Validamycin A

Alternative_name

1,5,6-trideoxy-4-O-β-D-glucopyranosyl-5-(hydroxymethyl)-1-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-D-chiro-inositol; Validamycin; Validacin; Valimon
Description

Validamycin A is an antifungal agent used to protect rice plants against sheath blight caused by the pathogenic fungus, R. solani, due to its ability to inhibit trehalase, a trehalose-hydrolizing enzyme (Ki = 1.9 nM; IC50 = 0.7 μM). It is also effective against the growth and sporulation of R. cerealis, F. culmorum, and other fungi. Validamycin A also demonstrates antiviral activity against fungal plant pathogens, including Pellicularia sasakii and Rhizoctonia solani, but does not appear to be fungicidal in these cases.
CAS Number

37248-47-8
Structure Available

Yes
Molecular Formula

C₂₀H₃₅NO₁₃
Molecular Weight

497.49
Cell Permeable

Yes
Purity

≥98% by HPLC
Solubilities

DMSO (2 mg/ml)
Handling

Protect from air and moisture
Tag Line

An antifungal agent
Storage Condition

-20°C
Shipping Condition

Gel Pack
Shelf Life

36 months
MDL Number

MFCD09028089
PubChem CID

443629
PubChem CID Link
SMILES

C1C(C(C(C(C1NC2C=C(C(C(C2O)O)O)CO)O)O)OC3C(C(C(C(O3)CO)O)O)O)CO
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/s1
InChi Key

JARYYMUOCXVXNK-CSLFJTBJSA-N
Data Sheet Link
MSDS Available

Yes