AH-7614 | CAS#6326-06-3 | FFA4/GPR120 antagonist

AH-7614
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 562776

CAS#: 6326-06-3

Description: AH-7614 is a selective free fatty acid receptor 4 (FFA4/GPR120) antagonist.

Chemical Structure

AH-7614

CAS# 6326-06-3

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 562776
Name: AH-7614
CAS#: 6326-06-3
Chemical Formula: C20H17NO3S
Exact Mass: 351.09
Molecular Weight: 351.420
Elemental Analysis: C, 68.36; H, 4.88; N, 3.99; O, 13.66; S, 9.12

Price and Availability

Size	Price	Availability
50mg	USD 250	2 Weeks
100mg	USD 450	2 Weeks
200mg	USD 750	2 Weeks
500mg	USD 1650	2 Weeks
1g	USD 2850	2 Weeks
2g	USD 4950	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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

Appearance: Solid powder

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

More Info:

Product Data:

Product Data

Instruction:

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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/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	30.0	85.37

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.

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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.

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