Synonym
AH-7614; AH 7614; AH7614;
IUPAC/Chemical Name
4-Methyl-N-9H-xanthen-9-yl-benzenesulfonamide
InChi Key
OZCQEUZTOAAWDK-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H17NO3S/c1-14-10-12-15(13-11-14)25(22,23)21-20-16-6-2-4-8-18(16)24-19-9-5-3-7-17(19)20/h2-13,20-21H,1H3
SMILES Code
O=S(C1=CC=C(C)C=C1)(NC2C3=C(OC4=C2C=CC=C4)C=CC=C3)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
AH-7614 is a potent and selective FFA4 (GPR120) antagonist, with pIC50s of 7.1, 8.1, and 8.1 for human, mouse, and rat FFA4, respectively, as well as has selectivity for FFA4 over FFA1 (pIC50<4.6).
In vitro activity:
To elucidate the mechanism underlying the inhibitory effect of DHA on cerulein-induced zymogen activation via the GPR120 and GPR40 signaling pathway, we investigated whether a GPR120 antagonist AH-7614 and a GPR40 antagonist DC260126 could suppress this inhibitory effect of DHA. As shown in Fig. Fig.4,4, cerulein stimulation increased zymogen activation, and this was inhibited by DHA. However, AH-7614 suppressed the inhibitory effect of DHA on cerulein-induced zymogen activation.
Reference: Genes Nutr. 2020 Mar 23;15(1):6. https://pubmed.ncbi.nlm.nih.gov/32293245/
In vivo activity:
To further confirm the requirement of GPR120 and PPARγ in the regulation of IL-1β and NGF production, the antagonists of GPR120 and PPARγ were used in infarcted rats. AH-7614 reversed the attenuated levels of IL-1β levels and NGF compared with EPA or DHA alone, implying that GPR120 is a downstream molecule of ω-3 PUFAs. The relation between both signaling pathways of GPR120 and PPARγ was also assessed. A significant decrease in PPARγ was observed in infarcted hearts infused with a GPR120 antagonist, AH-7614.
Reference: J Nutr Biochem. 2022 Feb 1;103:108950. https://pubmed.ncbi.nlm.nih.gov/35121022/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
30.0 |
85.37 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
351.42
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 |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Park Y, Ku L, Lim JW, Kim H. Docosahexaenoic acid inhibits zymogen activation by suppressing vacuolar ATPase activation in cerulein-stimulated pancreatic acinar cells. Genes Nutr. 2020 Mar 23;15(1):6. doi: 10.1186/s12263-020-00664-2. PMID: 32293245; PMCID: PMC7092610.
2. Wang CP, Lee CC, Wu DY, Chen SY, Lee TM. Differential effects of EPA and DHA on PPARγ-mediated sympathetic innervation in infarcted rat hearts by GPR120-dependent and -independent mechanisms. J Nutr Biochem. 2022 Feb 1;103:108950. doi: 10.1016/j.jnutbio.2022.108950. Epub ahead of print. PMID: 35121022.
3. Chen WT, Chen SY, Wu DW, Lee CC, Lee TM. Effect of icosapent ethyl on susceptibility to ventricular arrhythmias in postinfarcted rat hearts: Role of GPR120-mediated connexin43 phosphorylation. J Cell Mol Med. 2020 Aug;24(16):9267-9279. doi: 10.1111/jcmm.15575. Epub 2020 Jul 8. PMID: 32639107; PMCID: PMC7417730
In vitro protocol:
1. Park Y, Ku L, Lim JW, Kim H. Docosahexaenoic acid inhibits zymogen activation by suppressing vacuolar ATPase activation in cerulein-stimulated pancreatic acinar cells. Genes Nutr. 2020 Mar 23;15(1):6. doi: 10.1186/s12263-020-00664-2. PMID: 32293245; PMCID: PMC7092610.
In vivo protocol:
1. Wang CP, Lee CC, Wu DY, Chen SY, Lee TM. Differential effects of EPA and DHA on PPARγ-mediated sympathetic innervation in infarcted rat hearts by GPR120-dependent and -independent mechanisms. J Nutr Biochem. 2022 Feb 1;103:108950. doi: 10.1016/j.jnutbio.2022.108950. Epub ahead of print. PMID: 35121022.
2. Chen WT, Chen SY, Wu DW, Lee CC, Lee TM. Effect of icosapent ethyl on susceptibility to ventricular arrhythmias in postinfarcted rat hearts: Role of GPR120-mediated connexin43 phosphorylation. J Cell Mol Med. 2020 Aug;24(16):9267-9279. doi: 10.1111/jcmm.15575. Epub 2020 Jul 8. PMID: 32639107; PMCID: PMC7417730.
1: Watterson KR, Hansen SVF, Hudson BD, Alvarez-Curto E, Raihan SZ, Azevedo CMG, Martin G, Dunlop J, Yarwood SJ, Ulven T, Milligan G. Probe-Dependent Negative Allosteric Modulators of the Long-Chain Free Fatty Acid Receptor FFA4. Mol Pharmacol. 2017 Jun;91(6):630-641. doi: 10.1124/mol.116.107821. Epub 2017 Apr 6. PMID: 28385906; PMCID: PMC5438128.
2: Wang CP, Lee CC, Wu DY, Chen SY, Lee TM. Differential effects of EPA and DHA on PPARγ-mediated sympathetic innervation in infarcted rat hearts by GPR120-dependent and -independent mechanisms. J Nutr Biochem. 2022 May;103:108950. doi: 10.1016/j.jnutbio.2022.108950. Epub 2022 Feb 1. PMID: 35121022.
3: Park Y, Ku L, Lim JW, Kim H. Docosahexaenoic acid inhibits zymogen activation by suppressing vacuolar ATPase activation in cerulein-stimulated pancreatic acinar cells. Genes Nutr. 2020 Mar 23;15(1):6. doi: 10.1186/s12263-020-00664-2. PMID: 32293245; PMCID: PMC7092610.
4: McCloskey AG, Miskelly MG, Flatt PR, McKillop AM. Pharmacological potential of novel agonists for FFAR4 on islet and enteroendocrine cell function and glucose homeostasis. Eur J Pharm Sci. 2020 Jan 15;142:105104. doi: 10.1016/j.ejps.2019.105104. Epub 2019 Oct 25. PMID: 31669388.
5: Chen WT, Chen SY, Wu DW, Lee CC, Lee TM. Effect of icosapent ethyl on susceptibility to ventricular arrhythmias in postinfarcted rat hearts: Role of GPR120-mediated connexin43 phosphorylation. J Cell Mol Med. 2020 Aug;24(16):9267-9279. doi: 10.1111/jcmm.15575. Epub 2020 Jul 8. PMID: 32639107; PMCID: PMC7417730.
