(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.02,7]dodecan]-5'-en-4'-yl 3-methylbutanoate

• ChemBase ID: 129684
• Molecular Formular: C24H34O9
• Molecular Mass: 466.52136
• Monoisotopic Mass: 466.22028267
• SMILES: O=C(O[C@@H]1C(=C[C@H]2O[C@H]3[C@]4(OC4)[C@]([C@H](OC(=O)C)[C@H]3O)([C@@]2(COC(=O)C)C1)C)C)CC(C)C
• Canonical SMILES: CC(CC(=O)O[C@H]1C[C@@]2(COC(=O)C)[C@@H](C=C1C)O[C@H]1[C@]3([C@]2(C)[C@H](OC(=O)C)[C@H]1O)CO3)C
• InChI: 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
• InChIKey: BXFOFFBJRFZBQZ-QYWOHJEZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^2,^7]dodecan]-5'-en-4'-yl 3-methylbutanoate
• IUPAC Traditional name: T-2 mycotoxin
• Synonyms: T-2 Toxin; Fusariotoxin T 2; Insariotoxin; Mycotoxin T 2; T-2 mycotoxin; Epoxytrichothecene; T2-Toxin solution; 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; T-2 Toxin; 单端孢霉烯族毒素; 毒枝菌素 T 2; 镰孢毒素 T 2; T2-毒素 溶液; 12,13-环氧单端孢霉-9-烯-3,4,8,15-四醇-4,15-二醋酸酯-8-异戊酸酯; 4β,15-二乙酰氧基-3α-羟基-8α-(3-甲基丁酰氧)-12,13-环氧单端孢霉-9-烯; T-2 毒素

Database IDs

• CAS Number: 21259-20-1
• EC Number: 200-835-2; 244-297-7
• MDL Number: MFCD00871255
• Beilstein Number: 3575695
• PubChem SID: 24900234; 162223973; 24860849
• PubChem CID: 5284461
• CHEMBL: 152423
• Chemspider ID: 4447526
• Wikipedia Title: T-2_mycotoxin

CALCULATED PROPERTIES

• Acid pKa: 13.072305
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.0194376
• LogD (pH = 7.4): 1.0194366
• Log P: 1.0194376
• Molar Refractivity: 113.5432 cm^3
• Polarizability: 46.225 Å^3
• Polar Surface Area: 120.89 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Insoluble in water
• Apperance: white powder
• Flash Point: 2 °C; 35.6 °F

Safety Information

• RTECS: YD0100000
• European Hazard Symbols: Flammable (F); Highly toxic (T+); Harmful (Xn)
• UN Number: 1648; 3462
• German water hazard class: 2; 3
• Hazard Class: 3; 6.1
• Packing Group: 1; 2
• Risk Statements: 11-20/21/22-36; 26/27/28-38
• Safety Statements: 16-36/37; 22-28-36/37/39-45
• GHS Pictograms: GHS02; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H312-H319-H332; H300-H310-H315-H330
• GHS Precautionary statements: P210-P280-P305 + P351 + P338; P260-P264-P280-P284-P302 + P350-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1648 3/PG 2; UN 3462 6.1/PG 1
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC); ≥98.0% (TLC)
• Concentration: 100 μg/mL in acetonitrile
• Grade: analytical standard, for environmental analysis
• Biological Source: from Fusarium sp.
• Empirical Formula (Hill Notation): C24H34O9

DETAILS

Sigma Aldrich - T4887

Quality
Chromatographically purified
Biochem/physiol Actions
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.

Sigma Aldrich - 90187

Caution
mycotoxin; severe poison
Other Notes
Reference in the quantitative determination of trichothecenes1,2,3

Sigma Aldrich - 34071

General description
Certan Vial