24-表芸苔素内酯

化合物

24-表芸苔素内酯(英語:24-Epibrassinolide,缩写:EBR),是一种有机化合物,分子式为C28H48O6,属于油菜素類固醇植物激素[1],与芸苔素内酯为差相异构体[2],1979年首次发现于油菜花花粉中[3]。可由油菜甾醇、豆甾醇麦角甾醇等天然甾醇为原料制备[4]

24-表芸苔素内酯
IUPAC名
(22R,23R)-2α,3α,22,23-Tetrahydroxy-6,7-epoxy-6,7-seco-5α-ergostan-6-one
系统名
(1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-1-[(2S,3R,4R,5R)-3,4-Dihydroxy-5,6-dimethylheptan-2-yl]-8,9-dihydroxy-10a,12a-dimethylhexadecahydro-6H-indeno[4,5-d][2]benzoxepin-6-one
识别
CAS号 78821-43-9
PubChem 443055
ChemSpider 391354
SMILES
 
  • C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2COC(=O)[C@@H]4[C@@]3(C[C@H]([C@H](C4)O)O)C)C)[C@H]([C@@H]([C@H](C)C(C)C)O)O
ChEBI 27722
KEGG C11049
性质
化学式 C28H48O6
摩尔质量 480.68 g·mol−1
外观 White powder
熔点 274 °C(547 K)
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案
GHS提示词 Warning
H-术语 H315, H319, H335
P-术语 P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ Pubchem. 24-Epibrassinolide. pubchem.ncbi.nlm.nih.gov. US: National Center for Biotechnology Information, U.S. National Library of Medicine. [2019-02-26] (英语). 
  2. ^ Tanveer, Mohsin; Shahzad, Babar; Sharma, Anket; Biju, Sajitha; Bhardwaj, Renu. 24-Epibrassinolide; an active brassinolide and its role in salt stress tolerance in plants: A review. Plant Physiology and Biochemistry. 2018, 130: 69–79. PMID 29966934. S2CID 49644350. doi:10.1016/j.plaphy.2018.06.035. 
  3. ^ Grove, Michael D.; Spencer, Gayland F.; Rohwedder, William K.; Mandava, Nagabhushanam; Worley, Joseph F.; Warthen, J. David; Steffens, George L.; Flippen-Anderson, Judith L.; Cook, J. Carter. Brassinolide, a plant growth-promoting steroid isolated from Brassica napus pollen. Nature (Springer Science and Business Media LLC). 1979, 281 (5728): 216–217. Bibcode:1979Natur.281..216G. ISSN 0028-0836. S2CID 4335601. doi:10.1038/281216a0. 
  4. ^ 王广聚,董服灿,董建军,张国安. 24-表油菜素内酯的合成及应用研究. 农药. 2001, 40 (6): 12-15. doi:10.3969/j.issn.1006-0413.2001.06.004.