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T4887

Sigma-Aldrich

T-2 Toxin

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

Synonyme(s) :

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

Formule empirique (notation de Hill):
C24H34O9
Numéro CAS:
21259-20-1
Poids moléculaire :
466.52
Numéro Beilstein :
3575695
Numéro CE :
244-297-7
Numéro MDL:
MFCD00871255
Code UNSPSC :
85151701
ID de substance PubChem :
24900234
Nomenclature NACRES :
NA.77

Source biologique

Fusarium sp.

Niveau de qualité

200

Pureté

≥98% (HPLC)

Forme

powder

Disponibilité

not available in USA, Japan

Couleur

white

Solubilité

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

Température de stockage

−20°C

Chaîne 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

Clé InChI

BXFOFFBJRFZBQZ-QYWOHJEZSA-N

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Application

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.

Actions biochimiques/physiologiques

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.

Qualité

Chromatographically purified

Notes préparatoires

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300 + H310 + H330,H315

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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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