Octacosanol
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1-Octacosanol (also known as ''n''-octacosanol, octacosyl alcohol, cluytyl alcohol, montanyl alcohol) is a straight-chain
aliphatic In organic chemistry, hydrocarbons ( compounds composed solely of carbon and hydrogen) are divided into two classes: aromatic compounds and aliphatic compounds (; G. ''aleiphar'', fat, oil). Aliphatic compounds can be saturated, like hexane ...
28-carbon
primary Primary or primaries may refer to: Arts, entertainment, and media Music Groups and labels * Primary (band), from Australia * Primary (musician), hip hop musician and record producer from South Korea * Primary Music, Israeli record label Works ...
fatty alcohol Fatty alcohols (or long-chain alcohols) are usually high-molecular-weight, straight-chain primary alcohols, but can also range from as few as 4–6 carbons to as many as 22–26, derived from natural fats and oils. The precise chain length varies ...
that is common in the
epicuticular wax Epicuticular wax is a coating of wax covering the outer surface of the plant cuticle in land plants. It may form a whitish film or bloom on leaves, fruits and other plant organs. Chemically, it consists of hydrophobic organic compounds, mainly st ...
es of plants, including the leaves of many species of ''
Eucalyptus ''Eucalyptus'' () is a genus of over seven hundred species of flowering trees, shrubs or mallees in the myrtle family, Myrtaceae. Along with several other genera in the tribe Eucalypteae, including '' Corymbia'', they are commonly known as ...
'', of most
forage Forage is a plant material (mainly plant leaves and stems) eaten by grazing livestock. Historically, the term ''forage'' has meant only plants eaten by the animals directly as pasture, crop residue, or immature cereal crops, but it is also use ...
and
cereal A cereal is any grass cultivated for the edible components of its grain (botanically, a type of fruit called a caryopsis), composed of the endosperm, germ, and bran. Cereal grain crops are grown in greater quantities and provide more food ...
grass Poaceae () or Gramineae () is a large and nearly ubiquitous family of monocotyledonous flowering plants commonly known as grasses. It includes the cereal grasses, bamboos and the grasses of natural grassland and species cultivated in lawns a ...
es, of ''
Acacia ''Acacia'', commonly known as the wattles or acacias, is a large genus of shrubs and trees in the subfamily Mimosoideae of the pea family Fabaceae. Initially, it comprised a group of plant species native to Africa and Australasia. The genus nam ...
'', ''
Trifolium Clover or trefoil are common names for plants of the genus ''Trifolium'' (from Latin ''tres'' 'three' + ''folium'' 'leaf'), consisting of about 300 species of flowering plants in the legume or pea family Fabaceae originating in Europe. The gen ...
'', ''
Pisum ''Pisum'' is a genus of flowering plants in the family Fabaceae, native to southwest Asia and northeast Africa. It contains one to five species, depending on taxonomic interpretation; the International Legume Database (ILDIS) accepts three speci ...
'' and many other
legume A legume () is a plant in the family Fabaceae (or Leguminosae), or the fruit or seed of such a plant. When used as a dry grain, the seed is also called a pulse. Legumes are grown agriculturally, primarily for human consumption, for livestock for ...
genera among many others, sometimes as the major wax constituent.EA Baker (1982) Chemistry and morphology of plant epicuticular waxes. pp. 139–165. ''In'' "The Plant Cuticle". edited by DF Cutler, KL Alvin and CE Price. Academic Press, London. Octacosanol also occurs in wheat germ.


Chemistry

Octacosanol is insoluble in water but freely soluble in low molecular-weight
alkanes In organic chemistry, an alkane, or paraffin (a historical trivial name that also has other meanings), is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in ...
and in
chloroform Chloroform, or trichloromethane, is an organic compound with formula C H Cl3 and a common organic solvent. It is a colorless, strong-smelling, dense liquid produced on a large scale as a precursor to PTFE. It is also a precursor to various ...
.


Biological effects

Octacosanol is the main component in the mixture
policosanol Policosanol is the generic term for a mixture of long chain alcohols extracted from plant waxes. It is used as a dietary supplement. History Policosanol was originally derived from sugar cane but the chemicals can also be isolated from beeswa ...
. Octacosanol has been subject to preliminary study for its potential benefit for patients with
Parkinson's disease Parkinson's disease (PD), or simply Parkinson's, is a long-term degenerative disorder of the central nervous system that mainly affects the motor system. The symptoms usually emerge slowly, and as the disease worsens, non-motor symptoms beco ...
. Studies have also found that octacosanol may inhibit the production of
cholesterol Cholesterol is any of a class of certain organic molecules called lipids. It is a sterol (or modified steroid), a type of lipid. Cholesterol is biosynthesized by all animal cells and is an essential structural component of animal cell memb ...
. In mice, octacosanol reduces stress and restores stress-affected sleep back to normal.


References

{{DEFAULTSORT:Octacosanol, 1- Fatty alcohols Primary alcohols Alkanols