1-Octacosanol

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1-Octacosanol
1-Octacosanol-folded.svg
Names
IUPAC name
Octacosan-1-ol
Other names
n-Octacosanol; Octacosyl alcohol; Octanosol; Montanyl alcohol; Cluytyl alcohol
Identifiers
557-61-9 N
ChEBI CHEBI:28243 YesY
ChemSpider 61689 YesY
Jmol-3D images Image
KEGG C08387 YesY
MeSH 1-octacosanol
PubChem 68406
UNII 81I2215OVK YesY
Properties
C28H58O
Molar mass 410.76 g·mol−1
Melting point 83 °C (181 °F; 356 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

1-Octacosanol[pronunciation?] (also known as n-octacosanol, octacosyl alcohol, cluytyl[pronunciation?] alcohol, montanyl[pronunciation?] alcohol) is a straight-chain aliphatic 28-carbon primary fatty alcohol that is common in the epicuticular waxes of plants, including the leaves of many species of Eucalyptus, of most forage and cereal grasses, of Acacia, Trifolium, Pisum and many other legume genera among many others, sometimes as the major wax constituent.[1] Octacosanol also occurs in wheat germ.[2]

Chemistry[edit]

Octacosanol is insoluble in water but freely soluble in low molecular-weight alkanes and in chloroform.

Biological effects[edit]

Octacosanol is the main component in the mixture policosanol.[3] Octacosanol has been subject to preliminary study for its potential benefit for patients with Parkinson's disease.[4][5] Studies have also found that octacosanol may inhibit the production of cholesterol.[3]

References[edit]

  1. ^ EA Baker (1982) Chemistry and morphology of plant epicuticular waxes. pp139-165. In "The Plant Cuticle". edited by DF Cutler, KL Alvin and CE Price. Academic Press, London. ISBN 0-12-199920-3
  2. ^ "Octacosanol". Natural Products (Professional). drugs.com. Archived from the original on 3 June 2009. Retrieved 9 July 2009. isolated from wheat germ oil or other plants 
  3. ^ a b Taylor, Johanna C; Rapport, Lisa; Lockwood, G.Brian (2003). "Octacosanol in human health". Nutrition 19 (2): 192–5. doi:10.1016/S0899-9007(02)00869-9. PMID 12591561. 
  4. ^ Snider, SR (1984). "Octacosanol in parkinsonism". Annals of neurology 16 (6): 723. doi:10.1002/ana.410160615. PMID 6395790. 
  5. ^ Wang, T; Liu, YY; Wang, X; Yang, N; Zhu, HB; Zuo, PP (2010). "Protective effects of octacosanol on 6-hydroxydopamine-induced Parkinsonism in rats via regulation of ProNGF and NGF signaling". Acta pharmacologica Sinica 31 (7): 765–74. doi:10.1038/aps.2010.69. PMID 20581854.