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莽草酸

莽草酸

CAS号:138-59-0
英文名:Shikimic acid
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化合物简介
莽草酸(3,4,5-三羟基-1-环己烯-1-甲酸)是一种易溶于水的白色晶体粉末。它因最早分离自日本莽草而得名,是一种植物和微生物的重要代谢产物。
基本信息
编号系统
物化性质
安全信息
生产方法及用途
生产方法
莽草酸是从中药八角茴香中提取的一种单体化合物。
用途
莽草酸通过影响花生四烯酸代谢,抑制血小板聚集,抑制动、静脉血栓及脑血栓形成,并具有有抗炎、镇痛作用,还可作为抗病毒和抗癌药物中间体。本品多用做制药中间体,具有一定刺激性,不宜直接使用。有机合成
上游原料
methyl (1S,5R,6S)-5-(hexanoyloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate (1S,4R,4aS,5R,8S,8aR)-8-(methoxymethoxy)-1,4,4a,5,8,8a-hexahydro-1,4-methanonaphthalen-5-yl acetate methyl (1α,6α)-2β-hydroxy-7-oxabicyclo[4.1.0]hept-3-ene-4-carboxylate (1R,2aR,2a1S,5S,5aS,6R,7aS,8R)-8-bromo-5-(methoxymethoxy)-1,2a,2a1,5,5a,6,7,7a-octahydro-1,6-methanoindeno[7,1-bc]furan (-)-shikimic acid 3-O-gallate (3aR,7R,7aS)-7-Hydroxy-2-methoxy-2-methyl-3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (1R,5R,6R)-methyl 5-(benzoyloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate (1S,2R,6R)-4-(ethoxycarbonyl)-6-(4-nitrobenzoyloxy)-cyclohex-3-ene-1,2-diyl diacetate (3aR,5R,5aR,8aS,8bS)-5-(tert-Butyl-dimethyl-silanyloxy)-2-dimethylamino-7,7-dimethyl-tetrahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxole-3a-carboxylic acid methyl ester (1R,2'S,3'S,3R,4S,5R)-1-hydroxymethyl-3-O-tert-butyl(dimethyl)silyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)cyclohexane-1,3,4,5-tetraol (3aR,4S,5R,7R,7aR)-methyl 5-acetoxy-7-((tert-butyldimethylsilyl)oxy)-4-hydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-5-carboxylate 葡萄糖 (2'S,3'S)-methyl 3-O-tert-butyl(dimethyl)silyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate (1R,3S,4R,5R)-methyl 1-acetoxy-5-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxy-2-oxocyclohexanecarboxylate (1R,4S,4aR,8R,8aS)-methyl 8-((tert-butyldimethylsilyl)oxy)-5-hydroxy-1,4,4a,7,8,8a-hexahydro-1,4-methanonaphthalene-6-carboxylate methyl (3R,5R)-3-acetoxy-5-((tert-butyldimethylsilyl)oxy)-4-oxocyclohex-1-ene-1-carboxylate D-葡萄糖 (3R,4R,5R)-3,4-Diacetoxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enecarboxylic acid methyl ester (3R,4R,5R)-3-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-cyclohex-1-enecarboxylic acid methyl ester (-)-shikimic acid 3,4-O-digallate (-)-3-去氢莽草酸 (1R,2aS,2a1S,3R,4S,5R,5aS,6R,7aS,8R)-8-bromo-3,4,5-tris(methoxymethoxy)decahydro-1,6-methanoindeno[7,1-bc]furan methyl (1R,4S,4aR,6R,8R,8aS)-6-acetoxy-8-((tert-butyldimethylsilyl)oxy)-5-oxo-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6-carboxylate tert-butyl(((2S,3S,4aS,5R,8aR)-2,3-dimethoxy-2,3-dimethyl-7-((phenylthio)methyl)-2,3,4a,5,8,8a-hexahydrobenzo[b][1,4]dioxin-5-yl)oxy)dimethylsilane Acetic acid (3aS,4R,7aR)-6-formyl-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl ester (-)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo[4,1,0]hept-3-ene-4-carboxylate (1S,5R,6S)-methyl 5-(hexanoyloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate methyl (3R,4S,5R)-3-benzoyloxy-4,5-dihydroxy-cyclohex-1-en-1-carboxylate (-)-(1S,4R,4aS,5R,8aR)-5-tert-Butyldimethylsilyloxy-1,4,4a,6,7,8a-hexahydro-endo-1,4-methanonaphthalen-8(5H)-one methyl (benzyl 5,6-dideoxy-6-dimethoxyphosphoryl-2,3-O-isopropylidene-α-D-lyxo-heptofuranosid)uronate (3R,4S,5R)-5-acetoxy-3,4-(isopropylidenedioxy)cyclohex-1-enecarboxylic acid (3R-(3alpha,4alpha,5beta))-5-((3-(3,4-二羟基苯基)-1-氧代-2-丙烯基)氧基)-3,4-二羟基-1-环己烯-1-羧酸 t-butyl (benzyl 5,6-dideoxy-6-dimethoxyphosphoryl-2,3-O-isopropylidene-α-D-lyxo-heptofuranosid)uronate (3aR,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-2-methyl-3a,6,7,7a-tetrahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (2S,3S,4aR,6S,8R,8aR)-八氢-6,8-二羟基-2,3-二甲氧基-2,3-二甲基-1,4-苯并二氧杂环己-6-羧酸甲酯 (3aS,5R,7R,7aR)-5-Acetoxy-7-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-4-oxo-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (3S,4R,5R)-4-Acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-cyclohex-1-enecarboxylic acid methyl ester (3aR,7R,7aR)-methyl 7-((tert-butyldimethylsilyl)oxy)-2,2-dimethyl-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate 磷烯醇丙酮酸 7-hydroxy-2,2-dimethyl-3a,6,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylic acid methyl (3aR,4S,5R,7R,7aR)-7-((tert-butyldimethylsilyl)oxy)-4,5-dihydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-5-carboxylate 甲基(-)-莽草酸 methyl (1R,5R)-1-acetoxy-5-((tert-butyldimethylsilyl)oxy)-2-oxocyclohex-3-ene-1-carboxylate (1S,2R,6R)-6-hydroxy-4-(methoxycarbonyl)cyclohex-3-ene-1,2-diyl diacetate 右旋奎宁酸 (1S,4R,4aS,5S,6R,7S,8R,8aR)-6,7,8-tris(methoxymethoxy)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalen-5-ol (3R,4S,5R)-4-hydroxy-3,5-bis[(3,4,5-trihydroxybenzoyl)oxy]cyclohexene-1-carboxylic acid