Triptolide

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Cat.No. 3253 - Triptolide | C20H24O6 | CAS No. 38748-32-2
Description: Inhibits RNAPII-mediated transcription; antitumor, anti-inflammatory and immunosuppressive
Chemical Name: (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-3b,4,4a,6,6a,7a,7b,8b,9,10-Decahydro-6-hydroxy-8b-methyl-6a-(1-methylethyl)trisoxireno[4b,5:6,7:8a,9]phenanthro[1,2-c]furan-1(3H)-one
Purity: ≥98% (HPLC)
Datasheet
Citations (7)
Reviews
Literature (2)

Biological Activity

Inhibits DNA-dependent ATPase activity of XBP and induces inhibition of RNA polymerase II (RNAPII)-mediated transcription (IC50 = 200 nM). Selective for RNAPII over RNAPI and RNAPIII. Blocks RNA synthesis in HeLa cells (IC50 = 62 nM); exhibits potent antiproliferative activity in 60 cancer cell lines (average IC50 = 12 nM) and induces apoptosis by blocking TNF-α-mediated c-IAP1 and c-IAP2 induction. Also displays immunosuppressive and anti-inflammatory activity.

Compound Libraries

Triptolide is also offered as part of the Tocriscreen Plus and Tocriscreen Epigenetics Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 360.4
Formula C20H24O6
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 38748-32-2
PubChem ID 107985
InChI Key DFBIRQPKNDILPW-CIVMWXNOSA-N
Smiles O=C1C2=C([C@@](C[C@H]5[C@]4(O5)[C@](O6)3[C@@H]6[C@H]7[C@](C(C)C)(O7)[C@H]4O)([H])[C@]3(C)CC2)CO1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 7.21 20

Preparing Stock Solutions

The following data is based on the product molecular weight 360.4. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 13.87 mL 69.37 mL 138.73 mL
1 mM 2.77 mL 13.87 mL 27.75 mL
2 mM 1.39 mL 6.94 mL 13.87 mL
10 mM 0.28 mL 1.39 mL 2.77 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Qui et al (1999) Immunosuppressant PG490 (Triptolide) inhibits T-cell interleukin-2 expression at the level of purine-box/nuclear factor of activated T-cells and NF-κB transcriptional activation. J.Biol.Chem. 274 13443 PMID: 10224109

Lee et al (1999) PG490 (Triptolide) cooperates with tumor necrosis factor-α to induce apoptosis in tumor cells. J.Biol.Chem. 274 13451 PMID: 10224110

Titov et al (2011) XPB, a subunit of TFIIH, is a target of the natural product triptolide. Nat.Chem.Biol. 7 182 PMID: 21278739


If you know of a relevant reference for Triptolide, please let us know.

Keywords: Triptolide, Triptolide supplier, Blocks, TNF-α, TNF-alpha-mediated, c-IAP2, c-IAP1, induction, inhibitors, inhibits, apoptosis, TNF-alpha-induced, NF-κB, NF-kappaB, NF-kB, activation, X-Linked, Apoptosis, XIAP, Nuclear, Factor, Kappa, B, Cytokine, Signaling, Signalling, Transcription, Factors, Immunosuppressants, RNA/DNA, Polymerase, RNA, DNA,, and, Protein, Synthesis, Inhibitor, of, (IAP), 3253, Tocris Bioscience

7 Citations for Triptolide

Citations are publications that use Tocris products. Selected citations for Triptolide include:

Shao et al (2019) Reporter-ChIP-nexus reveals strong contribution of the Drosophila initiator sequence to RNA polymerase pausing. Elife 8 PMID: 31021316

Zhao et al (2015) Hyaluronic acid prevents immunosuppressive drug-induced ovarian damage via up-regulating PGRMC1 expression. Sci Rep 5 7647 PMID: 25558795

Tettey et al (2019) A Role for FACT in RNA Polymerase II Promoter-Proximal Pausing. Cell Rep 27 3770 PMID: 31242411

Liao and Mizzen (2017) Site-specific regulation of histone H1 phosphorylation in pluripotent cell differentiation. Epigenetics Chromatin 10 29 PMID: 28539972

Bowry et al (2018) BET Inhibition Induces HEXIM1- and RAD51-Dependent Conflicts between Transcription and Replication. Cell Rep 25 2061 PMID: 30463005

Filone et al (2014) The master regulator of the cellular stress response (HSF1) is critical for orthopoxvirus infection. PLoS Pathog 10 e1003904 PMID: 24516381

Vollmer et al (2012) Anti-inflammatory effects of mapracorat, a novel selective glucocorticoid receptor agonist, is partially mediated by MAP kinase phosphatase-1 (MKP-1). J Biol Chem 287 35212 PMID: 22898817


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Literature in this Area

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Cancer

Cancer Research Product Guide

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Epigenetics

Epigenetics Scientific Review

Written by Susanne Müller-Knapp and Peter J. Brown, this review gives an overview of the development of chemical probes for epigenetic targets, as well as the impact of these tool compounds being made available to the scientific community. In addition, their biological effects are also discussed. Epigenetic compounds available from Tocris are listed.