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DEOXYNIVALENOL

Product Name
DEOXYNIVALENOL
CAS No.
51481-10-8
Chemical Name
DEOXYNIVALENOL
Synonyms
DON;VOMITOXIN;Deoxynivalenol,3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one, Vomitoxin;rdtoxin;3-epi-DON;NSC 269144;Vomintoxin;DON solution;Deoxynivaleno;DEOXYNIVALENOL
CBNumber
CB0391546
Molecular Formula
C15H20O6
Formula Weight
296.32
MOL File
51481-10-8.mol
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DEOXYNIVALENOL Property

Melting point:
151-153 C
alpha 
D25+6.35° (c = 0.07 in ethanol)
Boiling point:
357.92°C (rough estimate)
Density 
1.48
refractive index 
1.4359 (estimate)
Flash point:
-3 °C
storage temp. 
-20°C
solubility 
DMF: 30 mg/ml; DMSO: 25 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
form 
solution (ethanol: 2-propanol 95:5)
pka
11.91±0.70(Predicted)
color 
White to off-white
biological source
Fusarium sp. (Fusarium asiaticum)
Merck 
13,10092
Stability:
Stable. Incompatible with strong oxidizing agents.
InChI
InChI=1/C15H20O6/c1-7-3-9-14(5-16,11(19)10(7)18)13(2)4-8(17)12(21-9)15(13)6-20-15/h3,8-9,11-12,16-17,19H,4-6H2,1-2H3/t8-,9-,11-,12-,13-,14-,15+/s3
InChIKey
LINOMUASTDIRTM-QUKTVYMZNA-N
SMILES
[C@@]12(CO1)[C@@]1([H])[C@H](O)C[C@]2(C)[C@@]2(CO)[C@H](O)C(C(C)=C[C@@]2([H])O1)=O |&1:0,3,5,8,10,13,19,r|
LogP
-1.250 (est)
CAS DataBase Reference
51481-10-8
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Safety

Hazard Codes 
T,Xn,F,Xi
Risk Statements 
25-68/20/21/22-67-66-36-20/21/22-11-36/37/38
Safety Statements 
36/37/39-45-36-26-16-36/37-37/39
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
YD0167000
HazardClass 
6.1(a)
PackingGroup 
I
HS Code 
29329990
Hazardous Substances Data
51481-10-8(Hazardous Substances Data)
Toxicity
LD50 i.p. in male, female mice (mg/kg): 70.0, 76.7 (Yoshizawa, Morooka)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

H336May cause drowsiness or dizziness

H371May cause damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CRM46911
Product name
Deoxynivalenol solution
Purity
certified reference material, 200?μg/mL in ethyl acetate: methanol (95:5), ampule of 1?mL
Packaging
1mL
Price
$149
Updated
2024/03/01
Sigma-Aldrich
Product number
34124
Product name
Deoxynivalenol solution
Purity
100 μg/mL in acetonitrile, analytical standard
Packaging
2ml
Price
$468
Updated
2024/03/01
Sigma-Aldrich
Product number
32943
Product name
Deoxynivalenol
Purity
reference material
Packaging
5mg
Price
$653
Updated
2022/05/15
Cayman Chemical
Product number
11428
Product name
4-deoxy Nivalenol
Purity
≥98%
Packaging
500μg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
11428
Product name
4-deoxy Nivalenol
Purity
≥98%
Packaging
1mg
Price
$73
Updated
2024/03/01
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DEOXYNIVALENOL Chemical Properties,Usage,Production

Description

Vomitoxin or deoxynivalenol (DON) is one of the trichothecenes (mycotoxins) which comprise a large group (148 or more have been identified) of protein synthesis inhibitors. These mycotoxins are also powerful immunosuppressants which may predispose animals to other diseases.
Vomitoxin is the most commonly found trichothecene in moldy corn (maize), but a number of other biologically active trichothecenes are produced by species of the fungus Fusarium. These include nivalenol, T-2 toxin, HT-2 toxin, diacetoxyscirpenol (DAS), and monoacetoxyscipenol (MAS). These mycotoxins are most toxic when fed to swine and other monogastric animals including humans. Poultry are generally more resistant to trichothecenes than hogs, whereas T-2 toxin and DAS appear to be more toxic to chickens than vomitoxin. Toxins already present in corn at harvest may increase in stored ear corn. Extended periods of warm, rainy, or damp weather from flowering time onward promote infection of corn by Fusarium species (1–7).

Description

4-deoxy Nivalenol is a trichothecene mycotoxin that has been found in Fusarium. It binds to eukaryotic ribosomes and inhibits protein synthesis in mice when administered at doses ranging from 5 to 25 mg/kg. 4-deoxy Nivalenol (0.1 and 0.2 mg/kg) induces emesis in pigs and decreases feed consumption in pigs when administered at a dose of 40 ppb in the diet. It induces lethality in mice (LD50 = 46-78 mg/kg). 4-deoxy Nivalenol has been found in F. graminearum-infected cereal grains such as wheat, barley, and corn.

Chemical Properties

Off-White Solid

Uses

Deoxynivalenol is a natural type B trichothecene produced by certain species of the fungus Fusarium, particularly those found on cereal crops, including wheat, barley, oats, maize, and rye. This mycotoxin can induce vomiting, diarrhea, and weight loss as well as other physiological and toxicological effects. It inhibits protein biosynthesis, binds to peptidyl transferase, and inhibits the synthesis of RNA and DNA, contributing to immunotoxicity. It passes the blood-brain barrier at different rates in different animals and this may be related to anorexia.

Uses

Deoxynivalenol solution has been used as an analytical reference standard for the quantification of the analyte in cornmeal and wheat meal matrices using high-performance liquid chromatography with UV detection (HPLC-UV). It is used as an analytical standard in investigating its toxicity mechanism on human chondrocytes by microarray and bioinformatics analysis.

Uses

Deoxynivalenol is a tricothecene mycotoxin and potent protein synthesis inhibitor. Deoxynivalenol exhibits cytotoxic activity in vivo via the ribotoxic stress response. Deoxynivalenol induces p38-mediated gene expression and apoptosis in leukocytes; activity results in systemic expression of interleukin-6 (IL-6) and other proinflammatory cytokines. Also induces migration of NF-κB into the nucleus.

Definition

ChEBI: Deoxynivalenol is a trichothecene mycotoxin produced by Fusarium to which wheat, barley, maize (corn) and their products are susceptible to contamination. It has a role as a mycotoxin. It is a trichothecene, a cyclic ketone, a secondary alpha-hydroxy ketone, a primary alcohol, an enone and a triol.

General Description

Deoxynivalenol belongs to the class of type B trichothecene mycotoxins typically produced by the species of Fusarium genus. It is cytotoxic and is known to hinder the macromolecular synthesis.

Biochem/physiol Actions

Deoxynivalenol (DON) is a trichothecene mycotoxin that inhibits the synthesis of DNA and RNA as well as protein synthesis at the ribosomal level. DON induces IL-6 mediated serum hyperelevation of IgA, as well as phosphorylation of extracellular signal regulated protein kinases 1 and 2 (ERK 1,2) and c-Jun N-terminal kinases 1 and 2 (JNK 1,2) in mice. An in vitro study with porcine ovarian granulosa cells suggests a dose dependent association of DON on porcine ovarian functions. It was also shown that LPS and its downstream mediators can interact with DON to modulate proliferative, cytotoxic and apoptotic outcomes in leukocytes in a tissue specific manner.

storage

Store at +4°C

DEOXYNIVALENOL Preparation Products And Raw materials

Raw materials

Preparation Products

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DEOXYNIVALENOL Suppliers

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View Lastest Price from DEOXYNIVALENOL manufacturers

Wuhan Monad Medicine Tech Co.,LTD
Product
Deoxynivalenol 51481-10-8
Price
US $50.00/KG
Min. Order
1Kg/Bag
Purity
99.99%
Supply Ability
20 tons/month
Release date
2021-04-19
Career Henan Chemical Co
Product
DEOXYNIVALENOL 51481-10-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-18

51481-10-8, DEOXYNIVALENOLRelated Search:

Atropine T-2 TOXIN DEOXYNIVALENOL 15-ACETOXY-3ALPHA,7ALPHA-DIHYDROXY-12,13-EPOXYTRICHOTHEC-9-EN-8-ONE 3-ACETYL-DEOXYNIVALENOL SOLUTION (100&MU DEOXYNIVALENOL-3-GLUCOSIDE NIVALENOL DEOXYNIVALENOL-13C15,FULLY 13C-LABELLED DEOXYNIVALENOL Deepoxy-deoxynivalenol solution DEOXYNIVALENOL 1X1ML ETOAC/MEOH(95:5) DEOXYNIVALENOL-D1,Deoxynivalenol-d1 solution 15-Acetylvomitoxin, 3-d3-AcDON Maize flour (deoxynivalenol, blank) 13C15 DON, Fully 13C-labelled Deoxynivalenol,Deoxynivalenol-13C15 solution Deoxynivalenol in Maize Flour WHEAT FLOUR - DEOXYNIVALENOL (DON)(BLANK)(CRM STANDARD) MAIZE FLOUR - DEOXYNIVALENOL (DON)(MEDIUM LEVEL)(CRM STANDARD) MAIZE FLOUR - DEOXYNIVALENOL (DON)(BLANK)(CRM STANDARD)

  • DON
  • DEOXYNIVALENOL
  • 3ALPHA,7ALPHA,15-TRIHYDROXY-12,13-EPOXYTRICHOTHEC-9-EN-8-ONE
  • (3α,7α)-12,13-Epoxy-3,7,15-trihydroxytrichothec-9-en-8-one
  • 4-Desoxynivalenol
  • NSC 269144
  • VOMITOXIN
  • 12,13-epoxy-3,7,15-trihydroxy-,(3-alpha,7-alpha)-trichothec-9-en-8-on
  • 12,13-epoxy-3-alpha,7-alpha,15-trihydroxy-9-trichothecen-8-one
  • 3α,7α,15-Trihydroxy-12,13-epoxytrichotheca-9-ene-8-one
  • deoxynivalenol standard
  • DON, Vomitoxin
  • Deoxynivalenol,3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one, Vomitoxin
  • Deoxynivalenol solution ampule of 1 Ml, 200 μg/Ml in ethyl acetate: methanol (95:5)
  • Deoxynivalenol Ready Made Solution
  • Deoxynivalenol, froM FusariuM sp.
  • (3beta,7alpha,12R)-3,7,15-trihydroxy-12,13-epoxytrichothec-9-en-8-one
  • Trichothec-9-en-8-one,12,13-epoxy-3,7,15-trihydroxy-, (3a,7a)-
  • 12,13-Epoxy-(3alpha,7alpha)-3,7,15-trihydroxy-trichothec-9-en-8-one
  • Deoxynivalenol (DON, VoMitoxin)
  • VoMitoxin (Deoxynivalenol, DON, )
  • DON solution
  • Deoxynivalenol/Vomintoxin
  • 4-deoxynivalenol
  • dehydronivalenol
  • desoxynivalenol
  • Vomintoxin
  • Trichothec-9-en-8-one, 12,13-epoxy-3,7,15-trihydroxy-, (3α,7α)-
  • rdtoxin
  • Spiro[2,5-methano-1-benzoxepin-10,2'-oxirane], trichothec-9-en-8-one deriv.
  • Trichothec-9-en-8-one, 12,13-epoxy-3,7,15-trihydroxy-, (3alpha,7alpha)-
  • 3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one, Vomitoxin
  • 3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one, DON, Vomitoxin
  • 3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one, Deoxynivalenol solution, DON, Vomitoxin
  • 4-Deoxynivalenol in acetonitrile
  • DEOXYNIVALENOL,1X1ML, ETOAC/MEOH(95:5),2 00UG/ML
  • 3α,7α,15-trihydroxy-12,13-epoxytrichothec-9-en-8-one
  • deoxynivalenol solution
  • TRICHOTHECENEVOMITOXIN
  • DEOXYNIVALENOL SOLUTION (100&MU
  • G/ML ACETONITORILE SOLUTION)
  • Deoxynivalenol, Vomitoxin
  • Deoxynivalenol, 99%, from Fusarium sp.
  • Deoxynivalenol in corn, high level
  • Deoxynivalenol in wheat, low level
  • Deoxynivalenol in wheat, mid level
  • Deoxynivalenol in corn, low level
  • Deoxynivalenol in corn, mid level
  • Deoxynivalenol in barley, high level
  • Deoxynivaleno
  • DON 100ug/ml in ACN
  • (2R,2'S,3R,5R,5aR,6S,9aR)-3,6-dihydroxy-5a-(hydroxymethyl)-5,8-dimethyl-2,3,4,5,5a,6-hexahydrospiro[2,5-methanobenzo[b]oxepine-10,2'-oxiran]-7(9aH)-one
  • Deoxynivalenol Quality Control Sample,From wheat
  • 3-epi-DON
  • Flumethasone Impurity 15
  • Mouse Anti-vomitoxin (DON) antibody
  • Deoxynivalenol in acetonitrile
  • Deoxynivalenol,high level in corn