AdipoRon
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MedKoo CAT#: 317130

CAS#: 924416-43-3

Description: AdipoRon is a potent and selective adiponectin receptor agonist. AdipoRon attenuates postischemic myocardial apoptosis through both AMPK-mediated and AMPK-independent signalings. AdipoRon showed very similar effects to adiponectin in muscle and liver, such as activation of AMPK and PPAR-α pathways, and ameliorated insulin resistance and glucose intolerance in mice fed a high-fat diet. AdipoRon ameliorated diabetes of genetically obese rodent model db/db mice, and prolonged the shortened lifespan of db/db mice on a high-fat diet. AdipoRon may be a promising therapeutic approach for the treatment of obesity-related disease.

Chemical Structure

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AdipoRon
CAS# 924416-43-3
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 317130
Name: AdipoRon
CAS#: 924416-43-3
Chemical Formula: C27H28N2O3
Exact Mass: 428.21
Molecular Weight: 428.520
Elemental Analysis: C, 75.68; H, 6.59; N, 6.54; O, 11.20

Price and Availability

Size Price Availability Quantity
25mg USD 150 Ready to ship
50mg USD 250 Ready to ship
100mg USD 450 Ready to ship
200mg USD 750 Ready to ship
500mg USD 1650 Ready to ship
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Synonym: AdipoRon;

IUPAC/Chemical Name: 2-(4-benzoylphenoxy)-N-(1-benzylpiperidin-4-yl)acetamide

InChi Key: SHHUPGSHGSNPDB-UHFFFAOYSA-N

InChi Code: InChI=1S/C27H28N2O3/c30-26(28-24-15-17-29(18-16-24)19-21-7-3-1-4-8-21)20-32-25-13-11-23(12-14-25)27(31)22-9-5-2-6-10-22/h1-14,24H,15-20H2,(H,28,30)

SMILES Code: O=C(C1=CC=C(OCC(NC2CCN(CC3=CC=CC=C3)CC2)=O)C=C1)C4=CC=CC=C4

Appearance: Solid powder

Purity: >97% (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, not in water

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:

Biological target: AdipoRon is an adiponectin receptor (AdipoR) agonist, binding to AdipoR1 and AdipoR2 with Kds of 1.8 and 3.1 μM, respectively.
In vitro activity: The effect of AdipoRon on PA-induced cell viability was analyzed with the MTT assay and measured lactic acid dehydrogenase activity (LDH) by LDH assay. The results demonstrated that AdipoRon increased the cell viability and decreased the release of LDH from PA-induced cell death (Figure 1C and D). Finally, cell morphology was examined using a phase-contrast microscope with treatment of PA in the absence or presence of AdipoRon (Figure 1E). To test the effect of AdipoRon on the PA-induced cell apoptosis in H9c2 cells, the detection by flow cytometry was used. As shown in Figure 2A and B, PA treatment increased cell apoptosis (shown by third quadrant, Q4), while AdipoRon treatment decreased PA-induced cell apoptosis. It was also detected the that p-akt/akt protein expression, and similar results were found in Supplementary Figure 1. The data indicated AdipoRon alleviated PA-induced cell injury. Reference: Diabetes Metab Syndr Obes. 2019; 12: 2165–2179. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6817839/
In vivo activity: AdipoRon is a newly developed adiponectin receptor agonist that provides beneficial effects for diabetic mice; however, its underlying mechanism remains to be delineated. Here, increased expression levels of ER stress markers is demonstrated, accompanied by upregulated levels of proinflammatory cytokines and increased expression of collagen I, fibronectin, Bax, and cleaved caspase 3 in the kidneys of db/db mice compared with control mice. Immunofluorescence staining revealed markedly lower adiponectin receptor 1 (AdipoR1) expression in the kidneys of db/db mice compared with those of db/m controls, while the change was reversed by AdipoRon treatment (Figures 3(a) and 3(b)). Moreover, consistent with the decrease of AdipoR1, phosphor-Thr172 AMPK, a principle downstream signal in the AdipoR1 pathway, was notably decreased in db/db mice but partially restored following AdipoRon treatment (Figures 3(d) and 3(e)). To evaluate the effect of AdipoRon on ER stress, the expression of ER stress markers, including GRP78 and CHOP, was examined. As shown in Figures 3(a)–3(c), the expression levels of GRP78 and CHOP were increased in the kidneys of db/db mice but decreased after AdipoRon treatment. These findings were further confirmed by immunoblot analyses (Figures 3(f) and 3(g)). As detected by western blot analysis, the level of phosphorylated PERK was elevated in the kidneys of db/db mice compared with those of db/m mice, whereas this change was reversed by AdipoRon treatment (Figures 3(f) and 3(g)). Taken together, these results suggested that ER stress was induced in the kidneys of db/db mice and could be inhibited by treatment with AdipoRon. Reference: Oxid Med Cell Longev. 2020; 2020: 6104375. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7428946/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 50.0 116.08
Ethanol 40.0 93.34

Preparing Stock Solutions

The following data is based on the product molecular weight 428.52 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. Zhang YZ, Zhang YL, Huang Q, Huang C, Jiang ZL, Cai F, Shen JF. AdipoRon Alleviates Free Fatty Acid-Induced Myocardial Cell Injury Via Suppressing Nlrp3 Inflammasome Activation. Diabetes Metab Syndr Obes. 2019 Oct 23;12:2165-2179. doi: 10.2147/DMSO.S221841. PMID: 31749627; PMCID: PMC6817839. 2. Xiong S, Han Y, Gao P, Zhao H, Jiang N, Sun L. AdipoRon Protects against Tubular Injury in Diabetic Nephropathy by Inhibiting Endoplasmic Reticulum Stress. Oxid Med Cell Longev. 2020 Aug 6;2020:6104375. doi: 10.1155/2020/6104375. PMID: 32832003; PMCID: PMC7428946. 3. Choi SK, Kwon Y, Byeon S, Haam CE, Lee YH. AdipoRon, adiponectin receptor agonist, improves vascular function in the mesenteric arteries of type 2 diabetic mice. PLoS One. 2020 Mar 17;15(3):e0230227. doi: 10.1371/journal.pone.0230227. PMID: 32182257; PMCID: PMC7077821.
In vitro protocol: 1. Zhang YZ, Zhang YL, Huang Q, Huang C, Jiang ZL, Cai F, Shen JF. AdipoRon Alleviates Free Fatty Acid-Induced Myocardial Cell Injury Via Suppressing Nlrp3 Inflammasome Activation. Diabetes Metab Syndr Obes. 2019 Oct 23;12:2165-2179. doi: 10.2147/DMSO.S221841. PMID: 31749627; PMCID: PMC6817839. 2. Xiong S, Han Y, Gao P, Zhao H, Jiang N, Sun L. AdipoRon Protects against Tubular Injury in Diabetic Nephropathy by Inhibiting Endoplasmic Reticulum Stress. Oxid Med Cell Longev. 2020 Aug 6;2020:6104375. doi: 10.1155/2020/6104375. PMID: 32832003; PMCID: PMC7428946.
In vivo protocol: 1. Choi SK, Kwon Y, Byeon S, Haam CE, Lee YH. AdipoRon, adiponectin receptor agonist, improves vascular function in the mesenteric arteries of type 2 diabetic mice. PLoS One. 2020 Mar 17;15(3):e0230227. doi: 10.1371/journal.pone.0230227. PMID: 32182257; PMCID: PMC7077821. 2. Xiong S, Han Y, Gao P, Zhao H, Jiang N, Sun L. AdipoRon Protects against Tubular Injury in Diabetic Nephropathy by Inhibiting Endoplasmic Reticulum Stress. Oxid Med Cell Longev. 2020 Aug 6;2020:6104375. doi: 10.1155/2020/6104375. PMID: 32832003; PMCID: PMC7428946.

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1: Kim Y, Lim JH, Kim MY, Kim EN, Yoon HE, Shin SJ, Choi BS, Kim YS, Chang YS, Park CW. The Adiponectin Receptor Agonist AdipoRon Ameliorates Diabetic Nephropathy in a Model of Type 2 Diabetes. J Am Soc Nephrol. 2018 Apr;29(4):1108-1127. doi: 10.1681/ASN.2017060627. Epub 2018 Jan 12. PMID: 29330340; PMCID: PMC5875945.


2: Choi SR, Lim JH, Kim MY, Kim EN, Kim Y, Choi BS, Kim YS, Kim HW, Lim KM, Kim MJ, Park CW. Adiponectin receptor agonist AdipoRon decreased ceramide, and lipotoxicity, and ameliorated diabetic nephropathy. Metabolism. 2018 Aug;85:348-360. doi: 10.1016/j.metabol.2018.02.004. Epub 2018 Feb 17. PMID: 29462574.


3: Bhat IA, Kabeer SW, Reza MI, Mir RH, Dar MO. AdipoRon: A Novel Insulin Sensitizer in Various Complications and the Underlying Mechanisms: A Review. Curr Mol Pharmacol. 2020;13(2):94-107. doi: 10.2174/1874467212666191022102800. PMID: 31642417.


4: Balasubramanian P, Schaar AE, Gustafson GE, Smith AB, Howell PR, Greenman A, Baum S, Colman RJ, Lamming DW, Diffee GM, Anderson RM. Adiponectin receptor agonist AdipoRon improves skeletal muscle function in aged mice. Elife. 2022 Mar 17;11:e71282. doi: 10.7554/eLife.71282. PMID: 35297761; PMCID: PMC8963882.


5: Nigro E, Daniele A, Salzillo A, Ragone A, Naviglio S, Sapio L. AdipoRon and Other Adiponectin Receptor Agonists as Potential Candidates in Cancer Treatments. Int J Mol Sci. 2021 May 25;22(11):5569. doi: 10.3390/ijms22115569. PMID: 34070338; PMCID: PMC8197554.


6: Sun J, Liu X, Shen C, Zhang W, Niu Y. Adiponectin receptor agonist AdipoRon blocks skin inflamm-ageing by regulating mitochondrial dynamics. Cell Prolif. 2021 Dec;54(12):e13155. doi: 10.1111/cpr.13155. Epub 2021 Nov 1. PMID: 34725875; PMCID: PMC8666283.


7: Esfahani M, Shabab N, Saidijam M. AdipoRon may be benefit for atherosclerosis prevention. Iran J Basic Med Sci. 2017 Feb;20(2):107-109. doi: 10.22038/ijbms.2017.8228. PMID: 28293385; PMCID: PMC5339649.


8: Lee TH, Christie BR, van Praag H, Lin K, Siu PM, Xu A, So KF, Yau SY. AdipoRon Treatment Induces a Dose-Dependent Response in Adult Hippocampal Neurogenesis. Int J Mol Sci. 2021 Feb 19;22(4):2068. doi: 10.3390/ijms22042068. PMID: 33669795; PMCID: PMC7922380.


9: Li Y, Song B, Ruan C, Xue W, Zhao J. AdipoRon Attenuates Hypertension-Induced Epithelial-Mesenchymal Transition and Renal Fibrosis via Promoting Epithelial Autophagy. J Cardiovasc Transl Res. 2021 Jun;14(3):538-545. doi: 10.1007/s12265-020-10075-8. Epub 2020 Oct 6. PMID: 33025271.


10: Wang Y, Liu H, Zhang R, Xiang Y, Lu J, Xia B, Peng L, Wu J. AdipoRon exerts opposing effects on insulin sensitivity via fibroblast growth factor 21-mediated time-dependent mechanisms. J Biol Chem. 2022 Mar;298(3):101641. doi: 10.1016/j.jbc.2022.101641. Epub 2022 Jan 25. PMID: 35090894; PMCID: PMC8861110.


11: Abou-Samra M, Selvais CM, Boursereau R, Lecompte S, Noel L, Brichard SM. AdipoRon, a new therapeutic prospect for Duchenne muscular dystrophy. J Cachexia Sarcopenia Muscle. 2020 Apr;11(2):518-533. doi: 10.1002/jcsm.12531. Epub 2020 Jan 21. PMID: 31965757; PMCID: PMC7113498.


12: Khandelwal M, Manglani K, Upadhyay P, Azad M, Gupta S. AdipoRon induces AMPK activation and ameliorates Alzheimer's like pathologies and associated cognitive impairment in APP/PS1 mice. Neurobiol Dis. 2022 Nov;174:105876. doi: 10.1016/j.nbd.2022.105876. Epub 2022 Sep 23. PMID: 36162737.


13: Choi SK, Kwon Y, Byeon S, Haam CE, Lee YH. AdipoRon, adiponectin receptor agonist, improves vascular function in the mesenteric arteries of type 2 diabetic mice. PLoS One. 2020 Mar 17;15(3):e0230227. doi: 10.1371/journal.pone.0230227. PMID: 32182257; PMCID: PMC7077821.


14: Fang Q, Li J, Wang Y, Liu X, Shi Y, Chen J, Zhan H, Zeng Y, Wu W. AdipoRon Engages Microglia to Antinociception through the AdipoR1/AMPK Pathway in SNI Mice. Mediators Inflamm. 2023 Apr 10;2023:7661791. doi: 10.1155/2023/7661791. PMID: 37077671; PMCID: PMC10110386.


15: Liu B, Liu J, Wang JG, Liu CL, Yan HJ. AdipoRon improves cognitive dysfunction of Alzheimer's disease and rescues impaired neural stem cell proliferation through AdipoR1/AMPK pathway. Exp Neurol. 2020 May;327:113249. doi: 10.1016/j.expneurol.2020.113249. Epub 2020 Feb 15. PMID: 32070713.


16: Huang B, Bi W, Sun Y, Li R, Wu X, Yu Y. AdipoRon Promotes the Osseointegration of Dental Implants in Mice With Type 2 Diabetes Mellitus. Front Physiol. 2021 Sep 9;12:697738. doi: 10.3389/fphys.2021.697738. PMID: 36632609; PMCID: PMC9829077.


17: Mallardo M, Costagliola C, Nigro E, Daniele A. AdipoRon negatively regulates proliferation and migration of ARPE-19 human retinal pigment epithelial cells. Peptides. 2021 Dec;146:170676. doi: 10.1016/j.peptides.2021.170676. Epub 2021 Oct 22. PMID: 34687793.


18: Onodera T, Ghazvini Zadeh E, Xu P, Gordillo R, Guo Z, Joffin N, Yu B, Scherer PE, Li WH. PEGylated AdipoRon derivatives improve glucose and lipid metabolism under insulinopenic and high-fat diet conditions. J Lipid Res. 2021;62:100095. doi: 10.1016/j.jlr.2021.100095. Epub 2021 Jun 30. PMID: 34214600; PMCID: PMC8327158.


19: Zhang N, Wei WY, Liao HH, Yang Z, Hu C, Wang SS, Deng W, Tang QZ. AdipoRon, an adiponectin receptor agonist, attenuates cardiac remodeling induced by pressure overload. J Mol Med (Berl). 2018 Dec;96(12):1345-1357. doi: 10.1007/s00109-018-1696-8. Epub 2018 Oct 19. PMID: 30341569.


20: Zheng J, Sun Z, Liang F, Xu W, Lu J, Shi L, Shao A, Yu J, Zhang J. AdipoRon Attenuates Neuroinflammation After Intracerebral Hemorrhage Through AdipoR1-AMPK Pathway. Neuroscience. 2019 Aug 1;412:116-130. doi: 10.1016/j.neuroscience.2019.05.060. Epub 2019 Jun 7. PMID: 31176703.