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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
Structure of 1-OCTACOSANOL

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

HIDE SMILES / InChI

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

Description
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

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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
Phytoconstituents from Alpinia purpurata and their in vitro inhibitory activity against Mycobacterium tuberculosis.
2010-10
Phytopharmacology of Ficus religiosa.
2010-07
Protective effects of octacosanol on 6-hydroxydopamine-induced Parkinsonism in rats via regulation of ProNGF and NGF signaling.
2010-07
Plant neighbor identity influences plant biochemistry and physiology related to defense.
2010-06-17
Synthesis of 1-octacosanol and GC-C-IRMS discrimination of samples from different origin.
2010-03
Metabolic profiling of Arabidopsis thaliana epidermal cells.
2010-03
Nutritional bioactive components of wheat straw as affected by genotype and environment.
2010-01
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
Regulation of HMGCoA reductase activity by policosanol and octacosadienol, a new synthetic analogue of octacosanol.
2009-10
Solid lipid nanoparticles: a modern formulation approach in drug delivery system.
2009-07
Policosanol, alpha-tocopherol, and moisture content as a function of timing of harvest of Switchgrass (Panicum virgatum L.).
2009-05-13
Application of GC-MS for the detection of lipophilic compounds in diverse plant tissues.
2009-04-24
Long-chain fatty alcohols from pomace olive oil modulate the release of proinflammatory mediators.
2009-03
Antiatherosclerotic function of Kokuto, Okinawan noncentrifugal cane sugar.
2009-01-14
A fast, precise and low-cost replication technique for nano- and high-aspect-ratio structures of biological and artificial surfaces.
2008-12
Three novel compounds from the leaves of Smallanthus sonchifolius.
2008-11-26
Octacosanol isolated from Tinospora cordifolia downregulates VEGF gene expression by inhibiting nuclear translocation of NF-B and its DNA binding activity.
2008-07-07
Changes in cholesterol kinetics following sugar cane policosanol supplementation: a randomized control trial.
2008-04-30
Effects of emulsified policosanols with different chain lengths on cholesterol metabolism in heterozygous LDL receptor-deficient mice.
2008-04
Octacosanol attenuates disrupted hepatic reactive oxygen species metabolism associated with acute liver injury progression in rats intoxicated with carbon tetrachloride.
2008-03
Octacosanol administration to humans decreases neutral sterol and bile acid concentration in feces.
2008-02
In silico toxicological screening of natural products.
2008
Comparison of various extraction methods for policosanol from rice bran wax and establishment of chromatographic fingerprint of policosanol.
2007-07-11
Quantification of sterols and aliphatic alcohols in Mediterranean stone pine (Pinus pinea L.) populations.
2007-03-21
Comparison of composition and absorption of sugarcane policosanols.
2007-02
[Study on the active components of Nardostachys chinensis].
2007-01
Policosanol inhibits cholesterol synthesis in hepatoma cells by activation of AMP-kinase.
2006-09
Policosanol content and composition in perilla seeds.
2006-07-26
Secondary metabolites from Senecio burtonii (Compositae).
2006-04
Structural analysis of wheat wax (Triticum aestivum, c.v. 'Naturastar' L.): from the molecular level to three dimensional crystals.
2006-01
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
What do microbes encounter at the plant surface? Chemical composition of pea leaf cuticular waxes.
2005-09
Policosanol has no antioxidant activity in human low-density lipoprotein but increases excretion of bile acids in hamsters.
2005-08-10
Quantitative determination of sterols and other alcohols in overland flow from grazing land and possible source materials.
2005-08
Antibacterial potential from Indian Suregada angustifolia.
2005-07-14
Policosanol contents and compositions of wheat varieties.
2005-07-13
Cuticular wax profiles of leaves of some traditionally used African Bignoniaceae.
2004-11-16
Wheat germ policosanol failed to lower plasma cholesterol in subjects with normal to mildly elevated cholesterol concentrations.
2004-10
In vitro and in vivo study of octacosanol metabolism.
2004-06-27
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
Octacosanol in human health.
2003-02
[Studies on chemical constituents of Choerospondias axillaris].
2003-01
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
Study of the interaction between policosanol and excipients.
2002-07-24
Policosanol: clinical pharmacology and therapeutic significance of a new lipid-lowering agent.
2002-02
Inhibition of rat lipoprotein lipid peroxidation by the oral administration of D003, a mixture of very long-chain saturated fatty acids.
2002-01
Patents

Sample Use Guides

10 mg/day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:54:50 GMT 2025
Edited
by admin
on Mon Mar 31 17:54:50 GMT 2025
Record UNII
81I2215OVK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OCTACOSANOL
MART.   MI   WHO-DD  
Preferred Name English
1-OCTACOSANOL
Systematic Name English
OCTACOSANOL [MI]
Common Name English
OCTANOSOL
Common Name English
Octacosanol [WHO-DD]
Common Name English
CLUYTYL ALCOHOL
Common Name English
OCTACOSANOL (CONSTITUENT OF SAW PALMETTO) [DSC]
Common Name English
NSC-10770
Code English
OCTACOSYL ALCOHOL
Systematic Name English
MONTANYL ALCOHOL
Systematic Name English
N-OCTACOSANOL
Common Name English
OCTACOSANOL [MART.]
Common Name English
Classification Tree Code System Code
DSLD 545 (Number of products:149)
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
209-181-2
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
CAS
557-61-9
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID1025803
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
DRUG BANK
DB11220
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
NSC
10770
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
FDA UNII
81I2215OVK
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
RXCUI
12166
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY RxNorm
NCI_THESAURUS
C1505
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
CONCEPT Dietary Supplement
NCI_THESAURUS
C87340
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
MERCK INDEX
m8103
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY Merck Index
MESH
C044309
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
WIKIPEDIA
1-OCTACOSANOL
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
PUBCHEM
68406
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
CHEBI
28243
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
EVMPD
SUB34737
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
DRUG CENTRAL
4668
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
SMS_ID
100000128078
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
DAILYMED
81I2215OVK
Created by admin on Mon Mar 31 17:54:50 GMT 2025 , Edited by admin on Mon Mar 31 17:54:50 GMT 2025
PRIMARY
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USP
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ACTIVE MOIETY