1-Octacosanol

1-Octacosanol: 1-Octacosanol

IUPAC name

Octacosan-1-ol

Other names

n-Octacosanol; Octacosyl alcohol; Octanosol; Montanyl alcohol; Cluytyl alcohol

Identifiers

CAS number 557-61-9^Y

PubChem 68406

ChemSpider 61689^Y

UNII 81I2215OVK^Y

KEGG C08387^Y

MeSH 1-octacosanol

ChEBI CHEBI:28243^Y

Jmol-3D images Image 1

SMILES

OCCCCCCCCCCCCCCCCCCCCCCCCCCCC

InChI

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^Y
Key: CNNRPFQICPFDPO-UHFFFAOYSA-N^Y
InChI=1/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
Key: CNNRPFQICPFDPO-UHFFFAOYAC

Properties

Molecular formula C₂₈H₅₈O

Molar mass 410.76 g mol⁻¹

Melting point
83 °C, 356 K, 181 °F

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

1-Octacosanol (also known as n-octacosanol, octacosyl alcohol, cluytyl alcohol, montanyl alcohol) is a straight-chain aliphatic 28-carbon primary fatty alcohol that is common in the epicuticular waxes of plants, including the leaves of many species of Eucalyptus, of most forage and cereal grasses, of Acacia, Trifolium, Pisum and many other legume genera among many others, sometimes as the major wax constituent.^[1] Octacosanol also occurs in wheat germ.^[2]

Chemistry

Octacosanol is insoluble in water but freely soluble in low molecular-weight alkanes and in chloroform.

Biological effects

Octacosanol is the main ingredient of policosanol and it has a variety of pharmacological effects,^[3] and may help patients with Parkinson's disease.^[4]^[5]

References

^ EA Baker (1982) Chemistry and morphology of plant epicuticular waxes. pp139-165. In "The Plant Cuticle". edited by DF Cutler, KL Alvin and CE Price. Academic Press, London. ISBN 0-12-199920-3

^ "Octacosanol". Natural Products (Professional). drugs.com. http://www.drugs.com/npp/octacosanol.html. Retrieved 09-July-2009. "isolated from wheat germ oil or other plants"

^ Taylor, Johanna C; Rapport, Lisa; Lockwood, G.Brian (2003). "Octacosanol in human health". Nutrition 19 (2): 192–5. doi:10.1016/S0899-9007(02)00869-9. PMID 12591561.

^ Snider, SR (1984). "Octacosanol in parkinsonism". Annals of neurology 16 (6): 723. doi:10.1002/ana.410160615. PMID 6395790.

^ Wang, T; Liu, YY; Wang, X; Yang, N; Zhu, HB; Zuo, PP (2010). "Protective effects of octacosanol on 6-hydroxydopamine-induced Parkinsonism in rats via regulation of ProNGF and NGF signaling". Acta pharmacologica Sinica 31 (7): 765–74. doi:10.1038/aps.2010.69. PMID 20581854.

Categories:
Fatty alcohols

1-Octacosanol

IUPAC name Octacosan-1-ol
Other names n-Octacosanol; Octacosyl alcohol; Octanosol; Montanyl alcohol; Cluytyl alcohol
Identifiers
CAS number	557-61-9^Y
PubChem	68406
ChemSpider	61689^Y
UNII	81I2215OVK^Y
KEGG	C08387^Y
MeSH	1-octacosanol
ChEBI	CHEBI:28243^Y
Jmol-3D images	Image 1
SMILES OCCCCCCCCCCCCCCCCCCCCCCCCCCCC
InChI 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^Y Key: CNNRPFQICPFDPO-UHFFFAOYSA-N^Y InChI=1/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 Key: CNNRPFQICPFDPO-UHFFFAOYAC
Properties
Molecular formula	C₂₈H₅₈O
Molar mass	410.76 g mol⁻¹
Melting point	83 °C, 356 K, 181 °F
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Look at other dictionaries:

octacosanol — noun Any aliphatic alcohol derived from octacosane, but especially 1 octacosanol that is found in plant waxes … Wiktionary
Octanosol — Chembox new ImageFile = 1 Octacosanol.svg ImageSize = 250px IUPACName = 1 Octacosanol OtherNames = Cluytyl alcohol, montanyl alcohol, n octacosanol, octacosyl alcohol Section1 = Chembox Identifiers CASNo = 557 61 9 PubChem = SMILES =… … Wikipedia
Wheat germ oil — is extracted from the germ of the wheat kernel, which makes up only 2 frac12;% by weight of the kernel. Wheat germ oil is particularly high in octacosanol a 28 carbon long chain saturated primary alcohol found in a number of different vegetable… … Wikipedia
Altovis — is a herbal supplement that was marketed as a pharmaceutical drug in major television advertising campaigns in 2004 and 2005, targeted primarily at individuals who find themselves low on energy.Fact|date=February 2007 Its main active ingredients… … Wikipedia
Fatty alcohol — Fatty alcohols are aliphatic alcohols derived from natural fats and oils, originating in plants, but also synthesized in animals and algae. Their significance in nutrition and health has historically been overlooked, and is only now being… … Wikipedia
Policosanol — Drugbox IUPAC name = CAS number = ATC prefix = C10 ATC suffix = AX08 PubChem = DrugBank = chemical formula = CH3 (CH2)n CH2OH n=24 34 molecular weight = bioavailability = protein bound = metabolism = elimination half life = excretion = pregnancy… … Wikipedia
Policosanol — Wikipedia:Redaktion Chemie/ausgeblendete Strukturformel Allgemeines Freiname Policosanol Andere Namen Ateromixol CCRIS 7209 Summenformel Stoffgemisch … Deutsch Wikipedia
Поликозанол — Поликозанол … Википедия
Euphorbia tithymaloides — Christmas Candle, Devil s Backbone, Redbird Cactus, et al. Green leaf var. of Euphorbia tithymaloides Scientific classification Kingdom … Wikipedia
List of vegetable oils — Plant oils Olive oil Types Vegetable fats (list) Macerated (list) Uses … Wikipedia

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1-Octacosanol

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Chemistry

Biological effects

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