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 |
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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 |
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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 |
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Palliative | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Quantitative determination of sterols and other alcohols in overland flow from grazing land and possible source materials. | 2005 Aug |
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Secondary metabolites from Senecio burtonii (Compositae). | 2006 Apr |
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Changes in cholesterol kinetics following sugar cane policosanol supplementation: a randomized control trial. | 2008 Apr 30 |
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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 Dec 15 |
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Antiatherosclerotic function of Kokuto, Okinawan noncentrifugal cane sugar. | 2009 Jan 14 |
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Effects of Phyllanthus reticulatus on lipid profile and oxidative stress in hypercholesterolemic albino rats. | 2010 Dec |
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Plant neighbor identity influences plant biochemistry and physiology related to defense. | 2010 Jun 17 |
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Synthesis of 1-octacosanol and GC-C-IRMS discrimination of samples from different origin. | 2010 Mar |
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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Edited
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Record UNII |
81I2215OVK
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Record Status |
Validated (UNII)
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DSLD |
545 (Number of products:149)
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557-61-9
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DTXSID1025803
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DB11220
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10770
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12166
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C1505
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CONCEPT | Dietary Supplement | ||
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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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81I2215OVK
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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ACTIVE MOIETY |