Triptonide

Triptonide is a Wnt/β-catenin inhibitor. Triptonide can effectively inhibit canonical Wnt/β-catenin signaling by targeting the downstream C-terminal transcription domain of β-catenin or a nuclear component associated with β-catenin. It also effectively induced apoptosis of Wnt-dependent cancer cells, supporting the therapeutic potential of triptonide.

Product information

CAS Number: 38647-11-9

Molecular Weight: 358.39

Formula: C20H22O6

Chemical Name: (1S,2S,4S,5S,7S,9S,11S,13S)-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)-ene-8,17-dione

Smiles: C[C@]12CCC3=C(COC3=O)[C@@H]1C[C@@H]1O[C@]31C(=O)[C@]1(O[C@H]1[C@@H]1O[C@]231)C(C)C

InChiKey: SWOVVKGLGOOUKI-ZHGGVEMFSA-N

InChi: InChI=1S/C20H22O6/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/h8,11-14H,4-7H2,1-3H3/t11-,12-,13-,14-,17-,18-,19+,20+/m0/s1

Technical Data

Appearance: Solid Power.

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined.

HS Tariff Code: 382200

References:

1. Zhang H, Li H, Xue J, Chen R, Li Y, Tang Y, Li C. New facile enantio- and diastereo-selective syntheses of (-)-triptonide and (-)-triptolide. Org Biomol Chem. 2014 Feb 7;12(5):732-6. doi: 10.1039/c3ob42183j. Epub 2013 Dec 18. PubMed PMID: 24346247.
2. Xu H, Tang H, Feng H, Li Y. Divergent total synthesis of triptolide, triptonide, tripdiolide, 16-hydroxytriptolide, and their analogues. J Org Chem. 2014 Nov 7;79(21):10110-22. doi: 10.1021/jo501744j. Epub 2014 Oct 24. PubMed PMID: 25296383.
3. Chinison J, Aguilar JS, Avalos A, Huang Y, Wang Z, Cameron DJ, Hao J. Triptonide Effectively Inhibits Wnt/β-Catenin Signaling via C-terminal Transactivation Domain of β-catenin. Sci Rep. 2016 Sep 6;6:32779. doi: 10.1038/srep32779. PubMed PMID: 27596363; PubMed Central PMCID: PMC5011721.
4. Gang YY, Zhang ZX, Zhang SQ, Liu XD, An DK. [Pharmacokinetics and disposition of triptonide in rats]. Yao Xue Xue Bao. 1996;31(12):901-5. Chinese. PubMed PMID: 9863222.

Products are for research use only. Not for human use.