Validamycin

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{{Chembox | ImageFile = Validamycin.svg | ImageSize = 200px | IUPACName = (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 | OtherNames = Validamycin A; Valimon; Validacin |Section1=! colspan=2 style="background: #f8eaba; text-align: center;" |Identifiers

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3D model (JSmol)

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| ChEBI

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|- | ChemSpider

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| ECHA InfoCard | 100.120.044 Edit this at Wikidata |-






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  • InChI=1S/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
    Key: JARYYMUOCXVXNK-IMTORBKUSA-N
  • 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
    Key: JARYYMUOCXVXNK-IMTORBKUBD

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  • 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

|- |Section2=! colspan=2 style="background: #f8eaba; text-align: center;" |Properties

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| C20H35NO13

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| 497.494 g·mol−1

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Validamycin is an antibiotic and fungicide produced by Streptomyces hygroscopicus. It is used as an inhibitor of trehalase.[1] It is used for the control of sheath blight of rice and damping-off of cucumbers.

References

  1. ^ Li, H.; Su, H.; Kim, S. B.; Chang, Y. K.; Hong, S. K.; Seo, Y. G.; Kim, C. J. (2011). "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. 113 (2): 224–32. doi:10.1016/j.jbiosc.2011.09.018. PMID 22036231.