T3652

Triptolide

from Tripterygium wilfordii, ≥98% (HPLC), solid, immunosuppressant

• Synonyme(s) : PG 490
• Formule empirique (notation de Hill): C₂₀H₂₄O₆
• Numéro CAS: 38748-32-2
• Poids moléculaire : 360.40
• Numéro MDL: MFCD00210565
• Code UNSPSC : 12352200
• ID de substance PubChem : 24900156
• Nomenclature NACRES : NA.77

Propriétés

• product name: Triptolide, from Tripterygium wilfordii, ≥98% (HPLC), solid
• Source biologique: Tripterygium wilfordii
• Pureté: ≥98% (HPLC)
• Forme: solid
• Couleur: white to off-white
• Solubilité: DMSO: soluble
• Température de stockage: 2-8°C
• Chaîne SMILES: O=C1OCC2=C1CC[C@]3(C)[C@]4(O5)[C@@H]5[C@H]6[C@@](O6)(C(C)C)[C@@H](O)[C@]4(O7)[C@@H]7C[C@]32[H]
• InChI: 1S/C20H24O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14,16,22H,4-7H2,1-3H3/t11?,12-,13-,14-,16+,17-,18-,19+,20+/m0/s1
• Clé InChI: DFBIRQPKNDILPW-KTGKZQHOSA-N

Description

Application

Triptolide has been used as a NF-κB inhibitor to study the inhibition of cell invasion and angiogenesis in human thyroid cancer cells⁶. Triptolide has also been used to study its apoptotic effects in anaplastic thyroid cancer cells⁷.

Actions biochimiques/physiologiques

Triptolide is a diterpene triepoxide, the principal active ingredient in extracts from the Chinese herb Tripterygium wilfordii hook (TwHF). It is a potent immunosuppressant and anti-inflammatory. Triptolide has been shown to inhibit the expression of IL-2 in activated T cells at the level of purine-box/nuclear factor and NF-κB mediated transcription activation. It synergizes with cyclosporin A in promoting graft survival in animal models and in suppression of graft versus host disease in allogeneic bone marrow transplants. In addition, it induces apoptosis in tumor cells and potentiates tumor necrosis factor (TNF_α) induction of apoptosis in part through the suppression of c-IAP₂ and c-IAP₁ induction.

Notes préparatoires

Triptolide is soluble in DMSO. The stock solution should be stored in DMSO at -20 deg C after reconstitution.

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H300 + H330,H361f
• Conseils de prudence: P202 - P260 - P264 - P270 - P271 - P304 + P340 + P310
• Classification des risques: Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Repr. 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, Gloves, type N95 (US)