1-Triacontanol
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1-Triacontanol
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CAS No:
593-50-0
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Formula:
C30H62O
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Chemical Name:
1-Triacontanol
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Synonyms:
1-Triacontanol;n-Triacontanol;Myricyl alcohol;Melissyl alcohol;Triacontyl alcohol;Triacontanol;Prosopol;Miraculan;1-Hydroxytriacontane;Well-Bloom;Nutron;Ultria;Tomatex;NSC 402492;NSC 405588
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CAS No:
Description
1-Triacontanol is a naturally occurring plant growth regulator. 1-Triacontanol is a saturated long-chain alcohol that has growth-promoting activities on a number of plants[1].
Triacontan-1-ol is an ultra-long-chain primary fatty alcohol that is triacontane in which one of the terminal methyl hydrogens is replaced by a hydroxy group. It is a fatty alcohol 30:0 and an ultra-long-chain primary fatty alcohol.
1-Triacontanol Basic Attributes
438.81
438.81
209-794-5
767RD0E90B
405588|402492
DTXSID5029188
29051990
Characteristics
20.2
14.69
Slightly beige Flakes
0.8±0.1 g/cm3
88 °C
443.3±8.0 °C at 760 mmHg
130.1±6.0 °C
1.459
2-8°C
1.01E-09mmHg at 25°C
Safety Information
I; II; III
NONH for all modes of transport
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24/25
Stable under normal temperatures and pressures.
1-Triacontanol Use and Manufacturing
Tricosyl alcohol is often combined with higher fatty acids to form esters, which are commonly found in insect waxes or plants, such as beeswax, sugar wax, cane wax, cotton wax, alfalfa wax, apple peel wax, tea wax, etc. In Chinese beeswax, the content of triacontanol is as high as 30%, which is generally composed of triacontanol palmitate, triaconyl waxate and tridecyl hexadecenoate. These esters undergo a saponification reaction with alkali to produce higher fatty acid sodium and triosyl alcohol. During saponification, a solvent (such as benzene, petroleum ether, etc.) is added for extraction, and then the solvent is removed to obtain a product containing higher monohydric alcohols such as triacontanol and hydrocarbons, and the pure product is obtained by dehydrocarbon purification. The total yield is 10-15%. In some test examples, a phase transfer catalyst (quaternary amine salt or crown ether) was also added during saponification, which shortened the saponification reaction time, and the yield of triacontanol was slightly increased. Using decadiodioic acid as the raw material, the alkylzinc chloride method, or the metathesis reaction of hexadecene and the hydrogenation reaction of zirconium, as well as some other methods can also synthesize triacontanol.
Used as a plant growth regulator, it has a relatively large yield increase effect on rice, wheat, cotton, soybean, corn, sorghum, sugarcane, etc.; a pollution-free plant growth regulator. It has a variety of physiological functions: promote energy storage, improve cell permeability, regulate physiological functions, increase chlorophyll content, increase photosynthetic intensity, enhance enzyme activity, promote mineral absorption, promote seed germination, root rooting, improve maturity, and increase protein Content and dry matter quality. It has obvious effects on increasing production and improving quality of rice, wheat, cotton, soybean, corn, sorghum, tobacco, sugar beet, peanut, vegetables, fruit trees, sugar cane, oil crops, etc. The general concentration is 0.01~0.5mg/L, 0.5~1mg/L for spraying, and 1~5mg/L for soaking branches. Biochemical research for food use
1-Triacontanol: ACTIVE
Fatty Acyls [FA] -> Fatty alcohols [FA05]|Cosmetics -> Viscosity controlling
Computed Properties
Molecular Weight:438.8
XLogP3:14.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:28
Exact Mass:438.480066597
Monoisotopic Mass:438.480066597
Topological Polar Surface Area:20.2
Heavy Atom Count:31
Complexity:288
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
1. Pharmacological action: Policosanol is a mixture of eight higher fatty alcohols extracted from cane wax. Animal experiments have found that Policosanol can reduce the levels of cholesterol and low-density lipoprotein (1D1-C) in the serum of normal and endogenous high-cholesterol animals. Studies on various animal models have shown that Policosanol can reduce cholesterol in the liver, adipose tissue, and heart. Non-clinical models have shown that Policosanol exerts its effects by inhibiting the biosynthesis of cholesterol. In addition, Policosanol increases the binding and internalization of 1D1 to receptors, promotes the catabolism of 1D1-C, and thus reduces the level of 1D1-C in plasma. Policosanol can also increase the level of high-density lipoprotein (HD1-C) and reduce the levels of triglycerides and very low-density lipoprotein (V1D1-C). 2. Toxicological studies: Preclinical studies have shown that oral administration of Policosanol has almost no acute toxicity. The 1D50 of rats, mice, and rabbits is higher than 5000 mg/kg. The tolerance study of multiple administration of Macaca arctoides monkeys showed that the highest dose (500 mg/kg) did not cause any changes in clinical, hematological and blood biochemical indicators. 3. Genotoxicity: The results of the Ames test, mouse micronucleus test and dominant lethality test of policosanol were all negative. 4. Reproductive toxicity: No teratogenic effect was found in rats and rabbits at a dose of 1000 mg/kg of policosanol. Two-generation fertility and reproductive toxicity studies did not show any effect of policosanol on fertility and fetal development. 5. Carcinogenicity: In the carcinogenicity test of rats (50-500 mg/kg) and mice, no increase in the incidence of tumors was found after continuous administration for 24 months and 18 months. Similarly, Macaca arctoides monkeys were orally administered (0.25, 2.5 and 25 mg/kg) for 54 weeks, and no biochemical and tissue physiological changes related to drug toxicity were found. Similar results were obtained when Beagle dogs were given 30 or 180 mg of policosanol daily.
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