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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
[Determination of triacontanol and octacosanol in fenglasu and fenglasu capsules by capillary gas chromatography].
2001 Oct
Trace determination of 1-octacosanol in rat plasma by solid-phase extraction with Tenax GC and capillary gas chromatography.
2001 Oct 5
Study of the interaction between policosanol and excipients.
2002 Mar-Apr
Octacosanol supplementation increases running endurance time and improves biochemical parameters after exhaustion in trained rats.
2003 Winter
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
Policosanol contents and compositions of wheat varieties.
2005 Jul 13
Secondary metabolites from Senecio burtonii (Compositae).
2006 Apr
Structural analysis of wheat wax (Triticum aestivum, c.v. 'Naturastar' L.): from the molecular level to three dimensional crystals.
2006 Jan
Policosanol inhibits cholesterol synthesis in hepatoma cells by activation of AMP-kinase.
2006 Sep
[Study on the active components of Nardostachys chinensis].
2007 Jan
Effects of emulsified policosanols with different chain lengths on cholesterol metabolism in heterozygous LDL receptor-deficient mice.
2008 Apr
Changes in cholesterol kinetics following sugar cane policosanol supplementation: a randomized control trial.
2008 Apr 30
A fast, precise and low-cost replication technique for nano- and high-aspect-ratio structures of biological and artificial surfaces.
2008 Dec
Octacosanol attenuates disrupted hepatic reactive oxygen species metabolism associated with acute liver injury progression in rats intoxicated with carbon tetrachloride.
2008 Mar
Three novel compounds from the leaves of Smallanthus sonchifolius.
2008 Nov-Dec
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
Antiatherosclerotic function of Kokuto, Okinawan noncentrifugal cane sugar.
2009 Jan 14
Protective effects of octacosanol on 6-hydroxydopamine-induced Parkinsonism in rats via regulation of ProNGF and NGF signaling.
2010 Jul
Patents

Sample Use Guides

10 mg/day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:20:58 UTC 2023
Edited
by admin
on Fri Dec 15 15:20:58 UTC 2023
Record UNII
81I2215OVK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1-OCTACOSANOL
Systematic Name English
OCTACOSANOL [MI]
Common Name English
OCTANOSOL
Common Name English
OCTACOSANOL
MART.   MI   WHO-DD  
Systematic 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 Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
209-181-2
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
CAS
557-61-9
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PRIMARY
EPA CompTox
DTXSID1025803
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PRIMARY
DRUG BANK
DB11220
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
NSC
10770
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
FDA UNII
81I2215OVK
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
RXCUI
12166
Created by admin on Fri Dec 15 15:20:59 UTC 2023 , Edited by admin on Fri Dec 15 15:20:59 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C1505
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CONCEPT Dietary Supplement
NCI_THESAURUS
C87340
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PRIMARY
MERCK INDEX
m8103
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY Merck Index
MESH
C044309
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
WIKIPEDIA
1-OCTACOSANOL
Created by admin on Fri Dec 15 15:20:59 UTC 2023 , Edited by admin on Fri Dec 15 15:20:59 UTC 2023
PRIMARY
PUBCHEM
68406
Created by admin on Fri Dec 15 15:20:59 UTC 2023 , Edited by admin on Fri Dec 15 15:20:59 UTC 2023
PRIMARY
CHEBI
28243
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
EVMPD
SUB34737
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
DRUG CENTRAL
4668
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
SMS_ID
100000128078
Created by admin on Fri Dec 15 15:20:59 UTC 2023 , Edited by admin on Fri Dec 15 15:20:59 UTC 2023
PRIMARY
DAILYMED
81I2215OVK
Created by admin on Fri Dec 15 15:20:58 UTC 2023 , Edited by admin on Fri Dec 15 15:20:58 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
USP
Related Record Type Details
ACTIVE MOIETY