中文名称:

表油菜素内酯

中文同义词:

布拉西诺内酯;表油菜素内酯;欧洲油菜素;BRASSINOLIDE 24-表油菜素内酯;(22R,23R,24R)-2Α,3Α,22,23-四羟基-Β-高-7-氧杂-5Α-麦角甾-6-酮;芸苔素内酯/表油菜素内酯;24-表芸苔素内酯;(22R,23R,24R)-2Α,3Α,22,23-四羟基-24-甲基-5Α-胆甾-6-酮

英文名称:

Epibrassinolide

英文同义词:

22R,23R,24R-2ALPHA,3ALPHA,22,28-TETRAHYDROXY-B-HOMO-7-OXA-5ALPHA-ERGOSTA-6-ONE;(22R,23R,24R)-2-ALPHA,3-ALPHA,22,23-TETRAHYDROXY-24-METHYL-B-HOMO-7-OXA-5-ALPHA-CHOLESTAN-6-ONE;22R,23R,24R-2A,3A,22,23-TETRAHYDROXY-B-HOMO-7-OXA-5A-ERGOSTAN-6-ONE;24R-BRASSINOLIDE;CS-1258;24-EPIBRASSINOLIDE;B1105;BP55;B1105;BP55

CAS号:

78821-43-9

分子式:

C28H48O6

分子量:

480.68

EINECS号:

639-387-1

相关类别:

新品推荐;医药原料药-科研原料;农药原料;农药中间体;农用;生化试剂-植物激素及核酸类;原料;Steroids;Bio-Pesticide;Steroids Hormones - 13C 2H;PLANT GROWTH REGULATOR;植物生长调节剂;化肥与农药;Intermediates Fine Chemicals;Pharmaceuticals;Steriod;植物激素及核酸类;生物活性小分子;农资类产品;原料药;科研-18271818137

Mol文件:

78821-43-9.mol

熔点 

256°C

沸点 

633.7±55.0 °C(Predicted)

密度 

1.141±0.06 g/cm3(Predicted)

储存条件 

-20°C

酸度系数(pKa)

14.27±0.70(Predicted)

EPA化学物质信息

3H-Benz[c]indeno[5,4-e]oxepin-3-one, 10-[(1S,2R,3R,4R)-2,3-dihydroxy-1,4,5-trimethylhexyl]hexadecahydro-5,6-dihydroxy-7a,9a-dimethyl-, (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)- (78821-43-9)

作用

丙酰芸苔索内酯又称为丙酰油菜素内酯是一种植物生长调节剂。丙酰芸苔素内酯对块根作物、土豆和芋头、谷物、玉米、棉花、果实蔬菜、豆类、叶用蔬菜、果树、木本植物、开花植物和经济作物极其有效。

制备

将2.06g(3.70mmol)的2α，3α-二丙酰氧基-24S-乙基-5α-胆甾-22-烯-6-酮(V)溶解在100ml的二氯甲烷中，添加8.0g(31.08mmol)的间氯过氧苯甲酸，并且将混合物在室温下搅拌15天。然后添加8.0g的粉末氢氧化钙，搅拌1小时并过滤，真空蒸馏除去溶剂，并获得粗产物。将该粗产物通过硅胶柱色谱法(苯∶乙酸乙酯30∶1至15∶1)精炼，获得0.85g(39.0％)的(22R，23R，24S)-2α，3α-二丙酰氧基-22，23-环氧-B-高-7-氧杂-5α-豆甾烷-6-酮[化合物(I)]，即(1R，3aS，3bS，6aS，8S，9R，10aR，10bS，12aS)-1-[(1S)-1-[(2R，3R)-3-[(1S)-1-乙基-2-甲基丙基]-2-环氧乙烷基]乙基]十六氢-10a，12a-二甲基-8，9-双(1-氧代丙氧基)-6H-苯并[c]茚并[5，4-e]氧杂-6-酮]也就是丙酰芸苔素内酯。

生物活性

Epibrassinolide是一种可从多种植物中分离而来的油菜素类固醇，减少毒性，在植物应激反应下刺激其健康生长。

靶点

Plant growth regulator, Apoptosis inducer

体外研究

Epibrassinolide (EBR) is a biologically active compound of the brassinosteroids, steroid-derived plant growth regulator family. Cells are incubated with various doses (0-100 μM) of Epibrassinolide for 24 or 48 h and cell viability is determined by MTT assay. Epibrassinolide induced cell viability loss in dose- and time-dependent manner compared to untreated samples in LNCaP and DU145 prostate cancer cells. Increasing concentrations of Epibrassinolide is more effective on LNCaP cell viability loss than DU145 cells suggesting that androgen-dependent cells are more sensitive to Epibrassinolide than androgen-independent prostate cancer cells. In further experiments, 25 μM Epibrassinolide is selected due to its moderate cytotoxic effect on both cell lines. The effect of Epibrassinolide treatment is examined on cell proliferation by counting the cell number within 96 h. A higher and earlier inhibition of cell proliferation is observed in LNCaP than DU145 cells.

化学性质 

白色晶体粉末

用途 

属广谱性高效植物生长调节剂，对各种经济作物均有明显增产作用，能有效调节植物各个生长环节

类别

农药

毒性分级

中毒

急性毒性

口服- 大鼠 LD50: 2000 毫克/ 公斤; 口服- 小鼠 LD50: 1000 毫克/ 公斤

可燃性危险特性

燃烧分解排出辛辣刺激烟雾

储运特性

库房通风低温干燥; 与食品原料分开储运

灭火剂

干粉、泡沫、砂土

危险类别码 

22-36/37/38

安全说明 

22-36/37/39-45

WGK Germany 

3

海关编码 

29372900