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1059-86-5

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1059-86-5 Usage

Uses

7,8-Didehydrocholesterol Acetate is an intermediate in the synthesis of Zymostenol, which is the derivative of Zymosterol (Z701520), an sterol intermediate in the biosynthesis of cholesterol (C432501).

Check Digit Verification of cas no

The CAS Registry Mumber 1059-86-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,5 and 9 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1059-86:
(6*1)+(5*0)+(4*5)+(3*9)+(2*8)+(1*6)=75
75 % 10 = 5
So 1059-86-5 is a valid CAS Registry Number.

1059-86-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name [10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

1.2 Other means of identification

Product number -
Other names 7-dehydrocholesterol-3-acetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1059-86-5 SDS

1059-86-5Downstream Products

1059-86-5Related news

Ozonolysis of 7-DEHYDROCHOLESTEROL ACETATE (cas 1059-86-5) peroxide07/27/2019

Secodione 3 and hemiacetal 4 from ozonolysis of peroxide 2 were obtained. A tentative mechanism of their formation is proposed.detailed

1059-86-5Relevant articles and documents

Synthesis and biological activity evaluation of novel peroxo-bridged derivatives as potential anti-hepatitis B virus agents

Jia, Menglu,Zhao, Rui,Xu, Bing,Yan, Wenqiang,Chu, Fuhao,Gu, Hongshun,Xie, Tianxin,Xiang, Hongjun,Ren, Jian,Chen, Dagang,Wang, Penglong,Lei, Haimin

, p. 148 - 151 (2017)

Previous studies have demonstrated that natural steroid compounds containing a peroxide bridge exhibited potential anti-hepatitis B virus activity. To continue our research, a simple and regioselective methodology, using Eosin Y as a clean photosensitized oxidation catalyst, was developed for the synthesis of a peroxide bridge in steroids. The method that using Eosin Y as the catalyst was exposed to visible light and furbished in high yields, did not involve tedious work-up or purification, and avoided using environmentally hazardous solvents. It can be regarded as a green protocol. Moreover, a series of cholesterol and β-sitosterol derivatives containing a peroxide bridge were synthesized using this method and screened for their anti-HBV activity. Among the compounds synthesized in this research, 5α,8α-cyclicobioxygen-6-vinyl-3-oxo-cholesterone (1f, 3.13 μg ml?1) had the most potent activity with inhibition rates of 77.45% ± 6.01% and 58.73% ± 8.64% on the secretion of HBsAg and HBeAg antigens, respectively, after 8 days. Further acute toxicity test showed that the LD50 value of compound 1f was 362.46 mg kg?1 after an intraperitoneal injection in mice. Moreover, structure-activity relationships of cholesterol and β-sitosterol derivatives were briefly discussed.

5,10:13,14-Disecosteroids: novel modified steroids containing 10- and 9-membered rings

Bjelakovi?, Mira S.,Krsti?, Natalija M.,Todorovi?, Nina,Kruni?, Aleksej,Tinant, Bernard,Dabovi?, Milan M.,Pavlovi?, Vladimir D.

, p. 9557 - 9568 (2009)

In this paper a synthetic pathway to the modified 5,10:13,14-bisfragmentation cholestane derivatives 8-14 is described. The synthesis involves introduction of the 5α- and 14α-hydroxyl groups in the cholestane molecule and subsequent cleavage of the C(5)-C(10) bond in 5α,14α-dihydroxycholestan-3β-yl acetate (4) with the HgO/I2 reagent and the C(13)-C(14) bond in the stereoisomeric 14α-hydroxy-5,10-secosteroids 5 and 6 with the Pb(OAc)4/I2 reagent. Complete and unambiguous 1H and 13C NMR resonance assignments of the obtained secosteroids, as well as the solution conformations of their 10- and 9-membered rings were determined by extensive analysis of 1D and 2D NMR spectral data. The structures and the solid-state conformations of 5,10-secosteroids 5-7 were confirmed by X-ray analysis. All diseco-compounds have a novel 5,10:13,14-disecocholestane skeleton.

Cyclodextrin-catalyzed extraction of fluorescent sterols from monolayer membranes and small unilamellar vesicles

Ohvo-Rekilae, Henna,Akerlund, Bjoern,Slotte, J. Peter

, p. 167 - 178 (2000)

This study examined the kinetics of sterol desorption from monolayer and small unilamellar vesicle membranes to 2-hydroxypropyl-β-cyclodextrin. The sterols used include cholesterol, dehydroergosterol (ergosta-5,7,9,(11),22- tetraen-3β-ol) and cholestatrienol (cholesta-5,7,9,(11)-trien-3β-ol). Desorption rates of dehydroergosterol and cholestatrienol from pure sterol monolayers were faster (3.3-4.6-fold) than the rate measured for cholesterol. In mixed monolayers (sterol: 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine 30:70 mol%), both dehydroergosterol and cholestatrienol desorbed faster than cholesterol, clearly indicating a difference in interfacial behavior of these sterols. In vesicle membranes desorption of dehydroergosterol was slower than desorption of cholestatrienol, and both rates were markedly affected by the phospholipid composition. Desorption of sterols was slower from sphingomyelin as compared to phosphatidylcholine vesicles. Desorption of fluorescent sterols was also faster from vesicles prepared by ethanol-injection as compared to extruded vesicles. The results of this study suggest that dehydroergosterol and cholestatrienol differ from cholesterol in their membrane behavior, therefore care should be exercised when experimental data derived with these probes are interpreted. (C) 2000 Elsevier Science Ireland Ltd.

Syntheses of 7-dehydrocholesterol peroxides and their improved anticancer activity and selectivity over ergosterol peroxide

Tian, Na-Na,Li, Chao,Tian, Na,Zhou, Qian-Xiong,Hou, Yuan-Jun,Zhang, Bao-Wen,Wang, Xue-Song

, p. 14843 - 14846 (2017)

7-Dehydrocholesterol peroxide (5α,8α-epidioxycholest-6-ene-3β-ol, CEP) and its acetate and hemisuccinate derivatives were synthesized and isolated for the first time, which exhibit improved anticancer activity and selectivity over ergosterol peroxide (5α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol, EEP), showing potential as new chemotherapeutic agents.

An environmentally benign catalytic oxidation of cholesteryl acetate with molecular oxygen by using N-hydroxyphthalimide

Yao, Zhen,Hu, Xingbang,Mao, Jianyong,Li, Haoran

, p. 2013 - 2017 (2009)

A green and effective method is reported for the oxidation of cholesteryl acetate to 7-keto-cholesteryl acetate with O2 in the presence of catalytic amounts of N-hydroxyphthalimide (NHPI) under mild conditions. It was found that Co(OAc)2 could cooperate with Mn(OAc)2 to enhance the catalytic ability of NHPI resulting in better yields. This economical and environmentally-friendly method provides a potentially new way for the synthesis of the intermediate product of vitamin D3 in industry, which eliminates the use of large amounts of bromine in present route and overcomes the drawbacks of the known oxidation methods.

ORGANIC SOLVENT NANOFILTRATION OF 7-DEHYDROCHOLESTEROL OR 25-HYDROXY-7-DEHYDROCHOLESTEROL OR THEIR OH PROTECTED FORMS

-

, (2021/10/30)

The present invention relates to the purification of 7-dehydrocholesterol or 25-hydroxy-7-dehydrocholesterol or their OH-protected forms, respectively. It has been found that the process using organic solvent nanofiltration allows an efficient reduction of the amount of a new higher molecular compound which is formed in a 5 new synthesis process of of 7-dehydrocholesterol or 25-hydroxy-7-dehydrocholes- terol or their OH-protected forms in small amounts. Said new higher molecular compound can be used as colorant.

Novel industrial method for preparing vitamin D3 by taking stigmasterol as raw material

-

, (2021/05/05)

The invention provides a novel industrial method for preparing vitamin D3 by taking stigmasterol as a raw material. The method comprises the following steps: sequentially carrying out hydroxyl acetylation, side chain oxidation, side chain isopentane reduction and hydrogenation on stigmasterol to obtain cholesterol acetate, and then sequentially carrying out oxidation, hydrazone formation, hydrazone removal, hydrolysis, illumination and the like to obtain the vitamin D3. The invention provides a novel method for preparing vitamin D3 from stigmasterol, and the method has the advantages of mild reaction conditions and high yield, and is suitable for industrial production.

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