ChemicalBook > CAS DataBase List > 1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT

1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT

Product Name
1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT
CAS No.
71376-34-6
Chemical Name
1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT
Synonyms
Ccris 7906;Moniliformin Sodium;MONILIFORMIN SODIUM SALT;sodiumsaltofmoniliformin;MONILIFOMIN POTASSIUM SALT;Moniliformin (Natrium salt);Moniliformin sodium salt solution;1-hydroxycyclobut-1-ene-3,4-dione;Moniliformin in acetonitrile/water;Sodium 3,4-dioxocyclobut-1-en-1-olate
CBNumber
CB9200829
Molecular Formula
C4H3NaO3
Formula Weight
122.05
MOL File
71376-34-6.mol
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1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT Property

Flash point:
2℃
storage temp. 
2-8°C
solubility 
≤10mg/ml in H2O
form 
Light yellow powder.
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Safety

Hazard Codes 
T,Xn,F
Risk Statements 
25-36-20/21/22-11
Safety Statements 
45-36/37-16
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
GU1815000
HS Code 
29144000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M5269
Product name
Moniliformin sodium salt from Fusarium proliferatum
Packaging
1mg
Price
$180
Updated
2024/03/01
Sigma-Aldrich
Product number
37013
Product name
Moniliformin sodium salt solution
Purity
100 μg/mL in acetonitrile: water, analytical standard
Packaging
1ml
Price
$689
Updated
2022/05/15
Cayman Chemical
Product number
17497
Product name
Moniliformin (sodium salt)
Purity
≥95%
Packaging
1mg
Price
$238
Updated
2024/03/01
ApexBio Technology
Product number
C4459
Product name
Moniliformin(sodiumsalt)
Packaging
1mg
Price
$270
Updated
2021/12/16
AK Scientific
Product number
8422BB
Product name
3-Cyclobutene-1,2-dione,3-hydroxy-,sodiumsalt
Packaging
1mg
Price
$363
Updated
2021/12/16
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1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT Chemical Properties,Usage,Production

Chemical Properties

Solid

Uses

Moniliformin is a potent, water-soluble mycotoxin produced by several species of Fusarium. Comparative toxicity studies of moniliformin in chicken cell lines revealed no toxicity to chondrocytes and macrophages, but toxicity to splenocytes, cardiac and skeletal myocytes. Moniliformin selectively inhibits mitochondrial oxidization of pyruvate and α-ketoglutarate, however the mode of action is not yet completely resolved.

Uses

Moniliformin sodium salt from Fusarium proliferatum has been used as a mycotoxin standard:

  • to test its acute oral toxicity in mice
  • to test its subacute toxic effects in rats
  • in characterizing mycotoxins from Aspergillus

General Description

Moniliformin (MON), a mycotoxin and small ionic molecule, is present in various Fusarium species including Fusarium avenaceum, Fusarium subglutinans and Fusarium proliferatum. It is present as sodium or potassium salt of semisquaric acid naturally. MON is also present in maize and small-grain cereals.

Biological Activity

moniliformin induces mitotic arrest at the metaphase stage.mitosis is a part of the cell cycle when replicated chromosomes are separated into two new nuclei. the process of mitosis is divided into stages corresponding to the completion of one set of activities and the start of the next.

Biochem/physiol Actions

Moniliformin (MON) is implicated for its toxic potential and may lead to respiratory distress and progressive muscular weakness in rats. It inhibits the tricarboxylic acid (TCA) cycle oxidation step. By acting as a pyruvate substrate, MON effectively inhibits thiamine pyrophosphate cofactor dependant enzymes and blocks the gluconeogenesis pathway. ) Furthermore, MON also inhibits glutathione peroxidase and glutathione reductase leading to oxidative stress in myoblast.

in vitro

moniliformin, first isolated as a mycotoxin from fusarium moniliforme, was found to be phytotoxic and arrests mitosis of maize root meristematic cells at the metaphase stage. the mitotic spindle could be disrupted by the treatment of moniliformin, but no direct effect on tubulin had been observed [1].

in vivo

a previous study was conducted on rat heart to in situ determine the myocardial toxicity of moniliformin, originally isolated from mouldy corn and soil samples in the keshan disease prevalent area in china. results showed that perfusion of moniliformin 10-7 mol/liter in isolated heart decreased myocardial contractile force by 52%. intravenous injection of moniliformin at 1/6 and 1/4 ld50 could markedly inhibit cardiac hemodynamic variables associated with myocardial contractile function. moreover, moniliformin was able to decrease +/- lv dp/dt max by 52%, and induce ventricular arrhythmia. these findings indicated that moniliformin was toxic to mammalian heart and might be an important factor relative to keshan disease [2].

References

[1] duke, s. o. and dayan, f.e. modes of action of microbially-produced phytotoxins. toxins (basel) 3(8), 1038-1064 (2011).
[2] fan ll, li j, sun lh. effect of moniliformin on myocardial contractility in rats. biomed environ sci. 1991 sep;4(3):290-4.

1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT Preparation Products And Raw materials

Raw materials

Preparation Products

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1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALT Suppliers

Nanjing Shizhou Biology Technology Co.,Ltd
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025-85560043 13675144456
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China
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J & K SCIENTIFIC LTD.
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jkinfo@jkchemical.com
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TransMIT GmbH PlantMetaChem
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Sigma-Aldrich
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Shanghai EFE Biological Technology Co., Ltd.
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Shandong Xiya Chemical Co., Ltd.
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Beijing Jin Ming Biotechnology Co., Ltd.
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
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+86-400-002-6226 13028896684
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Hangzhou Synstar pharmaceutical Technology CO.,Ltd
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71376-34-6, 1-HYDROXYCLOBUT-1-ENE-3,4-DIONE SODIUM SALTRelated Search:


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  • Moniliformin in acetonitrile/water
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