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Fexaramine

SIGMA/SML1390 - ≥98% (HPLC)

Synonym: 3-[3-[(Cyclohexylcarbonyl)[[4′-(dimethylamino)[1,1′-biphenyl]-4-yl]methyl]amino]phenyl]-2-propenoic acid methyl ester

CAS Number: 574013-66-4
Empirical Formula (Hill Notation): C32H36N2O3
Molecular Weight: 496.64
MDL Number: MFCD09971007
Linear Formula: C32H36N2O3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML1390-5MG 5 mg
$146.00
1/EA
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45-SML1390-25MG 25 mg
$578.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C32H36N2O3/c1-33(2)29-19-17-27(18-20-29)26-15-12-25(13-16-26)23-34(32(36)28-9-5-4-6-10-28)30-11-7-8-24(22-30)14-21-31(35)37-3/h7-8,11-22,28H,4-6,9-10,23H2,1-3H3/b21-14+
InChI key VLQTUNDJHLEFEQ-KGENOOAVSA-N
Quality Level 100 
SMILES string CN(C)C(C=C1)=CC=C1C2=CC=C(CN(C3=CC=CC(/C=C/C(OC)=O)=C3)C(C4CCCCC4)=O)C=C2
solubility DMSO: 10 mg/mL, clear
storage condition desiccated
storage temp. 2-8°C
Application: Fexaramine has been used to study its action on RANKL (receptor activator of nuclear factor-κB ligand)-induced osteoclastogenesis in mouse model.
Biochem/physiol Actions: Fexaramine is a potent and selective agonist of the bile acid sensor farnesoid X receptor (FXR) in the gut with an EC50 of 25 nM and no activity found for other nuclear receptors. Fexaramine induces enteric fibroblast growth factor 15 (FGF15), causing alterations in bile acid composition without activating FXR target genes in the liver. In mouse studies, fexaramine enhanced thermogenesis and browning of white adipose tissue while reducing diet-induced weight gain, body-wide inflammation and hepatic glucose production. Fexaramine also improved insulin responsiveness.
Biochem/physiol Actions: Fexaramine might regulate lipid and glucose metabolism and can serve as a therapeutic target in the treatment of fatty liver disease, type 2 diabetes and obesity. Fexaramine might mediate cholesterol homeostasis and promotes osteoblast differentiation and suppresses differentiation of osteoclast.
General description: Fexaramine belongs to the nuclear hormone receptor family.
Packaging: 5, 25 mg in glass bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302 - H413
Precautionary statements P273 - P301 + P312 + P330
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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