Details
Stereochemistry | ACHIRAL |
Molecular Formula | C17H20FNO4S |
Molecular Weight | 353.408 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOCCOC1=C(C)SC(=N1)C2=CC=C(C(O)=O)C(F)=C2
InChI
InChIKey=HSAOETBFVAWNRP-UHFFFAOYSA-N
InChI=1S/C17H20FNO4S/c1-3-4-7-22-8-9-23-15-11(2)24-16(19-15)12-5-6-13(17(20)21)14(18)10-12/h5-6,10H,3-4,7-9H2,1-2H3,(H,20,21)
AC-261066 is an agonist of retinoic acid receptor subtype β isoform 2 (RARβ2). Administration of AC-261066 to either wt mice in a model of HFD-induced T2D or to ob/ob and db/db mice reduces hyperglycaemia, peripheral insulin resistance and body weight. Furthermore, AC-261066 dramatically reduces steatosis, lipid peroxidation and oxidative stress in the liver, pancreas and kidneys of obese, diabetic mice. AC-261066 also lowers levels of mRNAs involved in lipogenesis, such as sterol regulatory element-binding transcription factor 1 (SREBP1) and fatty acid synthase, and increases mRNAs that mediate mitochondrial fatty acid β-oxidation, such as CPT1α, in these organs. AC-261066 lowers triglyceride levels in these organs, and in muscle. AC-261066 should be useful drug for T2D therapy and for treatment of hepatic steatosis.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2008 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16302793 |
8.0 null [pEC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26462866
Mice: AC-261066 was administered in the drinking water of hyperglycemic HFD-fed wt mice for 8 days at a concentration of 0.03 mg/ml water. AC-261066-treated mice had an oral dose of approximately 5.4-mg/kg bw/day.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23220004
The IC50 of AC-261066 to AKR1B10 is 51 ± 7uM. No inhibition of AC-261066 to AKR1B1 was detected when using up to 100 uM AC-261066 in the enzymatic assay.
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ACTIVE MOIETY