Validamycin
NOMENCLATURE
Common name Validamycin
IUPAC name 1L-(1,3,4/2,6)-2,3-dihydroxy-6-hydroxymethyl-4-[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2-enylamino]cyclohexyl β-D-glucopyranoside
Chemical Abstracts name [1S-(1α,4α,5β,6α)]-1,5,6-trideoxy-4-O-β-D-glucopyranosyl-5-(hydroxymethyl)-1-[[4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-D-chiro-inositol
CAS RN [37248-47-8]; [38665-10-0] validoxylamine A (metabolite)
EEC no.
CONTROL OBJECT
Crop
Control object
PHYSICAL CHEMISTRY

Mol. wt. 497.5 

M.f. C20H35NO13 

Form Colourless, odourless, hygroscopic powder. 

M.p. 125.9 °C 

V.p. <2.6 ×10-3 mPa (25 °C) 

KOW logP = -4.21 (calc.) 

S.g./density 1.402 (20 °C) 

Solubility In water >610× 103 mg/l (20 °C). In hexane, toluene, dichloromethane and ethyl acetate < 0.01, acetone 0.0266, methanol 62.3 (all in g/l, 20 °C). 

Stability Stable to hydrolysis at pH 5, 7, and 9 (25 °C). 

Specific rotation [α]D24 +110?(water); hydrochloride [α]D22 = +49?(c = 1 in water) 

pKa 6.14 (20 °C)

APPLICATIONGS
Inhibitor of trehalase, an enzyme which mediates the digestion of the carbohydrate trehalose and transport of glucose to the hyphals tips. Biochemistry
Non-systemic antibiotic with fungistatic action. Causes abnormal branching of the tips of the pathogen, followed by cessation of further development. Mode of action
Control of Rhizoctonia solani in rice, potatoes, vegetables, strawberries, tobacco, ginger and other crops; damping-off diseases of cotton, rice and sugar beet, etc. Applied as a foliar spray, soil drench, seed dressing, or by soil incorporation, at 1.25-1.56 g/ha (liquid), 9-12 g/ha (DL formulation), and 0.090 mg/kg (DL or seed dressing). Uses
PRODUCT INFORMATION
Standard of technical material
Testing itemsStandard(w/w)
Content
Loss of drying
Water
Formulation type
content
Package
Mix with
Typical application rates