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SML0998

Sigma-Aldrich

AdipoRon

≥98% (HPLC)

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Synonym(s):
2-(4-Benzoylphenoxy)-N-[1-(phenylmethyl)-4-piperidinyl]-acetamide, AdipoR agonist
Empirical Formula (Hill Notation):
C27H28N2O3
CAS Number:
Molecular Weight:
428.52
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

room temp

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)

InChI key

SHHUPGSHGSNPDB-UHFFFAOYSA-N

Biochem/physiol Actions

AdipoRon is an adiponectin agonist that binds to and activates adiponectin receptors AdipoR1 and AdipoR2, activating AMPK and PPAR-α pathways, and ameliorating insulin resistance and glucose intolerance in mice fed a high-fat diet in a manner similar to adiponectin itself. AdipoRon did not affect body weight, but did increase the expression of genes involved in fatty-acid oxidation, decreased tissue triglyceride content, and prolonged the shortened lifespan of db/db mice.
Oral administration of adipoRon reduced postischemic oxidative stress showing lower expression of NADPH (Nicotinamide adenine diphosphate) oxidase and superoxide production in mouse model. Hence, adipoRon might be considered as a cardioprotective molecule.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Sonja Lindfors et al.
Diabetologia, 64(8), 1866-1879 (2021-05-15)
Chronic low-grade inflammation with local upregulation of proinflammatory molecules plays a role in the progression of obesity-related renal injury. Reduced serum concentration of anti-inflammatory adiponectin may promote chronic inflammation. Here, we investigated the potential anti-inflammatory and renoprotective effects and mechanisms
AdipoRon, the first orally active adiponectin receptor activator, attenuates postischemic myocardial apoptosis through both AMPK-mediated and AMPK-independent signalings.
Zhang Y, et al.
American Journal of Physiology. Endocrinology and Metabolism, 309(3), E275-E282 (2015)
Maria Lorena Oróstica et al.
International journal of molecular sciences, 23(7) (2022-04-13)
Polycystic ovary syndrome (PCOS) is an endocrine/metabolic disorder associated with insulin resistance (IR) and obesity. Endometria from women with PCOS present failures in insulin action, glucose uptake and signaling of insulin-sensitizing molecules, such as adiponectin, with consequences for reproduction. Metformin
Maria-Bernadette Madel et al.
Frontiers in cell and developmental biology, 9, 627153-627153 (2021-04-20)
Long bones from mammals host blood cell formation and contain multiple cell types, including adipocytes. Physiological functions of bone marrow adipocytes are poorly documented. Herein, we used adipocyte-deficient PPARγ-whole body null mice to investigate the consequence of total adipocyte deficiency
Angela Ragone et al.
Frontiers in pharmacology, 13, 837503-837503 (2022-03-12)
Pancreatic ductal adenocarcinoma (PDAC) accounts for 90% of all pancreatic cancers. Albeit its incidence does not score among the highest in cancer, PDAC prognosis is tremendously fatal. As a result of either aggressiveness or metastatic stage at diagnosis, chemotherapy constitutes

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