CAS: 303-43-5; Cholesterol Oleate

该化合物是由胆固醇和脂类油酸组成的酯,在室温下是白色至非白的固体,在水中不溶解,但在氯仿和乙醇等有机溶剂中可溶解,该化合物在生物系统中的作用值得注意,特别是在细胞内胆固醇的储存和运输方面. 胆碱酯酸通常存在于脂质滴子中,并涉及多种代谢过程.其分子结构具有胆固醇脊椎,带有一种油酸链,助长了其疏水性特征.该化合物用于研究和制药应用,特别是在与脂肪代谢和心血管健康有关的研究中.此外,该化合物还作为理解生物膜脂质相互作用的模型化合物.安全数据表明,尽管普遍认为其毒性较低,但处理仍应遵守标准的实验室安全议定书.

结构式图片

上下游产品

(Z)-9-°Ctadecenoyl chloride cholesterol cis-°Ctadecenoic acid cholesterolcholesterol stearate 3,5-cholestadiene (R,S)-10-hydroxy°Ctadec-(8E)-enoic acid (10E)-9-hydroxy-10-°Ctadecenoic acid

合成工艺路线路线简述

    油酸置于氯化亚砜体系中,用 苯 作为反应溶剂,化学反应 4.0H,反应生成 胆固醇油酸酯
    参考文献:鱼肝中呋喃脂肪酸的完整胆固醇酯分析.
    标题:鱼肝中呋喃脂肪酸的完整胆固醇酯分析.
    摘要:呋喃脂肪酸(f-酸)是一类天然抗氧化剂,在酰基链中具有呋喃部分.据报道,这些次要脂肪酸在鱼肝的胆固醇酯部分中以高比例存在.在这里,我们提出了一种直接分析完整的胆固醇酯与鳕鱼肝脂质中的f-酸和其他脂肪酸的方法.为此,通过固相萃取(spe)分离胆固醇酯馏分,然后使用柱上冷却入口通过气相色谱质谱分析(gc / Ms)进行分析.用胆固醇酯化的十五烷酸用作内标.f-酸胆固醇酯的gc / Ms光谱显示了胆固醇和f-酸部分的分子离子以及特征性碎片离子.所有研究的鳕鱼肝样本(n = 8)均显示f-酸的胆甾醇酯,以及较低程度的常规脂肪酸.通过gc / Ms-Sim,样品中最多可以测定十种f-酸胆固醇酯.胆甾醇酸酯与常规脂肪酸的浓度总计为78-140 Mg / 100 G脂质(平均97 Mg / 100 G脂质),而f-酸胆甾醇酯的含量为47-270 Mg / 100 G脂质(平均130 Mg / 100克脂质).
    DOI:10.1007/s11745-015-4019-7

    海关参考信息

    专利信息


    专利号:US-12208146-B2
    优先权日:2018-11-19
    标 题 :Reconstituted HDL nanoparticles for delivery of radioactive agents and uses thereof
    发明人:LACKO ANDRAS G; PROKAI LASZLO; ISAAC-OLIVÉ KEILA
    权利人:UNIV OF NORTH TEXAS HEALTH SCIENCE CENTER; THE AUTONOMOUS UNIV OF THE STATE OF MEXICO
    摘要:Despite the widespread use of nanotechnology in radio-imaging applications, lipoprotein based delivery systems received only limited attention so far. The subject application provides for the synthesis of a novel hydrophobic radio-imaging tracer. This tracer, comprising a hydrazinonicotinic acid (HYNIC)-N-dodecylamide and 99mTc conjugate can be encapsulated into rHDL nanoparticles (NPs). These rHDL NPs can selectively target the Scavenger Receptor type B1 (SR-B1) that is overexpressed on most cancer cells due to excess demand for cholesterol for membrane biogenesis and thus can target tumors in-vivo. Details of the tracer synthesis, characterization of rHDL/tracer complex, in-vitro uptake, stability studies and in-vivo application of this new radio-imaging approach are provided.

    专利号:US-2024173256-A1
    优先权日:2022-11-29
    标 题:Hdl mimicking targeted drug delivery system for the treatment of solid tumors
    发明人:SABNIS NIRUPAMA; LACKO ANDRAS; FUDALA RAFAL
    权利人:UNIV OF NORTH TEXAS HEALTH SCIENCE CENTER
    摘要:The present disclosure is directed to an SR-B1-targeting nanomicelle and compositions, methods of synthesis and methods of use thereof. The nanomicelle may be an HDL-mimetic drug delivery system and may be cross-linked with DSS. The composition may contain a therapeutic agent with the ability to treat cancers, especially sarcomas.

    专利号:US-8362034-B2
    优先权日:2005-11-17
    标 题:Quinoline compound, and composition containing centipede extract or compounds isolated therefrom for prevention and treatment of cardiovascular disease
    发明人:PARK HO YONG; JEONG TAE-SOOK; OH HYUN-WOO; LEE WOO-SONG; PARK DOO-SANG; HAN JONG-MIN
    权利人:KOREA RES INST OF BIOSCIENCE; PARK HO YONG; JEONG TAE-SOOK; OH HYUN-WOO; LEE WOO-SONG; PARK DOO-SANG; HAN JONG-MIN
    摘要:The present invention relates to a composition for the prevention and treatment of cardiovascular diseases containing the novel quinoline compound, the centipede extracts or compounds isolated from the extracts. The novel quinoline compound, the centipede extracts or a quinoline compound and a phenol compound isolated from the extracts of the invention exhibit excellent LDL-antioxidant activity, ACAT inhibiting activity, and anti-inflammatory activities, so that they can be included as an effective ingredient in a composition for the prevention and treatment of cardiovascular disease including hyperlipidemia, atherosclerosis, coronary heart disease, and myocardial infarction mediated by LDL-oxidation, cholesteryl ester synthesis and accumulation, and inflammation.

    专利号:US-2003134898-A1
    优先权日:2001-08-01
    标题 :Dual inhibitors of wax ester and cholesteryl ester synthesis for inhibiting sebum production
    发明人:HOMAN REYNOLD
    摘要:The present invention provides a method of inhibiting sebum production and treating sebaceous gland disorders comprising administering to a patient in need of said treatment an effective amount of a compound that inhibits both acyl-Coenzyme A:cholesteryl acyltransferase (ACAT), and acyl-Coenzyme A:fatty alcohol acyltransferase (AFAT), provided that the compound is not [(2,4,6-triisopropyl-phenyl)-acetyl]-sulfamic acid 2,6-diisopropyl-phenyl ester or a pharmaceutically acceptable salt or solvate thereof. The method of the invention is useful to treat sebaceous gland disorders caused or exacerbated by the overproduction of sebum, including oily skin, acne, seborrhea, perioral dermatitis, rosacea, and corticosteroid-induced acneiform lesions.

    专利号:US-8642348-B2
    优先权日:2007-01-10
    标 题 :Direct method and reagent kits for fatty acid ester synthesis
    发明人:O'FALLON JAMES V; GASKINS CHARLES T; BUSBOOM JAN R; NELSON MARK L; KRAFT BRIAN J
    权利人:O'FALLON JAMES V; GASKINS CHARLES T; BUSBOOM JAN R; NELSON MARK L; KRAFT BRIAN J; UNIV WASHINGTON STATE
    摘要:Provided are efficient, cost-effective and water tolerant methods (e.g., single-vial methods) for preparing fatty acid esters from organic matter, including: obtaining organic matter having at least one fat substituent, contacting the organic matter in a reaction mixture with a basic solution under conditions suitable to provide for hydrolytic release of monomeric fatty acids from the at least one fat substituent to provide a base-treated reaction mixture, and esterifying the monomeric fatty acids of the base-treated reaction mixture by acidification of the reaction mixture and treating in the presence of an organic alcohol to provide fatty acid esters. The methods optionally further include, prior to esterifying, neutralizing the base-treated reaction mixture to provide for neutralized fatty acids, separating the neutralized fatty acids from the neutralized reaction mixture, and dissolving the separated fatty acids in the esterification reaction mixture. Also provided are related methods and kits for fat analysis.

    专利号:EP-1607389-A1
    优先权日:1999-09-10
    标题:4-protected-amino-2-substituted-1,2,3,4-tetrahydroquinolines as intermediates for CETP inhibitors
    发明人:DENINNO MICHAEL PAUL; MAGNUS-ARYITEY GEORGE TETTEH; RUGGERI ROGER BENJAMIN; WESTER RONALD THURE
    权利人:PFIZER PROD INC
    摘要:The present invention relates to compounds of formulan nwherein P 2 , R 2 , R 5 , R 6 , R 7 and R 8 are as defined herein, which are useful as intermediates innthe synthesis of 4-carboxyarnino-2-substitated-1,2,3,4-tetrahydroquinolines.
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    合成参考文献


    参考文献:10.1021/jm00133a002
    摘要:Counsell RE, Seevers RH, Korn N, Schwendner SW. Potential organ- or tumor-imaging agents. 21. Acyl-labeled esters of cholesterol. J Med Chem. 1981 Jan;24(1):5–6. doi: 10.1021/jm00133a002.
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