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Validamycin

Product Name
Validamycin
CAS No.
37248-47-8
Chemical Name
Validamycin
Synonyms
VALIDAMYCIN A;MYCIN;valimon;SOLACOL;t-7545-a;VALIDACIN;VALIDAMYCIN;VALDIDAMYCIN;jiangonmycin;Validacin[R]
CBNumber
CB7236710
Molecular Formula
C20H35NO13
Formula Weight
497.49
MOL File
37248-47-8.mol
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Validamycin Property

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
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Safety

Hazardous Substances Data
37248-47-8(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

Precautionary statements

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Alfa Aesar
Product number
J67357
Product name
Validamycin A, 100 mg/ml in DMSO
Purity
sterile-filtered
Packaging
1ml
Price
$40.8
Updated
2021/12/16
Alfa Aesar
Product number
J67357
Product name
Validamycin A, 100 mg/ml in DMSO
Purity
sterile-filtered
Packaging
5x1ml
Price
$153
Updated
2021/12/16
Cayman Chemical
Product number
15326
Product name
Validamycin A
Purity
≥60%
Packaging
500mg
Price
$46
Updated
2024/03/01
Cayman Chemical
Product number
15326
Product name
Validamycin A
Purity
≥60%
Packaging
1g
Price
$79
Updated
2024/03/01
Cayman Chemical
Product number
15326
Product name
Validamycin A
Purity
≥60%
Packaging
25mg
Price
$48
Updated
2023/06/20
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Validamycin Chemical Properties,Usage,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 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.

Uses

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

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.

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

Raw materials

XANTHOPTERIN

Preparation Products

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

Australia 1 China 216 Europe 2 Germany 2 India 13 Japan 5 South Korea 2 The Netherlands 1 United Kingdom 5 United States 22 Global 269
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9499
Advantage
66
Nanjing MeiBo Biological Technology Co., Ltd.
Tel
025-58619198
Fax
025-58619197
Email
sales@mbbio.com
Country
China
ProdList
319
Advantage
60
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
Maya High Purity Chemicals
Tel
+86 (573) 82222445 (0)18006601000 452520369
Fax
+86 (573) 82222643
Email
sales@maya-r.com
Country
China
ProdList
11707
Advantage
57
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
+86 (21) 5895-8628
Email
SALES@UHNSHANGHAI.COM
Country
China
ProdList
977
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
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View Lastest Price from Validamycin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Validamycin 37248-47-8
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-06
qingdao trust agri chemical co.,ltd
Product
Validamycin 37248-47-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99
Supply Ability
20tons
Release date
2024-07-23
Hebei Chuanghai Biotechnology Co,.LTD
Product
Validamycin 37248-47-8
Price
US $10.70/KG
Min. Order
10KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-13

37248-47-8, ValidamycinRelated 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

  • valimon
  • VALIDACIN
  • VALIDAMYCIN
  • VALIDAMYCIN A
  • ((4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-,(1s-(1-alpha,4
  • (1s-(1a,4a,5b,6a))-1,5,6-trideoxy-3-o-b-d-glucopyranosyl-5-(hydroxymethyl)-1-(
  • 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]-
  • (1s-(1alpha,4alpha,5beta,6alpha))-1,5,6-trideoxy-4-o-beta-d-glucopyrano
  • (4,5,6-trihydroxy-3-(hydroxymethyl)-=2-cyclohexen-1-yl)amino)-d-chiro-inositol
  • )amino)-d-chiro-inositol
  • 1,5,6-trideoxy-3-o-.beta.-d-glucopyranosyl-5-(hydroxymethyl)-1-[[4,5,6-trihydroxy-3-(hydroxymethyl)d-Chiro-inositol
  • 1,5,6-trideoxy-3-o-beta-d-glucopyranosyl-5-(hydroxymethyl)-1-d-chiro-inosito
  • 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
  • MYCIN
  • 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 (jmaf)
  • VALDIDAMYCIN
  • jiangonmycin
  • 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
  • 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
  • Validacin[R]
  • Validamycin (Validamycin A)
  • N-[（1S）-（1,4,6
  • ValidaMycin (t
  • [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
  • D-chiro-Inositol, 1,5,6-trideoxy-3-O-beta-D-glucopyranosyl-
  • Validamycin (technical)
  • Validamycin POR [37248-47-8]
  • 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
  • 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
  • C17899900 Validamycin (technical)
  • 37248-47-8
  • C20H35O13N
  • C20H35NO13
  • FUNGICIDE