AdipoRon

AdipoGen Life Sciences
Product Code: AG-CR1-0154
Product Group: Other Biochemicals
CodeSizePrice
AG-CR1-0154-M01010 mg£60.00
Quantity:
AG-CR1-0154-M05050 mg£220.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
2-(4-Benzoylphenoxy)-N-[1-(phenylmethyl)-4-piperidinyl]acetamide
Appearance:
White solid.
CAS:
924416-43-3
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
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)
InChiKey:
SHHUPGSHGSNPDB-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 924416-43-3. Formula: C27H28N2O3. MW: 428.5. Orally-active adiponectin receptor (AdipoR) agonist. Binds to AdipoR1 and AdipoR2 at low µm concentration. Activates 5'-adenosine monophosphate-activated protein kinase (AMPK) in cultured mammalian cells. Activates peroxisome proliferator-activated receptor gamma coactivator 1-alpha (PGC1alpha) which boosts mitochondrial proliferation and energy metabolism. Improves diabetes, glucose and lipid metabolism and insulin sensitivity in cultured cells and in mice by AdipoR-dependent mechanisms. Rescued the shortened lifespan of db/db mice (AdipoRs KO) on high-fat diet. Reduces expression levels of genes encoding inflammatory cytokines such as TNF-alpha, IL-6 and CCL-2 in WAT of WT mice but not db/db mice.
MDL:
MFCD08271060
Molecular Formula:
C27H28N2O3
Molecular Weight:
428.5
Package Type:
Vial
Product Description:
Orally-active adiponectin receptor (AdipoR) agonist. Binds to AdipoR1 and AdipoR2 at low µm concentration [1, 2]. Activates 5'-adenosine monophosphate-activated protein kinase (AMPK) in cultured mammalian cells [1]. Activates peroxisome proliferator-activated receptor gamma coactivator 1-alpha (PGC1alpha) which boosts mitochondrial proliferation and energy metabolism [1]. Improves diabetes, glucose and lipid metabolism and insulin sensitivity in cultured cells and in mice by AdipoR-dependent mechanisms [1]. Rescued the shortened lifespan of db/db mice (AdipoRs KO) on high-fat diet [1]. Reduces expression levels of genes encoding inflammatory cytokines such as TNF-alpha, IL-6 and CCL-2 in WAT of WT mice but not db/db mice [1].
Purity:
>98% (NMR)
SMILES:
O=C(COC1=CC=C(C=C1)C(=O)C1=CC=CC=C1)NC1CCN(CC2=CC=CC=C2)CC1
Solubility Chemicals:
Soluble in DMSO (~30mg/ml), 100% ethanol (~15mg/ml) or methanol (~10mg/ml). Insoluble in water.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

A small-molecule AdipoR agonist for type 2 diabetes and short life in obesity: M. Okada-Iwabu, et al.; Nature 503, 493 (2013) | Cell Biology. Ronning after the adiponectin receptors: W.L. Holland & P.E. Scherer; Science 342, 1460 (2013) | Activation of adiponectin receptors has negative impact on muscle mass in C2C12 myotubes and fast-type mouse skeletal muscle: R. Ito, et al.; PLoS ONE 13, e0205645 (2018)

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