Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C28H58O |
| Molecular Weight | 410.7595 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCCCCO
InChI
InChIKey=CNNRPFQICPFDPO-UHFFFAOYSA-N
InChI=1S/C28H58O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29/h29H,2-28H2,1H3
| Molecular Formula | C28H58O |
| Molecular Weight | 410.7595 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/20581854Curator's Comment: description was created based on several sources, including
https://www.drugs.com/npp/octacosanol.html
https://www.ncbi.nlm.nih.gov/pubmed/12591561
https://www.ncbi.nlm.nih.gov/pubmed/20301014
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20581854
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/npp/octacosanol.html
https://www.ncbi.nlm.nih.gov/pubmed/12591561
https://www.ncbi.nlm.nih.gov/pubmed/20301014
Octacosanol, a low–molecular-weight primary aliphatic alcohol, is the main component of a natural product wax extracted from plants. Most studies have used a wheat-germ oil extract, or policosanol, a natural mixture of primary alcohols isolated from sugar cane wax, of which octacosanol is the main component (approximately 67% of policosanol is octacosanol). It has a number of indications for its use, many of which are currently being researched. Moreover, a small controlled study showed that some patients with mild Parkinsonism claimed of benefit from octacosanol. Although some research has been conducted using policosanol, little research is currently available that focuses on octacosanol alone. Studies have also found that octacosanol may inhibit the production of cholesterol. In the early 1990s, researchers at Dalmer Laboratories in La Habana Cuba isolated and produced the first policosanol (PC) supplement. The original PC supplement has been approved as a cholesterol-lowering drug in over 25 countries throughout the Caribbean and South America. Cuban studies claim that 1 to 20 mg/day of the original PC supplement are effective at producing significant reductions in total cholesterol (TC) and low-density lipoprotein cholesterol (LDL-C). These studies also show that PC supplements are potent antioxidants, promote proper arterial endothelial cell function, inhibit platelet aggregation and thrombosis, and serve as effective treatments for intermittent claudication. However, for the most part, those studies reporting therapeutic efficacy of PC were carried out by one research group situated in Cuba. Conversely, research groups outside of Cuba have failed to validate the cholesterol-lowering and antioxidant efficacy of PC. Cuban researchers, however, continue to claim that the efficacy is attributed to the unique purity and composition of the original PC preparation, a mixture not found in PC products used by external research groups. The absence of independent and external studies confirming the therapeutic benefits of PC in disease prevention and treatment raises questions regarding their true efficacy. Octacosanol also may prevent from atherosclerosis through activation of the PI3K/Akt and MAPK/Erk1/2 signaling pathways.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: map04151 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25638063 |
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Target ID: map04010 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25638063 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | Unknown Approved UseUnknown |
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| Preventing | Unknown Approved UseUnknown |
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| Preventing | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Traditional herbal medicine in far-west Nepal: a pharmacological appraisal. | 2010-12-13 |
|
| Effects of Phyllanthus reticulatus on lipid profile and oxidative stress in hypercholesterolemic albino rats. | 2010-12 |
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| Phytoconstituents from Alpinia purpurata and their in vitro inhibitory activity against Mycobacterium tuberculosis. | 2010-10 |
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| Phytopharmacology of Ficus religiosa. | 2010-07 |
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| Protective effects of octacosanol on 6-hydroxydopamine-induced Parkinsonism in rats via regulation of ProNGF and NGF signaling. | 2010-07 |
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| Plant neighbor identity influences plant biochemistry and physiology related to defense. | 2010-06-17 |
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| Synthesis of 1-octacosanol and GC-C-IRMS discrimination of samples from different origin. | 2010-03 |
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| Metabolic profiling of Arabidopsis thaliana epidermal cells. | 2010-03 |
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| Nutritional bioactive components of wheat straw as affected by genotype and environment. | 2010-01 |
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| Trace quantification of 1-octacosanol and 1-triacontanol and their main metabolites in plasma by liquid-liquid extraction coupled with gas chromatography-mass spectrometry. | 2009-12-15 |
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| Regulation of HMGCoA reductase activity by policosanol and octacosadienol, a new synthetic analogue of octacosanol. | 2009-10 |
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| Solid lipid nanoparticles: a modern formulation approach in drug delivery system. | 2009-07 |
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| Policosanol, alpha-tocopherol, and moisture content as a function of timing of harvest of Switchgrass (Panicum virgatum L.). | 2009-05-13 |
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| Application of GC-MS for the detection of lipophilic compounds in diverse plant tissues. | 2009-04-24 |
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| Long-chain fatty alcohols from pomace olive oil modulate the release of proinflammatory mediators. | 2009-03 |
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| Antiatherosclerotic function of Kokuto, Okinawan noncentrifugal cane sugar. | 2009-01-14 |
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| A fast, precise and low-cost replication technique for nano- and high-aspect-ratio structures of biological and artificial surfaces. | 2008-12 |
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| Three novel compounds from the leaves of Smallanthus sonchifolius. | 2008-11-26 |
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| Octacosanol isolated from Tinospora cordifolia downregulates VEGF gene expression by inhibiting nuclear translocation of NF- |
2008-07-07 |
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| Changes in cholesterol kinetics following sugar cane policosanol supplementation: a randomized control trial. | 2008-04-30 |
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| Effects of emulsified policosanols with different chain lengths on cholesterol metabolism in heterozygous LDL receptor-deficient mice. | 2008-04 |
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| Octacosanol attenuates disrupted hepatic reactive oxygen species metabolism associated with acute liver injury progression in rats intoxicated with carbon tetrachloride. | 2008-03 |
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| Octacosanol administration to humans decreases neutral sterol and bile acid concentration in feces. | 2008-02 |
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| In silico toxicological screening of natural products. | 2008 |
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| Comparison of various extraction methods for policosanol from rice bran wax and establishment of chromatographic fingerprint of policosanol. | 2007-07-11 |
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| Quantification of sterols and aliphatic alcohols in Mediterranean stone pine (Pinus pinea L.) populations. | 2007-03-21 |
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| Comparison of composition and absorption of sugarcane policosanols. | 2007-02 |
|
| [Study on the active components of Nardostachys chinensis]. | 2007-01 |
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| Policosanol inhibits cholesterol synthesis in hepatoma cells by activation of AMP-kinase. | 2006-09 |
|
| Policosanol content and composition in perilla seeds. | 2006-07-26 |
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| Secondary metabolites from Senecio burtonii (Compositae). | 2006-04 |
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| Structural analysis of wheat wax (Triticum aestivum, c.v. 'Naturastar' L.): from the molecular level to three dimensional crystals. | 2006-01 |
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| Antihyperlipidaemic effect of a Monascus purpureus brand dietary supplement on a large sample of subjects at low risk for cardiovascular disease: a pilot study. | 2005-12 |
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| What do microbes encounter at the plant surface? Chemical composition of pea leaf cuticular waxes. | 2005-09 |
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| Policosanol has no antioxidant activity in human low-density lipoprotein but increases excretion of bile acids in hamsters. | 2005-08-10 |
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| Quantitative determination of sterols and other alcohols in overland flow from grazing land and possible source materials. | 2005-08 |
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| Antibacterial potential from Indian Suregada angustifolia. | 2005-07-14 |
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| Policosanol contents and compositions of wheat varieties. | 2005-07-13 |
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| Cuticular wax profiles of leaves of some traditionally used African Bignoniaceae. | 2004-11-16 |
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| Wheat germ policosanol failed to lower plasma cholesterol in subjects with normal to mildly elevated cholesterol concentrations. | 2004-10 |
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| In vitro and in vivo study of octacosanol metabolism. | 2004-06-27 |
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| Nutritional significance and metabolism of very long chain fatty alcohols and acids from dietary waxes. | 2004-03 |
|
| [A new chromone glycoside from Cassia siamea lam]. | 2003-02 |
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| Octacosanol in human health. | 2003-02 |
|
| [Studies on chemical constituents of Choerospondias axillaris]. | 2003-01 |
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| Octacosanol supplementation increases running endurance time and improves biochemical parameters after exhaustion in trained rats. | 2003 |
|
| Remediation of fine fractions of dredged sediments by flotation. | 2002-08 |
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| Study of the interaction between policosanol and excipients. | 2002-07-24 |
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| Policosanol: clinical pharmacology and therapeutic significance of a new lipid-lowering agent. | 2002-02 |
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| Inhibition of rat lipoprotein lipid peroxidation by the oral administration of D003, a mixture of very long-chain saturated fatty acids. | 2002-01 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11201841
10 mg/day
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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Mon Mar 31 17:54:50 GMT 2025
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| Record UNII |
81I2215OVK
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545 (Number of products:149)
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557-61-9
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DB11220
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10770
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12166
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C1505
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C87340
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m8103
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C044309
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1-OCTACOSANOL
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68406
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28243
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SUB34737
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4668
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100000128078
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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ACTIVE MOIETY |