CAS: 39025-24-6; (8R,9S,10R,13S,14S,E)-17-Ethylidene-10,13-Dimethyl-1,6,7,8,9,10,11,12,13,14,15,17-Dodecahydro-3H-Cyclopenta[a]Phenanthrene-3,16(2H)-Dione
该化合物是自然产生的来自Commiphora mukul树树树脂的抗血清化合物,通常称为guggul,其特点是双重异构体形式,生物活性(---E)结构.Gugulsterone以其潜在的治疗特性而著称,特别是在传统医学中,它被用于抗炎和低脂效应.化学上,它具有一种类固醇脊椎,具有有助于其生物活动的特定功能组别.该化合物在调制胆固醇水平及其对代谢紊乱的潜在影响方面引起了药物研究的兴趣.此外,对gugulterone进行了研究,以其可能的抗癌特性及其对甲状腺功能的影响.其溶解性和稳定性可视制剂而不同,因为制剂对于其在饮食补充和草药治疗中的应用非常重要.总体而言,(-)--(E)-Gugugulsterones是传统和现代医学环境中的一个重要化合物.
- 英文名称(8R,9S,10R,13S,14S,E)-17-Ethylidene-10,13-Dimethyl-1,6,7,8,9,10,11,12,13,14,15,17-Dodecahydro-3H-Cyclopenta[a]Phenanthrene-3,16(2H)-Dione
- 中文名称孕二烯二酮
- IUPAC名称(8R,9S,10R,13S,14S,E)-17-ethylidene-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,17-dodecahydro-3H-cyclopenta[a]phenanthrene-3,16(2H)-dione
- 其它别名4,17(20)-(Trans)-Pregnadien-3,16-Dione; Gs, Trans; Guggulesterone E; Guggulsterone; Guggulsterone E; Guggulsterone (E Form); Trans-4,17(20)-Pregnadiene-3,16-Dione; Trans-Guggulsterone
- CAS编号39025-24-6
- MFCD编号:MFCD01310758
- EINECS号:609-606-5
- FDA UNII编号:9B259YE66O
- 分子式:C21H28O2分子量:312.45
- 产品CID: 1402490
- 产品分类天然产物 → 甾体化合物
物理性质
MSDS等安全信息
欧盟法规
C&L通报REACH预注册上下游产品
5,17(20)-E-pregnadiene-3β,16α-diol E-guggulsteroneZ-guggulsterone 16β-hydroxy-4-pregnen-3-one guggulsterol-VI合成工艺路线路线简述
📜16,17-环氧孕烯醇酮置于环己酮,Aluminum Isopropoxide,一水合肼,Potassium Hydroxide体系中,用 二乙二醇,苯 用作溶剂,化学反应 5.0H,反应生成孕二烯二酮
参考文献:A Regioselective Synthesis Of E-Guggulsterone
标题:A Regioselective Synthesis Of E-Guggulsterone
摘要:我们通过肼还原和奥本华氧化两步成功地从 16,17-环氧孕烯醇酮制备了 E-古古甾酮,收率达到 84%.此外,通过热,光(Hn)和酸催化诱导异构化,将e-古古甾酮转化为相应的z异构体.
Doi:10.3390/molecules16054165
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2912110000-甲醛
2912120000-乙醛 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-2005085452-A1
优先权日:2002-09-03
标 题:Process for the synthesis of pharmacologically active (z/e)-guggulsterones
发明人：GOKARAJU GANGA R; GOKARAJU RAMA R; GOTTUMUKKALA VENKATA S; SOMEPALLI VENKATESWARLU
摘要:The invention relates to an improved process for producing pharmacologically active synthetic stereoisomeric mixture of guggulsterones (4) in the three steps. The mixture of gugguisterones consists of Z-guggulsterone [4,17(20)-trans-pregnadiene-3,16-dione] and E-guggulsterone [4,17(20)-cis-pregnadiene-3,16-dione] and could be in any relative ratio. This improved process comprises (a) epoxidation of 16-dehydropregnanolone acetate (1) with hydrogen peroxide (b) reduction of the so obtained epoxide (2) with hydrazine hydrate and (c) oxidation of the diol (3).
专利号:WO-2004021975-A3
优先权日:2002-09-03
标 题 :An improved process for the synthesis of pharmacologically active (z/e)-guggulsterones
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品牌试剂参考报价(招募中)
📌 第三方产品分析报告
合成参考文献
参考文献:10.1016/j.bcp.2007.03.026
摘要:Shishodia S, Sethi G, Ahn KS, Aggarwal BB. Guggulsterone inhibits tumor cell proliferation, induces S-phase arrest, and promotes apoptosis through activation of c-Jun N-terminal kinase, suppression of Akt pathway, and downregulation of antiapoptotic gene products. Biochemical Pharmacology. 2007 Jun;74(1):118–30. doi: 10.1016/j.bcp.2007.03.026.
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