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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
MDL Number:
MFCD09028089
MOL File:
37248-47-8.mol
MSDS File:
SDS
Last updated:2024-03-16 16:09:49

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℃)
EWG's Food Scores 1
FDA UNII 313E9620QS

SAFETY

Risk and Safety Statements

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

Validamycin price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J67357 Validamycin A, 100 mg/ml in DMSO sterile-filtered 37248-47-8 1ml $40.8 2021-12-16 Buy
Alfa Aesar J67357 Validamycin A, 100 mg/ml in DMSO sterile-filtered 37248-47-8 5x1ml $153 2021-12-16 Buy
Cayman Chemical 15326 Validamycin A ≥60% 37248-47-8 500mg $46 2024-03-01 Buy
Cayman Chemical 15326 Validamycin A ≥60% 37248-47-8 1g $79 2024-03-01 Buy
Cayman Chemical 15326 Validamycin A ≥60% 37248-47-8 25mg $48 2023-06-20 Buy
Product number Packaging Price Buy
J67357 1ml $40.8 Buy
J67357 5x1ml $153 Buy
15326 500mg $46 Buy
15326 1g $79 Buy
15326 25mg $48 Buy

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 (>70%) Hydrochloride Salt is a metabolite of Validamycin A (>70%) (V943430) which is an antibiotic fungicide that inhibits trehalase activity in plants, insects, and fungi.

Uses

Validamycin A is used for the control of Rhizoctonia diseases in rice (sheath blight), potatoes, vegetables, strawberries, tobacco and other crops.

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.

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.

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.

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.

Degradation

Validamycin A is stable at room temperature in neutral or alkaline media but is unstable in acidic media.

Toxicity evaluation

Acute oral LD50 for rats and mice >20 g/kg. Acute percutaneous LD50 for rats >5 g/kg. Nonirritating to skin (rabbits). Not a skin sensitiser (guinea pigs). Inhalation LC50 (4 h) for rats >5 mg/L air. NOEL: In 90-d feeding trials, rats receiving 1 g/kg of diet and mice receiving 2 g/kg of diet showed no ill-effects. In 2-y feeding trials, NOEL for rats was 40.4 mg/kg daily. Toxicity Class WHO (a.i.) III; EPA (formulation) IV.

Validamycin Preparation Products And Raw materials

Global( 259)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555 +8617317452075 jack.li@time-chemicals.com China 1807 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49391 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 2954 58
SIMAGCHEM CORP
+86-13806087780 sale@simagchem.com China 17367 58
Longyan Tianhua Biological Technology Co., Ltd
0086 18039857276 18039857276 CHINA 2783 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58

View Lastest Price from Validamycin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Validamycin pictures 2023-03-22 Validamycin
37248-47-8
US $145.00 / kg 1kg 99% 5000 tons Hebei Duling International Trade Co. LTD
Validamycin  pictures 2023-03-06 Validamycin
37248-47-8
US $10.70 / Kg/Drum 10g 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
Validamycin pictures 2023-02-07 Validamycin
37248-47-8
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
  • Validamycin pictures
  • Validamycin
    37248-47-8
  • US $145.00 / kg
  • 99%
  • Hebei Duling International Trade Co. LTD
  • Validamycin  pictures
  • Validamycin
    37248-47-8
  • US $10.70 / Kg/Drum
  • 99%
  • Hebei Guanlang Biotechnology Co,.LTD
  • Validamycin pictures
  • Validamycin
    37248-47-8
  • US $0.00 / KG
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
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