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Merck
CN

SML0998

AdipoRon

≥98% (HPLC), adiponectin agonist, powder

Synonym(s):

2-(4-Benzoylphenoxy)-N-[1-(phenylmethyl)-4-piperidinyl]-acetamide, AdipoR agonist

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About This Item

Empirical Formula (Hill Notation):
C27H28N2O3
CAS Number:
924416-43-3
Molecular Weight:
428.52
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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Product Name

AdipoRon, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

room temp

SMILES string

N2(CCC(CC2)NC(=O)COc3ccc(cc3)C(=O)c4ccccc4)Cc1ccccc1

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.
AdipoRon is an adiponectin agonist.
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000479558
0000479557
0000408834
0000408838
0000382585

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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
Joshua A McDowell et al.
Redox biology, 73, 103219-103219 (2024-06-09)
Radiation causes damage to normal tissues that leads to increased oxidative stress, inflammation, and fibrosis, highlighting the need for the selective radioprotection of healthy tissues without hindering radiotherapy effectiveness in cancer. This study shows that adiponectin, an adipokine secreted by
Sanober Kafeel et al.
Cancers, 16(15) (2024-08-10)
Despite the countless therapeutic advances achieved over the years, non-small-cell lung cancer (NSCLC) is the leading cause of cancer-related death worldwide. To this primacy contribute both non-oncogene addicted and advanced NSCLCs, in which conventional therapies are only partially effective. The
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