CAS: 87980-68-5; Ingenol 3-Angelate 5,20-Acetonide

该化合物是一种化学化合物,产自Euphorbia植物,以其潜在的治疗特性而著称,属于蛋白酯类别,其特征为独特的分子结构,包括一个引信环系统和各种功能组;该化合物因其生物活动而得到承认,特别是在皮肤学应用方面,该化合物已被研究其在某些癌症细胞中诱发集聚性中毒和促进免疫反应的能力; Ingenol-5,20-acetonide-3-O-angelate在室温中通常是固态的,在有机溶剂中溶解,便于其在配方中使用;其行动机制涉及激活蛋白类C,导致细胞反应,有利于处理皮肤状况;与许多来自自然来源的化合物一样,该化合物的安全性和有效性是正在进行的研究的主题,在任何应用中处理或使用该物质时必须考虑监管准则.

英文名称Ingenol 3-Angelate 5,20-Acetonide
中文名称巨大戟醇-5,20-缩丙酮-3-当归酸酯
CAS编号87980-68-5
MFCD编号:MFCD32005520
分子式:C28H38O6分子量:470.6
产品CID: 1888932
产品分类生物化工 → 天然生化产物

相似结构搜索
InChIKey: STFFIQHUWFISBB-PRT°CQCASA-N
1S/C28H38O6/c1-9-14(2)24(30)33-22-15(3)12-27-16(4)10-19-20(25(19,5)6)18(21(27)29)11-17-13-32-26(7,8)34-23(17)28(22,27)31/h9,11-12,16,18-20,22-23,31H,10,13H2,1-8H3/b14-9-/
计算化学: 氢键受体数6.0氢键供体数1.0可旋转键数3.0

MSDS等安全信息

上下游产品

acetone ingenol mebutate Angelic acid (6S,6aR,7aR,9R,9aS,12S,12aR,12bR)-12,12a-dihydroxy-2,2,7,7,9,11-hexamethyl-4,6,6a,7,7a,8,9,12,12a,12b-decahydro-6,9a-methan°Cyclopenta[9,10]cyclopropa[5,6]cyclodeca[1,2-d][1,3]dioxin-13-oneingenol mebutate ingenol-3-tigliate ingenol 20-acetate-3-angelate

合成工艺路线路线简述

77573-43-4 + 94487-74-8 = 87980-68-5
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 15 °C; 40 Min,Rt1.2 Reagents: Ammonium Chloride Solvents: Water; Rt
标题:Synthesis And Cytotoxicity Against K562 Cells Of 3-O-Angeloyl-20-O-Acetyl Ingenol,A Derivative Of Ingenol Mebutate
作者:Liu,Ming; Et Al
参考文献:International Journal Of Molecular Sciences 日期:2016 卷标:17(8) 页码:1348/1-1348/16]

30220-46-3 = 87980-68-5
反应条件:1.1 Catalysts: P-Toluenesulfonic Acid; 20 Min,Rt2.1 Reagents: Cesium Carbonate Solvents: Acetonitrile; 2 H,Rt
标题:Total Synthesis Of Natural Derivatives And Artificial Analogs Of 13-Oxyingenol And Their Biological Evaluation
作者:Ohyoshi,Takayuki; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2016 卷标:14(48) 页码:11426-11437]

565-63-9 = 87980-68-5
反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Dichloromethane,Xylene; 1 H,Rt2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 10 - 15 °C; 30 Min,Rt
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652]

77573-43-4 + 94487-74-8 = 87980-68-5
反应条件:1.1 Reagents: 4-(Dimethylamino)Pyridine Solvents: Tetrahydrofuran; 1 D,Rt
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652]

30220-46-3 = 87980-68-5
反应条件:1.1 Catalysts: P-Toluenesulfonic Acid Monohydrate Solvents: Acetone; 2 H,Rt2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 15 °C; 40 Min,Rt2.2 Reagents: Ammonium Chloride Solvents: Water; Rt
标题:Synthesis And Cytotoxicity Against K562 Cells Of 3-O-Angeloyl-20-O-Acetyl Ingenol,A Derivative Of Ingenol Mebutate
作者:Liu,Ming; Et Al
参考文献:International Journal Of Molecular Sciences 日期:2016 卷标:17(8) 页码:1348/1-1348/16]

77573-43-4 + 137601-32-2 = 87980-68-5
反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Toluene; 22 H,100 °C
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652]

565-63-9 + 77573-43-4 = 87980-68-5
反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)Pyridine Solvents: Chloroform-D; 20 °C
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652]

62529-65-1 + 77573-43-4 = 87980-68-5
反应条件:1.1 Reagents: Pyridine; 2 D,Rt
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652]

30220-46-3 = 87980-68-5
反应条件:1.1 Reagents: P-Toluenesulfonic Acid; 1.5 H,Rt2.1 Reagents: Pyridine; 2 D,Rt
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652]

565-63-9 + 4136-95-2 = 87980-68-5
反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane; 4 Min,3 - 6 °C; 45 Min,2 °C2.1 Reagents: Sodium Bicarbonate Solvents: Toluene; 22 H,100 °C
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652]

565-63-9 = 87980-68-5
反应条件:1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Dichloromethane,Xylene; 1 H,Rt2.1 Reagents: 4-(Dimethylamino)Pyridine Solvents: Tetrahydrofuran; 1 D,Rt
标题:Semisynthesis Of Ingenol 3-Angelate (Pep005): Efficient Stereoconservative Angeloylation Of Alcohols
作者:Liang,Xifu; Et Al
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2647-2652