芸苔素內酯

化合物

芸苔素內酯(又稱油菜素內酯)是一種植物激素。它是第一種被成功分離並具有生物活性的油菜素類固醇,源於歐洲油菜的花粉能夠促進莖的伸長和細胞分裂這一現象。[1][2]

芸苔素內酯
IUPAC名
(22R,23R)-2α,3α,22,23-tetrahydroxy-6,7-seco-5α-campestano-6,7-lactone
系統名
(3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5S)-3,4-Dihydroxy-5,6-dimethyl-2-heptanyl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one
別名 2,3,22,23-Tetrahydroxy-β-homo-7-oxaergostan-6-one
識別
CAS號 72962-43-7  checkY
PubChem 115196
ChemSpider 103072
SMILES
 
  • O=C3OC[C@H]2[C@@H]1CC[C@@H]([C@@]1(C)CC[C@@H]2[C@@]4(C)C[C@@H](O)[C@@H](O)C[C@H]34)[C@H](C)[C@@H](O)[C@H](O)[C@@H](C)C(C)C
InChI
 
  • 1/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,24+,25+,27+,28+/m0/s1
InChIKey IXVMHGVQKLDRKH-KNBKMWSGBW
ChEBI 28277
性質
化學式 C28H48O6
摩爾質量 480.68 g·mol−1
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

參考資料

  1. ^ Mitchell JW, Mandava N, Worley JF, Plimmer JR, Smith MV. Brassins--a new family of plant hormones from rape pollen. Nature. 1970, 225 (5237): 1065–6. Bibcode:1970Natur.225.1065M. PMID 16056912. doi:10.1038/2251065a0. 
  2. ^ 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. 1979, 281 (5728): 216–217. Bibcode:1979Natur.281..216G. doi:10.1038/281216a0.