An inhibitor of trehalase
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Validamycin A

Item No. 15326

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal 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
CAS Number
37248-47-8
Synonyms
  • Validacin
Molecular Formula
C20H35NO13
Formula Weight
497.5
Purity
≥60%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 2 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O[C@H]([C@H]1O)[C@H](O)[C@@H](CO)O[C@@]1([H])O[C@H]2[C@H](O)[C@@H](O)[C@@H](N[C@@]3([H])C=C(CO)[C@@H](O)[C@H](O)[C@H]3O)C[C@@H]2CO
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    1 g

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    5 g

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    10 g

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    Cayman Chemical
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    Product Description

    Validamycin A is a fungicidal 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).1 It is also effective against the growth and sporulation of R. cerealis, F. culmorum, and other fungi.2 This compound has also been used to study trehalase activity and trehalose biosynthesis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Asano, N., Yamaguchi, T., Kameda, Y., et al. Effect of validamycins on glycohydrolases of Rhizoctonia solani. J. Antibiot. (Tokyo) 40(4), 526-532 (1987).

    2. Robson, G.D., Kuhn, P.J., and Trinci, A.P. Effects of validamycin A on the morphology, growth and sporulation of Rhizoctonia cerealis, Fusarium culmorum and other fungi. J. Gen. Microbiol. 134(12), 3187-3194 (1988).

    3. Goddijn, O.J., Verwoerd, T.C., Voogd, E., et al. Inhibition of trehalase activity enhances trehalose accumulation in transgenic plants. Plant Physiol. 113(1), 181-190 (1997).