Triptonide

Cas：38647-11-9

Product Information：

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.

Chemical Formula: C20H22O6

Exact Mass: 358.1416

Molecular Weight: 358.39

Elemental Analysis: C, 67.03; H, 6.19; O, 26.78

Chemical Name: 

(5bS,6aS,7aS,8aS,9aS,9bS,10aS,10bS)-8a-isopropyl-10b-methyl-2,5,5b,6,6a,9a,9b,10b-octahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-3,8(1H,8aH)-dione

InChi Key:

SWOVVKGLGOOUKI-ZHGGVEMFSA-N

InChi Code: 

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

Smiles Code: 

O=C1OCC2=C1CC[C@@]3(C)[C@H]2C[C@H]4[C@]5(O4)[C@@]3(O6)[C@@H]6[C@H](O7)[C@@]7(C(C)C)C5=O

Technical Data：

Appearance: Solid powder

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

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

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. He L, Liang Z, Zhao F, Peng L, Chen Z. Modulation of IL-37 expression by triptolide and triptonide in THP-1 cells. Cell Mol Immunol. 2015 Jul;12(4):515-8. doi: 10.1038/cmi.2014.92. Epub 2014 Oct 13. PubMed PMID: 25308753; PubMed Central PMCID: PMC4496545.

5. 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.