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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;Vomintoxin;NSC 269144;DON solution;Deoxynivaleno;DEOXYNIVALENOL
CBNumber:
CB0391546
Molecular Formula:
C15H20O6
Molecular Weight:
296.32
MDL Number:
MFCD09039270
MOL File:
51481-10-8.mol
MSDS File:
SDS
Last updated:2024-07-02 08:54:58

DEOXYNIVALENOL Properties

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
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
FDA UNII JT37HYP23V

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07,GHS08
Signal word  Danger
Hazard statements  H225-H319-H336-H371
Precautionary statements  P210-P305+P351+P338-P308+P311
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
Toxicity LD50 i.p. in male, female mice (mg/kg): 70.0, 76.7 (Yoshizawa, Morooka)
NFPA 704
0
3 0

DEOXYNIVALENOL price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich CRM46911 Deoxynivalenol solution certified reference material, 200?μg/mL in ethyl acetate: methanol (95:5), ampule of 1?mL 51481-10-8 1mL $149 2024-03-01 Buy
Sigma-Aldrich 34124 Deoxynivalenol solution 100 μg/mL in acetonitrile, analytical standard 51481-10-8 2ml $468 2024-03-01 Buy
Sigma-Aldrich 32943 Deoxynivalenol reference material 51481-10-8 5mg $653 2022-05-15 Buy
Cayman Chemical 11428 4-deoxy Nivalenol ≥98% 51481-10-8 500μg $49 2024-03-01 Buy
Cayman Chemical 11428 4-deoxy Nivalenol ≥98% 51481-10-8 1mg $73 2024-03-01 Buy
Product number Packaging Price Buy
CRM46911 1mL $149 Buy
34124 2ml $468 Buy
32943 5mg $653 Buy
11428 500μg $49 Buy
11428 1mg $73 Buy

DEOXYNIVALENOL Chemical Properties,Uses,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 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 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 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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BOC Sciences
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View Lastest Price from DEOXYNIVALENOL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Deoxynivalenol pictures 2021-08-31 Deoxynivalenol
51481-10-8
US $50.00 / KG 1Kg/Bag 99.99% 20 tons/month Wuhan Monad Medicine Tech Co.,LTD
DEOXYNIVALENOL pictures 2020-01-19 DEOXYNIVALENOL
51481-10-8
US $1.00 / KG 1KG 99.0% 100kg Career Henan Chemical Co
  • Deoxynivalenol pictures
  • Deoxynivalenol
    51481-10-8
  • US $50.00 / KG
  • 99.99%
  • Wuhan Monad Medicine Tech Co.,LTD
DON, Vomitoxin Deoxynivalenol solution ampule of 1 Ml, 200 μg/Ml in ethyl acetate: methanol (95:5) 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 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 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 Deoxynivalenol Ready Made Solution 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 DON 100ug/ml in ACN Deoxynivaleno (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,3α,7α,15-Trihydroxy-12,13-epoxytrichothec-9-en-8-one, Vomitoxin DON VOMITOXIN Deoxynivalenol Quality Control Sample,From wheat 3-epi-DON (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 Flumethasone Impurity 15 Mouse Anti-vomitoxin (DON) antibody Deoxynivalenol in acetonitrile