CAS: 24808-04-6; (2R,3R)-2-(4-Hydroxyphenyl)Chromane-3,5,7-Triol

该化合物是一种自然产生的花草,特别是一种以抗氧化性特性而闻名的化合物,主要存在于各种植物中,特别是某些茶叶和可可中;该化合物的特征是其个性性性,作为单一的对应体存在,有助于其生物活动;(-)-Epiafzelechin展示了一系列潜在的健康惠益,包括抗炎和对心脏的保护效应,原因是它能够食用自由基和调节各种细胞路径;其分子结构具有苯丙基骨,这是易食类的典型,在有机溶剂中是溶液;对(-)-Epiafzelechin的研究强调了其在促进血管健康以及预防慢性疾病方面的潜力.与许多食用类一样,人体的生物利用率和新陈代谢是不断研究的领域,因为它们影响其功效和治疗潜力.

英文名称(2R,3R)-2-(4-Hydroxyphenyl)Chromane-3,5,7-Triol
中文名称(-)-表阿夫儿茶精
IUPAC名称(2R,3R)-2-(4-hydroxyphenyl)chromane-3,5,7-triol
其它别名(2R,3R)-2-(4-Hydroxyphenyl)-3,5,7-Chromantriol; (2R,3R)-3,4-Dihydro-2-(4-Hydroxyphenyl)-2H-1-Benzopyran-3,5,7-Triol; [2R,(-)]-3,4-Dihydro-2α-(4-Hydroxyphenyl)-2H-1-Benzopyran-3α,5,7-Triol; (-) - Epiaf Catechin; 2H-1-Benzopyran-3,5,7-Triol,3,4-Dihydro-2-(4-Hydroxyphenyl)-, (2R,3R)-; (2R,3R)-2-(4-Hydroxyphenyl)-3,5,7-Chromanetriol; (2R,3R)-2-(4-Hydroxyphenyl)Chromane-3,5,7-Triol
CAS编号24808-04-6
MFCD编号:MFCD20260428
分子式:C15H14O5分子量:274.27
产品CID: 1199510
产品分类天然产物 → 黄酮类化合物

相似结构搜索
产品信息参考;;;;
InChIKey: RSYUFYQTACJFML-UKRRQHHQSA-N
InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15-/m1/s1
计算化学: 氢键受体数5.0氢键供体数4.0可旋转键数1.0

物理性质

熔点241 °C (分解)
沸点583.4±50.0 °C at 760 mmHg
闪点306.6±30.1 °C
密度1.5±0.1 g/cm3
pKa:9?+-.0.60(预测)
PSA:90.15
LogP:1.09
折射率1.709
蒸汽压0.0±1.7 mmHg at 25°C
溶解性Soluble In Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,Etc.
外观形态白色至类白色粉末
储存条件2-8°C，干燥环境，密闭

上下游产品

epiafzelechin-(4β-8)-benzylthioether 8)(-)-epi-afzelechin(-)-epi-afzlechin(4β-8)(-)-epi-afzelechin (-)-epiafzelechin 7-O-β-D-glucopyranoside epi-Afzelechin gallate R)-3c,5,7-Triacetoxy-2r-(4-acetoxy-phenyl)-chroman(2R)-3c,5,7-Triacetoxy-2r-(4-acetoxy-phenyl)-chroman 6)-epiafzelechin(2S)-7,4'-dihydroxyflavan-(4β-6)-epiafzelechin 6)-epiafzelechin(2S)-7,4'-dihydroxyflavan-(4α-6)-epiafzelechin 8)-epiafzelechin(2S)-7,4'-dihydroxyflavan-(4β-8)-epiafzelechin

合成工艺路线路线简述

📜(E)-3-[2,4-Bis(Benzyloxy)-6-Hydroxyphenyl]-1-(4-Benzyloxyphenyl)Propene置于palladium Dihydroxide 咪唑,Ad-Mix-α,甲基磺酰胺,四丁基氟化铵,氢气,4-甲基苯磺酸吡啶,L-Selectride,戴斯-马丁氧化剂,原甲酸三乙酯体系中,用四氢呋喃,甲醇,二氯甲烷,水,1,2-二氯乙烷,N,N-二甲基甲酰胺,叔丁醇用作溶剂,化学反应 17.0H,反应生成(-)-表阿夫儿茶精
参考文献:Enantioselective Synthesis Of Afzelechin And Epiafzelechin
标题:Enantioselective Synthesis Of Afzelechin And Epiafzelechin
摘要:The Flavonoids Afzelechin And Epiafzelechin As Well As Their Gallate Esters Were Synthesized Enantioselectively Via Sharpless Hydroxylation Followed By Regioselective Cyclization. (C) 2004 Elsevier Ltd. All Rights Reserved.
Doi:10.1016/j.Tet.2004.06.113