| Identification | Back 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 Properties | Back 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 |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Chronic 4 |
| Hazard Information | Back 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).1 Fexaramine does not display activity at the following nuclear receptors: hRXRα, hPPARαγδ, mPXR, hPXR, hLXRα, hTRβ, hRARβ, mCAR, mERRγ, or hVDR.1 | [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 | [References]
[1] MICHAEL DOWNES. A chemical, genetic, and structural analysis of the nuclear bile acid receptor FXR.[J]. Molecular Cell, 2003, 11 4: 1079-1092. DOI: 10.1016/s1097-2765(03)00104-7 |
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Sigma-Aldrich
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021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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D&C Chemicals
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+86-21-58447131 |
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www.chemicalbook.com/ShowSupplierProductsList16963/0_EN.htm |
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