Details
Stereochemistry | ACHIRAL |
Molecular Formula | C28H58O |
Molecular Weight | 410.7606 |
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 | 410.7606 |
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 |
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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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Remediation of fine fractions of dredged sediments by flotation. | 2002 Aug |
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Policosanol: clinical pharmacology and therapeutic significance of a new lipid-lowering agent. | 2002 Feb |
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[A new chromone glycoside from Cassia siamea lam]. | 2003 Feb |
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Nutritional significance and metabolism of very long chain fatty alcohols and acids from dietary waxes. | 2004 Mar |
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Wheat germ policosanol failed to lower plasma cholesterol in subjects with normal to mildly elevated cholesterol concentrations. | 2004 Oct |
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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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Policosanol has no antioxidant activity in human low-density lipoprotein but increases excretion of bile acids in hamsters. | 2005 Aug 10 |
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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 Dec |
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Policosanol contents and compositions of wheat varieties. | 2005 Jul 13 |
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Antibacterial potential from Indian Suregada angustifolia. | 2005 Jul 14 |
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Secondary metabolites from Senecio burtonii (Compositae). | 2006 Apr |
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Octacosanol isolated from Tinospora cordifolia downregulates VEGF gene expression by inhibiting nuclear translocation of NF- |
2008 Jul 7 |
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Three novel compounds from the leaves of Smallanthus sonchifolius. | 2008 Nov-Dec |
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Application of GC-MS for the detection of lipophilic compounds in diverse plant tissues. | 2009 Apr 24 |
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Antiatherosclerotic function of Kokuto, Okinawan noncentrifugal cane sugar. | 2009 Jan 14 |
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Solid lipid nanoparticles: a modern formulation approach in drug delivery system. | 2009 Jul |
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Long-chain fatty alcohols from pomace olive oil modulate the release of proinflammatory mediators. | 2009 Mar |
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Policosanol, alpha-tocopherol, and moisture content as a function of timing of harvest of Switchgrass (Panicum virgatum L.). | 2009 May 13 |
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Regulation of HMGCoA reductase activity by policosanol and octacosadienol, a new synthetic analogue of octacosanol. | 2009 Oct |
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Effects of Phyllanthus reticulatus on lipid profile and oxidative stress in hypercholesterolemic albino rats. | 2010 Dec |
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Traditional herbal medicine in far-west Nepal: a pharmacological appraisal. | 2010 Dec 13 |
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Nutritional bioactive components of wheat straw as affected by genotype and environment. | 2010 Jan |
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Phytopharmacology of Ficus religiosa. | 2010 Jul |
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Protective effects of octacosanol on 6-hydroxydopamine-induced Parkinsonism in rats via regulation of ProNGF and NGF signaling. | 2010 Jul |
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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 |
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Phytoconstituents from Alpinia purpurata and their in vitro inhibitory activity against Mycobacterium tuberculosis. | 2010 Oct |
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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admin
on
Edited
Sat Jun 26 14:52:48 UTC 2021
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admin
on
Sat Jun 26 14:52:48 UTC 2021
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Record UNII |
81I2215OVK
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Record Status |
Validated (UNII)
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Record Version |
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DSLD |
545 (Number of products:149)
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209-181-2
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557-61-9
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557-61-9
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DB11220
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81I2215OVK
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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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SUB34737
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4668
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PARENT -> CONSTITUENT ALWAYS PRESENT |
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ACTIVE MOIETY |