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Description: MCT inhibitor; decreases glycoloysis
Chemical Name: 2-Cyano-3-(4-hydroxyphenyl)-2-propenoic acid
Purity: ≥98% (HPLC)
Biological Activity for CHC
CHC is a monocarboxylic acid transport (MCT) inhibitor. Exhibits antitumoral and antiangiogenic activity in gliomas in vivo; decreases glycolytic metabolism, migration, and invasion in U251 cells. Enhances the effect of antitumor agent temozolomide (Cat No. 2706). Blocks lactate efflux from glioma cells and sensitizes cells to irradiation.
Compound Libraries for CHC
CHC is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for CHC
| M. Wt | 189.17 |
| Formula | C10H7NO3 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 28166-41-8 |
| PubChem ID | 5328791 |
| InChI Key | AFVLVVWMAFSXCK-VMPITWQZSA-N |
| Smiles | OC1=CC=C(/C=C(C#N)/C(O)=O)C=C1 |
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 for CHC
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 18.92 | 100 | |
| ethanol | 3.78 | 20 |
Preparing Stock Solutions for CHC
The following data is based on the product molecular weight 189.17. 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 |
|---|---|---|---|
| 1 mM | 5.29 mL | 26.43 mL | 52.86 mL |
| 5 mM | 1.06 mL | 5.29 mL | 10.57 mL |
| 10 mM | 0.53 mL | 2.64 mL | 5.29 mL |
| 50 mM | 0.11 mL | 0.53 mL | 1.06 mL |
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Product Datasheets for CHC
References for CHC
References are publications that support the biological activity of the product.
Miranda-Gonçalves et al (2013) Monocarboxylate transporters (MCTs) in gliomas: expression and exploitation as therapeutic targets. Neuro.Oncol. 15 172 PMID: 23258846
Fang et al (2006) The H+-linked monocarboxylate transporter (MCT1/SLC16A1): a potential therapeutic target for high-risk neuroblastoma. Mol.Pharmacol. 70 2108 PMID: 17000864
Dimmer et al (2000) The low-affinity monocarboxylate transporter MCT4 is adapted to the export of lactate in highly glycolytic cells. Biochem.J. 350 219 PMID: 10926847
Colen et al (2006) Metabolic remodeling of malignant gliomas for enhanced sensitization during radiotherapy: an in vitro study. Neurosurgery 59 1313 PMID: 17277695
If you know of a relevant reference for CHC, please let us know.
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Keywords: CHC, CHC supplier, a-cyano-4-OH-cinnamate, alpha-cyano-4-OH-cinnamate, CHC, monocarboxylic, acid, monocarboxylate, transporters, MCT, inhibitors, inhibits, lactate, pyruvate, glycolytic, metabolism, gliomas, antiangiogenesis, antitumoral, ACCA, á-cyano-4-hydroxy-cinnamic, Antiangiogenics, Monocarboxylate, Transporters, 5029, Tocris Bioscience
5 Citations for CHC
Citations are publications that use Tocris products. Selected citations for CHC include:
Kelvin P et al (2021) MYC-mediated early glycolysis negatively regulates proinflammatory responses by controlling IRF4 in inflammatory macrophages. Cell Rep 35 109264 PMID: 34133930
Kevin N et al (2022) Amyloid-β42 stimulated hippocampal lactate release is coupled to glutamate uptake. Sci Rep 12 2775 PMID: 35177691
Jang et al (2016) A branched-chain amino acid metabolite drives vascular fatty acid transport and causes Ins resistance. Nat Med 22 421 PMID: 26950361
Dietmar et al (2020) Metformin and LW6 impairs pancreatic cancer cells and reduces nuclear localization of YAP1. J Cancer 11 479-487 PMID: 31897243
Keit Men et al (2020) A glycolytic shift in Schwann cells supports injured axons. Nat Neurosci 23 1215-1228 PMID: 32807950
Do you know of a great paper that uses CHC from Tocris? Please let us know.
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Cancer Metabolism Research Product Guide
This product guide reviews some of the main areas in cancer metabolism research and lists around 150 products that can be used to investigate metabolic pathways in cancer including:
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Cancer Metabolism Poster
This poster summarizes the main metabolic pathways in cancer cells and highlights potential targets for cancer therapeutics. Genetic changes and epigenetic modifications in cancer cells alter the regulation of cellular metabolic pathways providing potential cancer therapeutic targets.