CHC

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Description: MCT inhibitor; decreases glycoloysis
Chemical Name: 2-Cyano-3-(4-hydroxyphenyl)-2-propenoic acid
Purity: ≥98% (HPLC)
Datasheet
Citations (5)
Reviews
Literature (2)

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.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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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.

View Related Products by Product Action

View all Monocarboxylate Transporter Inhibitors

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:

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

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

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


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Reviews for CHC

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Literature in this Area

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