井冈霉素

化合物

井冈霉素(也称为有效霉素,英語:Validamycin)是一种含氮有机化合物,分子式C20H25NO13,是一种抗生素杀真菌剂,最初由沈寅初发现自链霉菌属吸水链霉菌Streptomyces hygroscopicus),可抑制海藻糖酶英语trehalase[1],用于防治水稻纹枯病

井冈霉素
IUPAC名
(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-(hydroxymethyl)-4-{[(1S,4S,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}cyclohexyl β-D-glucopyranoside
系统名
(2R,3R,4S,5S,6R)-2[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-(hydroxymethyl)-4-{[(1S,4S,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}cyclohexyl]oxy6-(hydroxymethyl)oxane-3,4,5-triol
别名 Validamycin A; Valimon; Validacin
识别
CAS号 37248-47-8  checkY
PubChem 443629
ChemSpider 16736085
SMILES
 
  • OC/C3=C/[C@H](N[C@H]2C[C@H](CO)[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]3O
InChI
 
  • 1/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2/t7-,8+,9+,10-,11+,12+,13+,14-,15+,16+,17-,18-,19-,20+/m1/s1
InChIKey JARYYMUOCXVXNK-IMTORBKUBD
ChEBI 29703
KEGG C12112
性质
化学式 C20H35NO13
摩尔质量 497.49 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ Li, H.; Su, H.; Kim, S. B.; Chang, Y. K.; Hong, S. K.; Seo, Y. G.; Kim, C. J. Enhanced production of trehalose in Escherichia coli by homologous expression of otsBA in the presence of the trehalase inhibitor, validamycin A, at high osmolarity. Journal of Bioscience and Bioengineering. 2011, 113 (2): 224–32. PMID 22036231. doi:10.1016/j.jbiosc.2011.09.018.