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T4887

Sigma-Aldrich

T-2 Toxin

from Fusarium sp., powder, ≥98% (HPLC)

Sinónimos:

12,13-Epoxytrichothec-9-ene-3,4,8,15-tetrol-4,15-diacetate-8-isovalerate, 4β,15-Diacetoxy-3α-hydroxy-8α-(3-methylbutyryloxy)-12,13-epoxytrichothec-9-ene

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About This Item

Fórmula empírica (notación de Hill):
C24H34O9
Número de CAS:
21259-20-1
Peso molecular:
466.52
Beilstein:
3575695
Número CE:
244-297-7
Número MDL:
MFCD00871255
Código UNSPSC:
85151701
ID de la sustancia en PubChem:
24900234
NACRES:
NA.77

origen biológico

Fusarium sp.

Nivel de calidad

200

Ensayo

≥98% (HPLC)

Formulario

powder

disponibilidad

not available in USA, Japan

color

white

solubilidad

chloroform: soluble 9.80-10.20 mg/mL, clear, colorless to faintly yellow
DMSO: freely soluble
petroleum ether: slightly soluble

temp. de almacenamiento

−20°C

cadena SMILES

[H][C@]12O[C@]3([H])[C@H](O)[C@@H](OC(C)=O)[C@](C)([C@@]1(COC(C)=O)C[C@H](OC(=O)CC(C)C)C(C)=C2)[C@]34CO4

InChI

1S/C24H34O9/c1-12(2)7-18(27)32-16-9-23(10-29-14(4)25)17(8-13(16)3)33-21-19(28)20(31-15(5)26)22(23,6)24(21)11-30-24/h8,12,16-17,19-21,28H,7,9-11H2,1-6H3/t16-,17+,19+,20+,21+,22+,23+,24-/m0/s1

Clave InChI

BXFOFFBJRFZBQZ-QYWOHJEZSA-N

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Aplicación

T-2 toxin can cause degenerative lesions in articular cartilage of rats8. Furthermore, immunotoxicity studies have reported that T-2 toxin can cause cell death in human lymphoid T cells and also induces cell membrane damage in B cells9.

Acciones bioquímicas o fisiológicas

The trichothecenes, such as T2 Toxin, are mycotoxins produced by fungi of the genus Fusarium. They are commonly present in foods and feed of cereal origin. T-2 toxin induces DNA damage and cell death on prolonged administration. These effects can be partially blocked by antioxidants, such as glutathione, coenzyme Q10, or α-tocopherol. Increases blood-brain barrier permeability and inhibits monoamine oxidase activity in brain.

Calidad

Chromatographically purified

Nota de preparación

T-2 Toxin is soluble in chloroform at 9.80 - 10.20 mg/ml and yields a clear, colorless to faint yellow solution. Furthermore, the product is freely soluble in DMSO and slightly soluble in petroleum ether.

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H300 + H310 + H330,H315

Clasificaciones de peligro

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Skin Irrit. 2

Código de clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
028M4074V
046M4091V
14150308
064M4059V
112M4031V

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F Atroshi et al.
Molecular aspects of medicine, 18 Suppl, S255-S258 (1997-01-01)
Active oxygen species are reported to cause organ damage. This study was therefore designed to determine whether oxidative stress contributed to the initiation or progression of hepatic DNA damage produced by T-2 toxin. The aim of the study was also
Z Islam et al.
Bioscience, biotechnology, and biochemistry, 62(8), 1492-1497 (1998-10-03)
Recently we found that a single administration of T-2 toxin (T-2), a trichothecene mycotoxin, into mice induced DNA fragmentation, a biochemical hallmark of apoptosis, in the thymus. In this study, we investigated the effective chemical structure(s) of T-2-derived metabolites capable
J Shinozuka et al.
Toxicologic pathology, 26(5), 674-681 (1998-10-28)
We examined T-2 toxin-induced lesions in the bone marrow and splenic red pulp as many as 48 hr after oral inoculation with 10 mg/kg body weight of T-2 toxin in female ICR:CD-1 mice. Histopathologically, the bone marrow and splenic red
A Thuvander et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 37(6), 639-648 (1999-09-09)
The trichothecenes are mycotoxins produced by fungi of the genus Fusarium, which are commonly present in foods and feed of cereal origin. Owing to the lack of sufficient toxicological data for most of the trichothecenes, in vitro studies may contribute
Yanshen Li et al.
Journal of agricultural and food chemistry, 59(8), 3441-3453 (2011-03-23)
This review focuses on the toxicity and metabolism of T-2 toxin and analytical methods used for the determination of T-2 toxin. Among the naturally occurring trichothecenes in food and feed, T-2 toxin is a cytotoxic fungal secondary metabolite produced by
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