE RAPIDLY FROM SOLUTION IN NONPOLAR SOLVENTS SUCH AS ISOPROPYL PALMITATE, OLIVE OIL, & MINERAL OIL THAN FROM SOLUTION IN SALINE.

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4561

FOLLOWING AN ORAL DOSE OF 2 G/KG TO RATS, 0.13% OF THE DOSE WAS EXCRETED IN THE URINE. ... 1.65% /WAS/ EXCRETED IN THE EXPIRED AIR & 0.7% EXCRETED IN THE URINE FOLLOWING AN ORAL DOSE OF 2 ML/KG TO RABBITS.

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4560

Urine was analyzed immediately, 1, 2, 8, and 9 hr after drinking (during 2 hr) 3.75 ml/kg of beverages containing orange juice, 15 or 40% ethanol, and and 1 g/l of 1-propanol, 2-propanol, 1-butanol, 2-butanol, isobutyl alcohol or a mixture of 1-propanol & isobutyl alcohol. Maximum urine levels /in mg/l/ were found 1 hr after drinking ended: 1-propanol 5.04, 2-propanol 3.36, 1-butanol 0.43, 2-butanol 2.55, isobutyl alcohol ... 1.7-2.03 mg/l. Urine treatment with beta-glucuronidase before analysis indicated that significant amounts of the alcohols were excreted as glucuronides, esp isobutyl alcohol. 2-Propanol and 2-butanol were the slowest to be metabolized. When mixtures of alcohols were given, the concentrations of isobutyl alcohol glucuronides were high with the mixtures containing 5 and 15% ethanol, and decreased at 40% ethanol.

Bonte W et al; Blutalkohol 18 (6): 412-26 (1981)

4.3 Metabolism/Metabolites

... PROPANOL ... MAY FORM ETHEREAL ... /SULFATE/

LaDu, B.N., H.G. Mandel, and E.L. Way. Fundamentals of Drug Metabolism and Disposition. Baltimore: Williams and Wilkins, 1971., p. 161

1-PROPANOL IS METABOLIZED BY THE ENZYME ALCOHOL DEHYDROGENASE. IT IS READILY OXIDIZED IN THE BODY, FIRST TO PROPIONIC ACID AND THEN TO CARBON DIOXIDE, WATER AND PERHAPS A SMALL AMOUNT OF LACTIC ACID.

Snyder, R. (ed.). Ethel Browning's Toxicity and Metabolism of Industrial Solvents. Second Edition. Volume 3 Alcohols and Esters. New York, NY: Elsevier, 1992., p. 27

... HEPATIC MICROSOMES CATALYZED THE OXIDATION OF PROPANOL TO ITS ALDEHYDE IN THE RAT. THE REACTION REQUIRED OXYGEN & NICOTINAMIDE-ADENINE DINUCLEOTIDE PHOSPHATE, WAS INHIBITED BY CARBON DIOXIDE AND ACTED INDEPENDENTLY OF CATALASE & ALCOHOL DEHYDROGENASE.

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4560

Cytochrome p450 isozyme 3a, isolated from hepatic microsomes of rabbits treated chronically with ethyl alcohol, had a unique substrate specificity when compared with isozymes 2, 3b, 3c, and 4. Form 3a has unusually high activity in the p-hydroxylation of aniline and in the oxidation of alcohols to aldehydes. Isozyme 3a catalyzes the oxidation of methyl alcohol, propyl alcohol, and butanol as well as ethyl alcohol.

PMID:7142188 Morgan ET et al; J Biol Chem 257 (23): 13951-7 (1982)

For more Metabolism/Metabolites (Complete) data for N-PROPANOL (6 total), please visit the HSDB record page.

4.4 Biological Half-Life

No reports found; [TDR, p. 1052]

TDR - Ryan RP, Terry CE, Leffingwell SS (eds). Toxicology Desk Reference: The Toxic Exposure and Medical Monitoring Index, 5th Ed. Washington DC: Taylor & Francis, 1999., p. 1052

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