Triptolide is a triepoxide diterpenoid compound, which is an immunosuppressant extracted from the Chinese herb Tripterygium wilfordii. It is a NF-κB inhibitor that inhibits NF-κB transcriptional activity, disrupts p65/CBP interactions, and reduces p65 protein. Triptolide (PG490) inhibited the trans-activation of heat shock transcription factor 1 (HSF1). Triptolide inhibits MDM2 and induces apoptosis through a p53-independent pathway.

 

Brand: BCM

 

Target: Apoptosis; Mdm2; HSP; NF-κB

 

Signaling Pathways: Apoptosis; Cytoskeletal Signaling; Metabolism; NF-κB

 

In Vitro: In mice,Triptolide inhibited the transfer of B16F10 cells to the spleen and lungs. In mouse models,Triptolide has anti-polycystic kidney disease in vivo and in vitro. LD50 (mouse) : 0.83 mg/kg. I.v. tolide and cyclosporin A synergistically promote graft survival in animal models and synergistically inhibit graft-versus-host disease associated with allogeneic bone marrow transplantation. Moreover, by inhibiting the induction of c-IAP2 and c-IAP1, it can cause the apoptosis of tumor cells, and partially enhance the apoptosis induced by TNF-α. Triptolide treatment inhibited the growth of xenografts formed from B16 melanoma, MDA-435 breast cancer, TSU bladder cancer, and MGC80-3 gastric cancer for 14-21 days, suggesting that TPL has broad-spectrum antitumor effects against both wild-type and mutant p53.

 

Melting Point: 226-227°C

 

Specific Rotation: D25 -154°

 

pKa: 14.25±0.60(Predicted)

 

Solubility: Soluble in DMSO. Insoluble in Water; Insoluble in Ethanol.

 

GHS: GHS06, GHS08

 

Isomeric SMILES: CC(C)[C@@]12[C@@H](O1)[C@H]3[C@@]4(O3)[C@]5(CCC6=C([C@@H]5C[C@H]7[C@]4([C@@H]2O)O7)COC6=O)C  

 

InChIKey: DFBIRQPKNDILPW-CIVMWXNOSA-N  

 

InChI: 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

 

Attribute
[Chem Name]	(1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-1-methyl-7-propan-2-yl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-17-one
[Synonym]	Triptolide; PG490; NSC 163062
[CAS No.]	38748-32-2
[EINECS]	683-214-2
[MDL No.]	MFCD00210565
[Formula]	C20H24O6
[Molecular]	360.4
[Form]	White to off-white solid
[Storage]	Sealed in dry, 2-8°C

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