AH-7614
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MedKoo CAT#: 562776

CAS#: 6326-06-3

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


Chemical Structure

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AH-7614
CAS# 6326-06-3

Theoretical Analysis

MedKoo Cat#: 562776
Name: AH-7614
CAS#: 6326-06-3
Chemical Formula: C20H17NO3S
Exact Mass: 351.0929
Molecular Weight: 351.42
Elemental Analysis: C, 68.36; H, 4.88; N, 3.99; O, 13.66; S, 9.12

Price and Availability

Size Price Availability Quantity
50.0mg USD 250.0 2 Weeks
100.0mg USD 450.0 2 Weeks
200.0mg USD 750.0 2 Weeks
500.0mg USD 1650.0 2 Weeks
1.0g USD 2850.0 2 Weeks
2.0g USD 4950.0 2 Weeks
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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

Product Data:

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.

Recalculate based on batch purity %
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. PubMed PMID: 28385906; PubMed Central PMCID: PMC5438128.

AH-7614

50.0mg / USD 250.0