1. Epigenetics NF-κB Cell Cycle/DNA Damage
  2. Histone Methyltransferase Keap1-Nrf2 Sirtuin
  3. Tanshindiol C

Tanshindiol C is a S-adenosylmethionine-competitive EZH2 (Histone Methyltransferase) inhibitor with an IC50 of 0.55 μM for inhibiting the methyltransferase activity. Tanshindiol C is also an activator of both Nrf2 and Sirtuin 1 (Sirt1) in macrophages. Tanshindiol C possesses anti-cancer activity, and can be used for atherosclerosis research.

For research use only. We do not sell to patients.

Tanshindiol C Chemical Structure

Tanshindiol C Chemical Structure

CAS No. : 97465-71-9

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Based on 1 publication(s) in Google Scholar

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Description

Tanshindiol C is a S-adenosylmethionine-competitive EZH2 (Histone Methyltransferase) inhibitor with an IC50 of 0.55 μM for inhibiting the methyltransferase activity. Tanshindiol C is also an activator of both Nrf2 and Sirtuin 1 (Sirt1) in macrophages. Tanshindiol C possesses anti-cancer activity, and can be used for atherosclerosis research[1][2].

IC50 & Target[1][2]

EZH2

0.55 μM (IC50)

SIRT1

 

Cellular Effect
Cell Line Type Value Description References
A549 GI50
4.2 μM
Compound: 5
Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs by WST-1 assay
Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs by WST-1 assay
[PMID: 24767850]
Daudi GI50
10.6 μM
Compound: 5
Cytotoxicity against human Daudi cells assessed as growth inhibition after 72 hrs by WST-1 assay
Cytotoxicity against human Daudi cells assessed as growth inhibition after 72 hrs by WST-1 assay
[PMID: 24767850]
PC-3 GI50
4 μM
Compound: 5
Cytotoxicity against human PC3 cells assessed as growth inhibition after 72 hrs by WST-1 assay
Cytotoxicity against human PC3 cells assessed as growth inhibition after 72 hrs by WST-1 assay
[PMID: 24767850]
Pfeiffer GI50
1.5 μM
Compound: 5
Cytotoxicity against human Pfeiffer cells expressing EZH2 A667G mutant assessed as growth inhibition after 72 hrs by WST-1 assay
Cytotoxicity against human Pfeiffer cells expressing EZH2 A667G mutant assessed as growth inhibition after 72 hrs by WST-1 assay
[PMID: 24767850]
T98G GI50
6 μM
Compound: 5
Cytotoxicity against human T98G cells assessed as growth inhibition after 72 hrs by WST-1 assay
Cytotoxicity against human T98G cells assessed as growth inhibition after 72 hrs by WST-1 assay
[PMID: 24767850]
U2932 GI50
9.5 μM
Compound: 5
Cytotoxicity against human U2932 cells assessed as growth inhibition after 72 hrs by WST-1 assay
Cytotoxicity against human U2932 cells assessed as growth inhibition after 72 hrs by WST-1 assay
[PMID: 24767850]
U-87MG ATCC GI50
5.7 μM
Compound: 5
Cytotoxicity against human U87MG cells assessed as growth inhibition after 72 hrs by WST-1 assay
Cytotoxicity against human U87MG cells assessed as growth inhibition after 72 hrs by WST-1 assay
[PMID: 24767850]
In Vitro

Tanshindiol C (1-10 μM; for 24 h) activates Nrf2 and upregulates Prdx1 expression and mRNA levels in macrophages. Tanshindiol C protects macrophages from oxidized low-density lipoprotein (oxLDL) induced foam cell formation via activation of Prdx1/ABCA1 signaling[1].
Tanshindiol C inhibits both wild-type and A667G mutant (Ki value of 176 nM) EZH2 activity with similar potencies[2].
Tanshindiol C inhibits growth of the cell lines such as Pfeiffer, U-2932 and Daudi (lymphoma), PC3 (prostate cancer), T98G and U87MG (glioma), and A549 (lung cancer), with GI50 values of 1.5 μM, 9.5 μM, 10.6 μM, 4 μM, 6 μM, 5.7 μM and 4.2 μM, respectively[2].
Tanshindiol C (1-5 μM; 72 hours) induces accumulation of Pfeiffer cells in sub-G1 phase, which indicates cells in late apoptosis and necrosis[2].
Tanshindiol C (1-3 μM; 72 hours) increases protein levels of the important apoptosis related protein markers, cleaved caspase-3, caspase-7 and poly ADP-ribose polymerase (PRAP) in the cells.Tanshindiol C significantly decreases the levels of H3K27me3 in cells[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

RT-PCR[1]

Cell Line: RAW264.7 cells
Concentration: 1 μM, 3 μM, 10 μM
Incubation Time: 24 h
Result: Upregulated the Nrf2 and Prdx1 mRNA levels.

Western Blot Analysis[1]

Cell Line: Mouse peritoneal macrophages
Concentration: 1 μM, 3 μM, 10 μM
Incubation Time: 24 h
Result: Activated Nrf2 and upregulated Prdx1 expression in macrophages.

Cell Cycle Analysis[2]

Cell Line: Pfeiffer cells
Concentration: 1 μM, 2.5 μM and 5 μM
Incubation Time: 72 hours
Result: Induced accumulation of Pfeiffer cells in sub-G1 phase.

Western Blot Analysis[2]

Cell Line: Pfeiffer cells
Concentration: 1 μM, 3 μM
Incubation Time: 72 hours
Result: The levels of H3K27me3 was significantly decreased in the cells.
Molecular Weight

312.32

Formula

C18H16O5

CAS No.
Appearance

Solid

Color

Brown to red

SMILES

O=C(C1=C2C=CC3=C1CC[C@@H](O)[C@@]3(O)C)C(C4=C2OC=C4C)=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 25 mg/mL (80.05 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.2018 mL 16.0092 mL 32.0184 mL
5 mM 0.6404 mL 3.2018 mL 6.4037 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.2018 mL 16.0092 mL 32.0184 mL 80.0461 mL
5 mM 0.6404 mL 3.2018 mL 6.4037 mL 16.0092 mL
10 mM 0.3202 mL 1.6009 mL 3.2018 mL 8.0046 mL
15 mM 0.2135 mL 1.0673 mL 2.1346 mL 5.3364 mL
20 mM 0.1601 mL 0.8005 mL 1.6009 mL 4.0023 mL
25 mM 0.1281 mL 0.6404 mL 1.2807 mL 3.2018 mL
30 mM 0.1067 mL 0.5336 mL 1.0673 mL 2.6682 mL
40 mM 0.0800 mL 0.4002 mL 0.8005 mL 2.0012 mL
50 mM 0.0640 mL 0.3202 mL 0.6404 mL 1.6009 mL
60 mM 0.0534 mL 0.2668 mL 0.5336 mL 1.3341 mL
80 mM 0.0400 mL 0.2001 mL 0.4002 mL 1.0006 mL
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Tanshindiol C
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