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574013-66-4

574013-66-4 Structure

574013-66-4 Structure
IdentificationBack Directory
[Name]

Fexaramine
[CAS]

574013-66-4
[Synonyms]

CS-1691
Fexaramine
3-[3-[(Cyclohexylcarbonyl)-[[4'-(dimethylamino)-[1,1'-biphenyl]-4-yl]methyl]amino]phenyl]-2-pr
(E)-methyl 3-(3-(N-((4'-(dimethylamino)biphenyl-4-yl)methyl)cyclohexanecarboxamido)phenyl)acrylate
3-[3-[(Cyclohexylcarbonyl)-[[4'-(dimethylamino)-[1,1'-biphenyl]-4-yl]methyl]amino]phenyl]-2-propenoicacidmethylester
2-Propenoic acid, 3-[3-[(cyclohexylcarbonyl)[[4'-(diMethylaMino)[1,1'-biphenyl]-4-yl]Methyl]aMino]phenyl]-, Methyl ester
3-[3-[(Cyclohexylcarbonyl)[[4\'-(dimethylamino)[1,1\'-biphenyl]-4-yl]methyl]amino]phenyl]-2-Propenoic acid methyl ester, >98%
2-Propenoic acid, 3-[3-[(cyclohexylcarbonyl)[[4'-(dimethylamino)[1,1'-biphenyl]-4-yl]methyl]amino]phenyl]-, methyl ester, (2E)-
(2E,4Z)-5-(3-(N-((4'-(dimethylamino)biphenyl-4-yl)methyl)cyclohexanecarboxamido)phenyl)-4-(methoxycarbonyl)penta-2,4-dienoic acid
[Molecular Formula]

C32H36N2O3
[MDL Number]

MFCD09971007
[MOL File]

574013-66-4.mol
[Molecular Weight]

496.64
Chemical PropertiesBack Directory
[Boiling point ]

677.7±55.0 °C(Predicted)
[density ]

1.158±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO : 50 mg/mL (100.68 mM; Need ultrasonic)
[form ]

powder
[pka]

4.95±0.24(Predicted)
[color ]

white to beige
[InChIKey]

VLQTUNDJHLEFEQ-KGENOOAVSA-N
[SMILES]

C(OC)(=O)/C=C/C1=CC=CC(N(C(C2CCCCC2)=O)CC2=CC=C(C3=CC=C(N(C)C)C=C3)C=C2)=C1
Hazard InformationBack Directory
[Description]

The farnesoid X receptor (FXR) is a nuclear receptor that acts as a bile acid sensor, protecting cells and organs against bile acid toxicity and coordinating cholesterol metabolism, lipid homeostasis, and absorption of dietary fats and vitamins. Fexaramine is an FXR agonist (EC50 = 25 nM) that demonstrates 100-fold increased affinity to FXR compared to endogenous bile acids and 3-fold increased potency compared to the high affinity FXR agonist GW 4064 (Item No. 10006611; EC50 = 80 nM). Fexaramine does not display activity at the following nuclear receptors: hRXRα, hPPARαγδ, mPXR, hPXR, hLXRα, hTRβ, hRARβ, mCAR, mERRγ, or hVDR.
[Uses]

Fexaramine has been used to study its action on RANKL (receptor activator of nuclear factor-κB ligand)-induced osteoclastogenesis in mouse model.
[Definition]

ChEBI: Fexaramine is a member of biphenyls.
[General Description]

Fexaramine belongs to the nuclear hormone receptor family.
[Biological Activity]

Potent, selective farnesoid X receptor agonist (EC 50 = 25 nM). Displays no activity at hRXR α , hPPAR α , hPPAR γ , hPPAR δ , mPXR, hPXR, hLXR α , hTR β , hRAR β , mCAR, mERR γ and hVDR receptors.
[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.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Fexaramine(574013-66-4)1HNMR
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