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Validamycin

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Validamycin
Names
IUPAC name (1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-(hydroxymethyl)-4-{amino}cyclohexyl β-D-glucopyranoside
Systematic IUPAC name (2R,3R,4S,5S,6R)-2-{amino}cyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Other names Validamycin A; Valimon; Validacin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.120.044 Edit this at Wikidata
EC Number
  • 609-372-4
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: 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/s1Key: JARYYMUOCXVXNK-IMTORBKUBD
SMILES
  • OC/C3=C/(N2C(CO)(O1O(CO)(O)(O)1O)(O)2O)(O)(O)3O
Properties
Chemical formula C20H35NO13
Molar mass 497.494 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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

See also

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.
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