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Validamycin

CAS No.: 37248-47-8

Chemical Name:: Validamycin

Synonyms: VALIDAMYCIN A;MYCIN;SOLACOL;valimon;t-7545-a;VALIDACIN;VALIDAMYCIN;Validacin[R];jiangonmycin;VALDIDAMYCIN

CBNumber:: CB7236710

Molecular Formula:: C20H35NO13

Molecular Weight:: 497.49

MOL File:: 37248-47-8.mol

MSDS File:: SDS

Modify Date:: 2024/7/25 20:04:51

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Validamycin Properties

Melting point	130-135°C
alpha	D24 +110° (c = 1 in water or pyridine), +92° (c = 1 in DMF)
Boiling point	813.7±65.0 °C(Predicted)
Density	1.69±0.1 g/cm3(Predicted)
vapor pressure	Neglible at room temperature
storage temp.	0-6°C
solubility	DMSO: 2 mg/ml; PBS (pH 7.2): 10 mg/ml
form	Liquid
Water Solubility	Readily soluble
pka	6.0(at 25℃)
color	White to off-white

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H227
Precautionary statements	P210e-P280a-P370+P378a-P403+P235-P501a

Validamycin Chemical Properties,Uses,Production

Description

Validamycin A is produced by the fermentation of Streptomyces hygroscopicus var. limoneus nov. var (30). Structure revised (31). Colorless, odorless, hygroscopic powder. V.p. Negligible at room temperature. Solubility: Readily soluble in water, soluble in methanol, dimethylformamide and dimethyl sulfoxide. Slightly soluble in ethanol and acetone. Sparingly soluble in diethyl ether and ethyl acetate. pKa 6.0 Stability [α]²⁴D + 110? (water).

Uses

Validamycin A is the major analogue of a family of cyclitol disaccharides isolated from Streptomyces hygroscopicus var. limoneus by researchers at Takeda in 1970. Although commonly regarded as an aminoglycoside, validamycin shares little in common with conventional aminoglycosides such as streptomycin and gentamicin. Validamycin A is a potent antifungal agent and is used to control fungi in crop production. Validamycin A acts as a potent inhibitor of trehalase, an important enzyme in carbohydrate storage and ultilisation in fungi.

Definition

ChEBI: A member of the class of validamycins that is (1R,2S,3S,4S,6R)-4-amino-6-(hydroxymethyl)cyclohexane-1,2,3-triol in which the hydroxy group at position 1 has been converted to its beta-D-glucoside and in which one of the hydrogens attached to the nitrogen is replaced by a (1R,4R,5R,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cycloh x-2-en-1-yl group. It is the major validamycin produced by Streptomyces hygroscopicus.

Application

Validamycin was found in the culture broth of Streptomyces hygroscopicus var. limoneus by Takeda Chemicals Industries in 1971 in the course of screening for substances active against sheath blight in the rice plant. It consists of five components. The major component, validamycin A, was found to be the major contributor to the activity. Validamycin is active against a variety of phytopathogenic fungi, especiallyPellicularia sasakii, and it has been used to protect rice plants against sheath blight.

Pharmacology

Validamycin A specifically inhibits trehalase in R. solani AG-1 in a competitive manner between validoxylamine A (the possible active form of validamycin A) and the substrate, trehalose (33). Because trehalose is a storage carbohydrate in some fungi, trehalase is suggested to play an essential role for the digestion of trehalose to D-glucose and for its transportation to the hyphal tips (34).

Metabolic pathway

Validamycin A is an effective fungistatic (as opposed to fungicidal) antibiotic which has a very low toxicity to mammals and fish. This is presumably a consequence of its selective mode of action, the inhibition of trehalase. It is readily degraded under environmental conditions.

Validamycin Preparation Products And Raw materials

Raw materials

XANTHOPTERIN

Preparation Products

Imidacloprid+Validamycin+Monosultap,W.P. Validamycin aqueous solution Validamycin+Diniconazole,W.P. Validamine

Validamycin Suppliers

Global( 261)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
Krishi Rasayan Exports Pvt Ltd	+91-3371081010 +91-3371081012	West Bengal, India	12	58	Inquiry
Krishi Rasayan Exports Pvt. Ltd.(KREPL)	91-33-71081012	Kolkata, India	5	58	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6351	58	Inquiry
A.J Chemicals	91-9810153283	New Delhi, India	6124	58	Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd	+91-172-5066494	Haryana, India	6773	58	Inquiry
Clearsynth Labs	91-22-45045900	Maharashtra, India	3889	58	Inquiry
Moti Insecticides Pvt Ltd	91-1686-290780	Haryana, India	9	58	Inquiry
Gansai International	91-40-27425615	Andhra Pradesh, India	159	58	Inquiry
Oriental Crop Care Co. P Ltd.	91-9896350799	Haryana, India	14	58	Inquiry
Modern Insecticides Limited	91-161-5043900	Punjab, India	23	58	Inquiry

Supplier	Advantage
Krishi Rasayan Exports Pvt Ltd	58
Krishi Rasayan Exports Pvt. Ltd.(KREPL)	58
CLEARSYNTH LABS LTD.	58
A.J Chemicals	58
Pharmaffiliates Analytics and Synthetics P. Ltd	58
Clearsynth Labs	58
Moti Insecticides Pvt Ltd	58
Gansai International	58
Oriental Crop Care Co. P Ltd.	58
Modern Insecticides Limited	58

37248-47-8(Validamycin)Related Search:

Tris(hydroxymethyl)nitromethane Valiolamine Valienamine Dianemycin 1-sodium salt Monensin

Validamine D-chiro-inositol CIS-2-METHYLAMINO-CYCLOHEXANOL N-(2-HEPTYL)CYCLOHEXYLAMINE Validamycin E

VALIDAMYCIN D Validamycin+Buprofenzin+Monosultap,W.P. Validamycin+Tricycloazole+Triadimefon,W.P.(16%) Validamycin+Buprofenzin+Isoprocarb,W.P.(32%) Validamycin

28% carbendazim-jingangmeisu flowable formulation Imidacloprid+Validamycin,W.P.(15%) Validamycin+Bisultap,aqueous solusion Validamycin A

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1l-(1,3,4/2,6)-2,3-dihydroxy-6-hydroxymethyl-4-((1s,4r,5s,6s)-4,5,6-trihydroxy 3,4/2,6)-2,3-dihydroxy-6-hydromethyl-4-((1s,4r,5s,6s)-4,5,6-trihydroxy-3-1l-( -3-hydroxymethylcyclohex-2-enylamino)cyclohexylb-d-glucopyranoside 5-beta,6-alpha))--alph d-1,5,6-trideoxy-3-o-beta-d-glucopyranosyl-5-(hydroxymethyl)-1-((4,5,6-trihydr hydroxymethylcyclohex-2-enylamino)cyclohexylbeta-d-glucopyranoside oxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-d-chiroinositol syl-5-(hydroxymethyl)-1-((4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl t-7545-a SOLACOL 2-[2,3-Dihydroxy-6-(hydroxymethyl)-4-[[4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]cyclohexoxy]-6-(hydroxymethyl)oxane-3,4,5-triol jinggangmycin Validamycin POR [37248-47-8] Validamycin (technical) D-chiro-Inositol, 1,5,6-trideoxy-3-O-beta-D-glucopyranosyl- [1S-(1-alpha, 4-alpha, 5-beta, 6-alpha)]-1,5,6-Trideoxy-3-O-beta-D-glucopyranosyl-5-(hydroxymethyl)-1-[[4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexene-1-yl]amino]-D-chiro inositol ValidaMycin (t N-[（1S）-（1,4,6 Validamycin (Validamycin A) Validacin[R] 4-O-β-D-Glucopyranosyl-5-(hydroxymethyl)-1-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-1,5,6-Trideoxy-D-chiro-inositol 4-O-(β-D-glucopyranosyl)-5-(hydroxymethyl)-1-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-1,5,6-trideoxy-D-chiro-inositol N-[（1S）-（1，4，6/5）-3-hydroxymethyl-4,5,6-trihydroxy-2-cyclohexenyl] [O-β-D-glucopyranosyl-(1→3)]-1S-(1,2,4/3,5)-2,3,4-trihydroxy-5-hytroxymethylcy-clohexylamine jiangonmycin VALDIDAMYCIN validamycin (jmaf) 1,5,6-trideoxy-3-o-beta-d-glucopyranosyl-5-(hydroxymethyl)-1-d-chiro-inosito 1,5,6-trideoxy-3-o-.beta.-d-glucopyranosyl-5-(hydroxymethyl)-1-[[4,5,6-trihydroxy-3-(hydroxymethyl)d-Chiro-inositol )amino)-d-chiro-inositol (4,5,6-trihydroxy-3-(hydroxymethyl)-=2-cyclohexen-1-yl)amino)-d-chiro-inositol (1s-(1alpha,4alpha,5beta,6alpha))-1,5,6-trideoxy-4-o-beta-d-glucopyrano (1s-(1a,4a,5b,6a))-1,5,6-trideoxy-3-o-b-d-glucopyranosyl-5-(hydroxymethyl)-1-( ((4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-,(1s-(1-alpha,4 VALIDAMYCIN VALIDACIN valimon D-Chiro-Inositol,1,5,6-trideoxy-4-O-b-D-glucopyranosyl-5-(hydroxymethyl)-1-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]- Validamycin A Standard Validamycinv D-chiro-Inositol, 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]- Validamycin USP/EP/BP Validamycin A (>70%) Validamycin AQ: What is Validamycin A Q: What is the CAS Number of Validamycin A Q: What is the storage condition of Validamycin A Q: What are the applications of Validamycin A MYCIN VALIDAMYCIN A Aclarubicin Impurity 1 Validamycin (mixture of isomers） (2R,3R,4S,5S,6R)-2-(((1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-(hydroxymethyl)-4-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)cyclohexyl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol -Biphenyl]-3-yl(phenyl)methanone Jinggangmycin A Validamycin A in Methanol 37248-47-8 C20H35O13N C20H35NO13 FUNGICIDE