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Pristane is a natural saturated
terpenoid The terpenoids, also known as isoprenoids, are a class of naturally occurring organic compound, organic chemicals derived from the 5-carbon compound isoprene and its derivatives called terpenes, diterpenes, etc. While sometimes used interchangeabl ...
alkane 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 whi ...
obtained primarily from
shark liver oil Shark liver oil is an oil obtained from the livers of sharks. It has been used for centuries as a folk remedy to promote the healing of wounds and as a remedy for respiratory tract and digestive system problems.
, from which its name is derived (
Latin Latin ( or ) is a classical language belonging to the Italic languages, Italic branch of the Indo-European languages. Latin was originally spoken by the Latins (Italic tribe), Latins in Latium (now known as Lazio), the lower Tiber area aroun ...
''pristis'', "shark"). It is also found in the
stomach oil Stomach oil is the light oil composed of neutral dietary lipids found in the proventriculus (fore-gut) of birds in the order Procellariiformes. All albatrosses, procellarids (gadfly petrels and shearwaters) and northern and austral storm ...
of birds in the order
Procellariiformes Procellariiformes is an order (biology), order of seabirds that comprises four family (biology), families: the albatrosses, the Procellariidae, petrels and shearwaters, and two families of storm petrels. Formerly called Tubinares and still call ...
and in mineral oil and some foods. Pristane and
phytane Phytane is the Diterpenoid, isoprenoid alkane formed when phytol, a chemical substituent of chlorophyll, loses its Hydroxy group, hydroxyl group. When phytol loses one carbon atom, it yields pristane. Other sources of phytane and pristane have al ...
are used in the fields of geology and environmental science as biomarkers to characterize origins and evolution of petroleum hydrocarbons and coal. It is a transparent oily liquid that is
immiscible Miscibility () is the property of two chemical substance, substances to mix in all mixing ratio, proportions (that is, to fully dissolution (chemistry), dissolve in each other at any concentration), forming a homogeneity and heterogeneity, homoge ...
with water, but soluble in
diethyl ether Diethyl ether, or simply ether, is an organic compound with the chemical formula , sometimes abbreviated as . It is a colourless, highly Volatility (chemistry), volatile, sweet-smelling ("ethereal odour"), extremely flammable liquid. It belongs ...
,
benzene Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), ring with one hyd ...
,
chloroform Chloroform, or trichloromethane (often abbreviated as TCM), is an organochloride with the formula and a common solvent. It is a volatile, colorless, sweet-smelling, dense liquid produced on a large scale as a precursor to refrigerants and po ...
and
carbon tetrachloride Carbon tetrachloride, also known by many other names (such as carbon tet for short and tetrachloromethane, also IUPAC nomenclature of inorganic chemistry, recognised by the IUPAC), is a chemical compound with the chemical formula CCl4. It is a n ...
. Pristane is known to induce autoimmune diseases in rodents. It is used in research to understand the
pathogenesis In pathology, pathogenesis is the process by which a disease or disorder develops. It can include factors which contribute not only to the onset of the disease or disorder, but also to its progression and maintenance. The word comes . Descript ...
of
rheumatoid arthritis Rheumatoid arthritis (RA) is a long-term autoimmune disorder that primarily affects synovial joint, joints. It typically results in warm, swollen, and painful joints. Pain and stiffness often worsen following rest. Most commonly, the wrist and h ...
and
lupus Lupus, formally called systemic lupus erythematosus (SLE), is an autoimmune disease in which the body's immune system mistakenly attacks healthy tissue in many parts of the body. Symptoms vary among people and may be mild to severe. Common ...
. It is used as a lubricant, a transformer oil, an
immunologic adjuvant In immunology, an adjuvant is a substance that increases or modulates the immune response to a vaccine. The word "adjuvant" comes from the Latin word , meaning to help or aid. "An immunologic adjuvant is defined as any substance that acts to acce ...
, and an
anti-corrosion A corrosion inhibitor or anti-corrosive is a chemical compound added to a liquid or gas to decrease the corrosion rate of a metal that comes into contact with the fluid. The effectiveness of a corrosion inhibitor depends on fluid composition and ...
agent, biological marker, plasmocytomas inducer and in production of monoclonal antibodies. Biosynthetically, pristane is derived from
phytol Phytol (florasol, phytosol) is an acyclic hydrogenated diterpene alcohol that is used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1, as well as in the fragrance industry. Its other commercial uses include co ...
and is used as a biomarker in petroleum studies.
Tocopherols Tocopherols (; TCP) are a class of organic compounds comprising various Methyl group, methylated phenols, many of which have vitamin E activity. Because the vitamin activity was first identified in 1936 from a dietary fertility factor in rats, it ...
represent an alternate sedimentary source of pristane in sediments and petroleum. Toxicity of pristane is alleviated by
aconitine Aconitine is an alkaloid toxin produced by various plant species belonging to the genus ''Aconitum'' (family Ranunculaceae), commonly known by the names wolfsbane and monkshood. Aconitine is notorious for its toxic properties. Structure and rea ...
.


References

{{Reflist Alkanes Diterpenes