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Cat. No.: HY-N21933

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Tonantzitlolone

Tonantzitlolone is a diterpenoid natural product found in Stillingia lineata ssp. lineata, and is a selective and reversible agonist of human TRPC1/4/5 ion channels. Tonantzitlolone reduces cancer cell viability and shows selectivity markedly restricted to a single cancer cell line. Tonantzitlolone can be used in research related to Merkel cell carcinoma and renal cell carcinoma.

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

CAS No.: 845811-30-5
Formula: C₂₆H₄₀O₇
Molecular Weight:464.59

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Tonantzitlolone Chemical Structure

CAS No.: 845811-30-5

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
Purity & Documentation
References
Calculators
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Classifications
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Biological Activity

Description

IC₅₀ & Target

^[3]

TRPC4

123.1 nM (EC₅₀)

TRPC5

83.6 nM (EC₅₀)

All TRP Channel Isoforms :

All Endogenous Metabolite Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
HEK293	EC50	140.6 nM	Activation of overexpressed TRPC4-TRPC1 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement. Activation of overexpressed TRPC4-TRPC1 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement.	PMC6057908
HEK293	EC50	123.1 nM	Activation of overexpressed TRPC4 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement. Activation of overexpressed TRPC4 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement.	PMC6057908
HEK293	EC50	83.6 nM	Activation of overexpressed TRPC5 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement. Activation of overexpressed TRPC5 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement.	PMC6057908
HEK293	EC50	61.6 nM	Activation of overexpressed TRPC5-TRPC1 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement. Activation of overexpressed TRPC5-TRPC1 channels in HEK 293 cells assessed by Fura-2 intracellular Ca2+ measurement.	PMC6057908
HEK293	EC50	76 nM	Activation of TRPC5 channels in HEK 293 cells assessed by whole-cell patch-clamp recording at +100 mV. Activation of TRPC5 channels in HEK 293 cells assessed by whole-cell patch-clamp recording at +100 mV.	PMC6057908
HEK293	EC50	64 nM	Activation of TRPC5 channels in HEK 293 cells assessed by whole-cell patch-clamp recording at -100 mV. Activation of TRPC5 channels in HEK 293 cells assessed by whole-cell patch-clamp recording at -100 mV.	PMC6057908

In Vitro

Anti-cancerOthers

Anti-cancer

Tonantzitlolone shows selective activity in three cell lines in the primary screen of a high-throughput screen for Merkel cell carcinoma, but upon expansion to testing in seven cell lines, it is found to be active against only a single cell line among them^[1].

Others

Tonantzitlolone (1 μM) stimulates general PKC activity in 786-0 cell lysates^[2].
Tonantzitlolone (TZL) (100 nM; 200-300 s) induces Ca²⁺ influx in A498 renal cell carcinoma cells that natively express TRPC1/4 channels; furthermore, the Ca²⁺ influx induced in TRPC5-expressing HEK 293 cells is blocked by 30 nM Pico145 (HY-101507)^[3].
Tonantzitlolone (3-3000 nM) activates overexpressed TRPC4, TRPC5, TRPC4-TRPC1, and TRPC5-TRPC1 channels in HEK 293 cells, with EC₅₀ values of 123.1, 83.6, 140.6, and 61.6 nM, respectively^[3].
Tonantzitlolone activates TRPC5 channels in whole-cell recordings from HEK 293 cells, with an EC₅₀ value of 76 nM at +100 mV and 64 nM at -100 mV^[3].
Tonantzitlolone (1 µM) activates TRPC5 channels when applied to the extracellular surface of outside-out patches, but not when applied to the intracellular surface of inside-out patches^[3].

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

Related Protocols :

Chemical Information

CAS No. 845811-30-5
Molecular Weight 464.59
Formula C₂₆H₄₀O₇
SMILES

O[C@@]12[C@@H]([C@@H](C[C@@](C([C@H](/C=C/C(C)([C@@]3([H])O[C@@]([C@@H]2O)(CC3)C)C)C)=O)([H])O1)C)OC(/C=C(C)/CC)=O
Structure Classification
- Terpenoids
- Diterpenoids
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Smith EA, et al. Identification of natural product modulators of Merkel cell carcinoma cell growth and survival. Scientific reports. 2021 Jun 30;11(1):13597.

[2]. Fash DM, et al. Synthesis of a stable and orally bioavailable englerin analogue. Bioorganic & medicinal chemistry letters. 2016 Jun 01;26(11):2641-4. [Content Brief]

[3]. Rubaiy HN, et al. Tonantzitlolone is a nanomolar potency activator of transient receptor potential canonical 1/4/5 channels. Br J Pharmacol. 2018 Aug;175(16):3361-3368.

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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100 mg

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