CAS: 53377-61-0; 1,3,5-Trihydroxy-4-(3-Methylbut-2-En-1-yl)-9H-Xanthen-9-One

英文名称1,3,5-Trihydroxy-4-(3-Methylbut-2-En-1-yl)-9H-Xanthen-9-One
中文名称1,3,5-三羟基-4-异戊二烯氧蒽酮
IUPAC名称1,3,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
其它别名1,3,5-Trihydroxy-4-Prenylxanthone; 1,3,5-Trihydroxy-4-(3-Methylbut-2-En-1-yl)-9H-Xanthen-9-One; 9H-Xanthen-9-One, 1,3,5-Trihydroxy-4-(3-Methyl-2-Buten-1-yl)-; 1,3,5-Trihydroxy-4-(3-Methyl-2-Buten-1-yl)-9H-Xanthen-9-One; 5-Trihydroxy-4-Prenylxanthone; 1,3,5Trihydroxy4Prenylxanthone,1,3,5 Trihydroxy 4 Prenylxanthone
CAS编号53377-61-0
MFCD编号:MFCD20260476
分子式:C18H16O5分子量:312.32
产品CID: 2492712
产品分类天然产物 → 氧杂蒽酮

相似结构搜索
InChIKey: JCHQJCJKSHNCBA-UHFFFAOYSA-N
InChI=1S/C18H16O5/c1-9(2)6-7-10-13(20)8-14(21)15-16(22)11-4-3-5-12(19)17(11)23-18(10)15/h3-6,8,19-21H,7H2,1-2H3
计算化学: 氢键受体数5.0氢键供体数3.0可旋转键数2.0

物理性质

沸点550.7±49.0 °C at 760 mmHg
闪点204.3±23.3 °C
密度1.4±0.1 g/cm3
PSA:90.9
LogP:3.26
折射率1.676
蒸汽压0.0±1.5 mmHg at 25°C
溶解性Soluble In Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,Etc.
外观形态黄色粉末
储存条件2-8°C，干燥环境，密闭
产品应用该化合物是纳+/H+交换器抑制剂,最低抑制浓度为10微克/毫升;5型磷氧基酶抑制剂(PDE5),IC50值为3.0微米;通过抑制脂合二酸盐(LPS)引起的氧化氮(NO)在RAW264.7大型微字眼中生产,显示出抗炎活动.

MSDS等安全信息

警示词Warning
危险描述H302-H315-H319-H335-
防范说明P261-P280-P301+P312-P302+P352-P305+P351+P338-
危险品标志Xi
安全声明H303+H313+H333

上下游产品

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合成工艺路线路线简述

合成目标产物 1,3,5-Trihydroxy-4-Prenylxanthone 主要起始原料 1,3,5-Trihydroxyxanthone And 3,3-Dimethylallyl Bromide
(文献来源)合成步骤主要原料 1,3,5-Trihydroxyxanthone 和 3,3-Dimethylallyl Bromide

📜2,3-二甲氧基苯甲酸置于吡啶,氢氧化钾,三氯化铝,草酰氯,四甲基氢氧化铵,氢碘酸,苯酚体系中,用二氯甲烷作为反应溶剂,化学反应 62.0H,反应生成 1,3,5-三羟基-4-异戊二烯氧蒽酮
参考文献:Synthesis Of 2-Hydroxy-3-Methylbut-3-Enyl Substituted Coumarins And Xanthones As Natural Products. Application Of The Schenck Ene Reaction Of Singlet Oxygen With Ortho-Prenylphenol Precursors
标题:Synthesis Of 2-Hydroxy-3-Methylbut-3-Enyl Substituted Coumarins And Xanthones As Natural Products. Application Of The Schenck Ene Reaction Of Singlet Oxygen With Ortho-Prenylphenol Precursors
摘要:Application Of Our Original Photooxidation-Reduction Methodology To Prenylated Dihydroxycoumarin And Trihydroxyxanthone Compounds Led To The Corresponding Ortho-(2-Hydroxy-3-Methylbut-3-Enyl)Phenol Derivatives With Yields Ranging From 8 To 65%. In Most Of The Reported Experiments,The Oxidation Products Distribution,After The Photooxygenation Step,Was Controlled By The Competition Between The Large Group Effect And The Stabilising Phenolic Assistance Effect. We Also Showed That Ortho-(3-Hydroxy-3-Methylbut-1-Enyl)Phenol Derivatives Could Be Considered As Biogenetic Precursors Of 2,2-Dimethylbenzopyranic Structures. (C) 2004 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Tet.2004.01.033