24-表芸苔素內酯

化合物

24-表芸苔素內酯(英語:24-Epibrassinolide,縮寫:EBR),是一種有機化合物,分子式為C28H48O6,屬於油菜素類固醇植物激素[1],與芸苔素內酯為差相異構體[2],1979年首次發現於油菜花花粉中[3]。可由油菜甾醇、豆甾醇麥角甾醇等天然甾醇為原料製備[4]

24-表芸苔素內酯
IUPAC名
(22R,23R)-2α,3α,22,23-Tetrahydroxy-6,7-epoxy-6,7-seco-5α-ergostan-6-one
系統名
(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
識別
CAS號 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
性質
化學式 C28H48O6
摩爾質量 480.68 g·mol−1
外觀 White powder
熔點 274 °C(547 K)
危險性
GHS危險性符號
《全球化學品統一分類和標籤制度》(簡稱「GHS」)中有害物質的標籤圖案
GHS提示詞 Warning
H-術語 H315, H319, H335
P-術語 P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

參考文獻

  1. ^ Pubchem. 24-Epibrassinolide. pubchem.ncbi.nlm.nih.gov. US: National Center for Biotechnology Information, U.S. National Library of Medicine. [2019-02-26] (英語). 
  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. ^ 王廣聚,董服燦,董建軍,張國安. 24-表油菜素内酯的合成及应用研究. 農藥. 2001, 40 (6): 12-15. doi:10.3969/j.issn.1006-0413.2001.06.004.