CAS: 24034-73-9; (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-Tetraen-1-Ol

该化合物是一种自然产生的环球叶酸酒精,被归类为一种松片,其特点是长碳链,由20个碳原子和多种双环组成,有助于其疏水性.Geranylgeraniol表面上没有颜色,没有颜色,没有黄色,有特色,在乙醇和乙醚等有机溶剂中可以溶解,但由于其疏水特性,在水中溶解性有限.该化合物在各种生物过程中起着重要作用,包括作为其他重要生物分子合成的前体,如木质类和某些激素.此外,还研究了Geranylgeraniol的潜在治疗效果,包括抗炎和抗癌特性.它在细胞信号路径中的作用,特别是与蛋白的预感有关,突出其在生物化学和药理学中的重要性.

结构式图片

相似化合物

106-24-1 106-25-2 106-28-5

欧盟法规

ECHA物质C&L通报

上下游产品

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合成工艺路线路线简述

    (2E,6E)-8-Bromo-3,7-Dimethylocta-2,6-Dienyl Acetate置于disodium Hydrogenphosphate,Sodium Amalgam,正丁基锂体系中,用 甲醇 用作溶剂,化学反应 9.5H,反应生成香叶基香叶醇
    参考文献:茄尼醇和全反式癸酸酚的立体选择性合成
    标题:茄尼醇和全反式癸酸酚的立体选择性合成
    摘要:烯丙基对甲苯基砜(5),(14)和(16)与烯丙基溴(7)和香叶基溴结合,生成区域和立体化学纯的1,5-二烯体系.全反式-ω-溴香叶基乙酸酯(7)与香叶基对甲苯基砜(5)和高级异戊二烯(21),(24)和(27)偶联,然后还原性消除对甲苯磺酰基,得到全反式聚戊烯醇(3),(23),(26)和癸癸酚(1B)的立体选择性合成.用反式-4-氯异戊烯基乙酸酯(29)代替(7)合成了茄尼醇(1A ).
    Doi:10.1039/p19810000761

    海关参考信息

    专利信息


    专利号:US-11912654-B2
    优先权日:2021-09-03
    标 题:Process for stereospecific synthesis of vitamin K2 and its novel intermediates
    发明人:MEHTA DILIP; SHASHTRI MAYANK; RAJU BNS; SHAH ASHWIN; VORA PARIN; MAHALE UMAKANT
    权利人:SYNERGIA LIFE SCIENCES PVT LTD
    摘要:The present disclosure relates to a novel process for the synthesis of stereospecific compounds of Vitamin K2 group in general and Vitamin K2-7. The present disclosure further discloses novel intermediates useful in the synthesis of stereospecific Vitamin K2-7. Compounds of the Vitamin K2 group obtained are crystalline and exhibit well defined melting points.

    专利号:WO-2023031841-A1
    优先权日:2021-09-03
    标题:A process for the stereospecific synthesis of vitamin k2 and its intermediates
    发明人:MEHTA DILIP; SHASHTRI MAYANK; RAJU BNS; VORA PARIN; MAHALE UMAKANT
    权利人:SYNERGIA LIFE SCIENCES PVT LTD
    摘要:The present disclosure relates to a novel process for the synthesis of stereospecific compounds of Vitamin K2 group in general and Vitamin K2-7, in particular. It also discloses novel intermediates useful in the synthesis of stereospecific Vitamin K2-7. Compounds of the Vitamin K2 group obtained are crystalline and exhibit well defined melting points.

    专利号:US-8293290-B2
    优先权日:2003-04-08
    标题:Annatto extract compositions, including geranyl geraniols and methods of use
    发明人:TAN BARRIE
    权利人:TAN BARRIE; AMERICAN RIVER NUTRITION INC
    摘要:Annatto extract composition (AEC), including cis and trans geranyl geraniols (GG) and tocopherol-free C-5 unsubstituted tocotrienols (T3), increases the de novo synthesis of intermediate isoprenoid and distal protein products, including endogenous coenzyme Q10 (CoQ10), dolichols (DL) and all subsequent GG-prenylated and DL-glycosylated proteins, including GG-porphyrinated hemes. This intermediate and distal product replenishment by AEC reverses maladies of myotoxicity (of both drug and non-drug origins), including maladies that affect the muscle, kidney, eye, GI tract and skin, nerve, blood, and CoQ10-related syndromes of energetics and LDL protection. AEC anabolically increases the endogenous de novo CoQ10 synthesis via GG elongation/prenylation of side-chain and conversely CoQ10 catabolically increases the endogenous de novo GG synthesis via beta-oxidation of CoQ10. Also, such AEC decreases de novo synthesis and increases disposal of triglycerides (TG) in humans via PPAR activation and SREBP deactivation. Such drop in TG by AEC reverses maladies of insulin resistance (IR) and metabolic syndrome (MS), prediabetes, diabetes and diabetes-related cardiovascular diseases (CVD). GG activates PPAR and down regulates SREBP transcription factors. This AEC, containing GG, inhibits cancer growth whether or not GG involvement in protein prenylation is required.

    专利号:US-2017349928-A1
    优先权日:2014-12-31
    标 题:Methods for activating natural energy metabolism for improving yeast cell-free protein synthesis
    发明人:JEWETT MICHAEL CHRISTOPHER; ANDERSON MARK J; STARK JESSICA CAROL; HODGMAN CHARLES ERIC
    权利人:UNIV NORTHWESTERN
    摘要:Disclosed are compositions, methods, and kits for enhanced synthesis of a biological macromolecule in vitro using cell-free protein synthesis. The compositions, methods, and kits include or utilize: a cell-free extract; a phosphate-free energy source; and a phosphate source, and typically do not include an exogenous nucleoside triphosphate or an exogenous nucleoside diphosphate.

    专利号:US-5051534-A
    优先权日:1990-03-22
    标 题:Novel cyclopropyl squalene derivatives and their use as inhibitors of cholesterol synthesis
    发明人:ANGELASTRO MICHAEL R; PEET NORTON P; BEY PHILIPPE
    权利人:MERRELL DOW PHARMA
    摘要:The present invention relates to a group of compounds which are novel squalene derivatives containing the cyclopropyloxy functionality and which act to inhibit the synthesis of cholesterol in mammals and in fungi.

    专利号:WO-2011107023-A1
    优先权日:2010-03-05
    标题:Compounds for preventing and treating disorders of metabolism and uses thereof
    发明人:SONG BAOLIANG; TANG JINGJIE; LI JIAGUI; LI PEISHAN; QI WEI
    权利人:SHANGHAI INST BIOL SCIENCES; SONG BAOLIANG; TANG JINGJIE; LI JIAGUI; LI PEISHAN; QI WEI
    摘要:The present invention provides compounds and uses thereof for preventing and treating metabolic disorders such as hyperlipemia, atherosclerosis, type II diabetes and so on. The present invention firstly discloses new inhibitors by SREBP route which can specifically inhibit the synthesis of lipid such as cholesterol, fatty acid, triglyceride and so on by inhibiting the SREBP route and can reduce the level of lipid. So the present invention can provide a new method for preventing and treating metabolic disorders such as adiposity, atherosclerosis, type II diabetes and so on.
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    主要参考文献


    1: Gomes L, de Oliveira Carvalho H, Lopes GR, da Costa Furtado G, Gonçalves DES, Colares NND, Ferreira AM, da Costa Furtado C, da Silva HR, de L T Dos Santos AVT, do Nascimento AL, Lage TM, Pedro IDR, Teixeira TA, Carvalho JCT. The action of injectable nanodispersion of Bixa orellana (Chronic-in®) on arthritis in diabetic rats: pharmacological and histopathological studies. Inflammopharmacology. 2025 Apr;33(4):2109-2128. doi: 10.1007/s10787-025-01703-3. Epub 2025 Mar 11. 15(2):115. doi: 10.3390/metabo15020115.
    3: Jiwan NC, Appell CR, Sterling R, Shen CL, Luk HY. The Effect of Geranylgeraniol and Ginger on Satellite Cells Myogenic State in Type 2 Diabetic Rats. Curr Issues Mol Biol. 2024 Oct 31;46(11):12299-12310. doi: 10.3390/cimb46110730.
    4: Pang F, Solanki MK, Xing YX, Dong DF, Wang Z. Streptomyces improves sugarcane drought tolerance by enhancing phenylalanine biosynthesis and optimizing the rhizosphere environment. Plant Physiol Biochem. 2024 Dec;217:109236. doi: 10.1016/j.plaphy.2024.109236. Epub 2024 Oct 24.

    合成参考文献


    参考文献:10.4161/cbt.12.8.15978
    摘要:Toepfer N, Childress C, Parikh A, Rukstalis D, Yang W. Atorvastatin induces autophagy in prostate cancer PC3 cells through activation of LC3 transcription. Cancer Biol Ther. 2011 Oct 15;12(8):691–9. doi: 10.4161/cbt.12.8.15978.
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