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Details

Stereochemistry ACHIRAL
Molecular Formula C27H28N2O3
Molecular Weight 428.5228
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADIPORON

SMILES

O=C(COC1=CC=C(C=C1)C(=O)C2=CC=CC=C2)NC3CCN(CC4=CC=CC=C4)CC3

InChI

InChIKey=SHHUPGSHGSNPDB-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C27H28N2O3
Molecular Weight 428.5228
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Japanese scientists discovered AdipoRon during screening of a compound library. This drug is a selective agonist of adiponectin receptors 1 and 2, which activates 5′-adenosine monophosphate–activated protein kinase (AMPK) in cultured mammalian cells, an enzyme that is involved in many metabolic processes including the release of insulin, inhibition of lipid synthesis, and stimulation of glucose uptake. It was found, that after oral administration in mice AdipoRon effectively attenuated post-ischemic cardiac injury, thus could be a promising novel therapeutic approach treating cardiovascular complications caused by obesity-related disorders such as type 2 diabetes. In addition, recently investigation showed that AdipoRon has antiproliferative effects of adiponectin and may suppress the colorectal cancer cell growth.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
1.8 µM [Kd]
3.1 µM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Preventing
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
in mice: 50 mg/kg via a gavage tube
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
ND7UVH6GKJ
Record Status Validated (UNII)
Record Version