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XL335

Item № 23350
CAS № 629664-81-9
Purity ≥98%
product image
                (CAS 629664-81-9)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $79.00 0.00
     10 mg $142.00 0.00
     25 mg $316.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • FXR 450
  • Turofexorate Isopropyl
  • WAY-362450

XL335 is an orally bioavailable and potent agonist of the farnesoid X receptor (FXR) with an EC50 value of 4 nM in CV-1 cells transfected with human FXR.1 It is selective for FXR over a panel of 15 nuclear receptors at concentrations up to 10 μM. XL335 induces expression of mouse intestinal bile acid binding protein (IBABP), human bile salt excretory pump (BSEP), and small heterodimer partner (SHP) genes in reporter gene assays. It also induces a 20-, 13-, and 2-fold increase in mRNA expression for IBABP, BSEP, and SHP, respectively, at a concentration of 1 μM. XL335 (3 mg/kg) reduces plasma cholesterol and triglycerides by 39 and 50%, respectively, and decreases the area of pre-atherosclerotic lesions in LDLR-/- mice fed a Western diet. It also decreases hepatic fibrosis in a mouse model of non-alcoholic steatohepatitis.2

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Technical Information
Formal Name
3-(3,4-difluorobenzoyl)-1,2,3,6-tetrahydro-1,1-dimethyl-azepino[4,5-b]indole-5-carboxylic acid, 1-methylethyl ester
CAS Number
629664-81-9
Synonyms
  • FXR 450
  • Turofexorate Isopropyl
  • WAY-362450
Molecular Formula
C25H24F2N2O3
Formula Weight
438.5
Purity
≥98%
Formulation
A crystalline solid
λmax
216, 262, 340 nm
SMILES
O=C(OC(C)C)C1=CN(C(C2=CC(F)=C(F)C=C2)=O)CC(C)(C)C3=C1NC4=C3C=CC=C4
InChI Code
InChI=1S/C25H24F2N2O3/c1-14(2)32-24(31)17-12-29(23(30)15-9-10-18(26)19(27)11-15)13-25(3,4)21-16-7-5-6-8-20(16)28-22(17)21/h5-12,14,28H,13H2,1-4H3
InChI Key
INASOKQDNHHMRE-UHFFFAOYSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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References & Product Citations
Product Description References

1. Flatt, B., Martin, R., Wang, T.L., et al. Discovery of XL335 (WAY-362450), a highly potent, selective, and orally active agonist of the farnesoid X receptor (FXR) J. Med. Chem. 52(4), 904-907 (2009).

2. Zhang, S., Wang, J., Liu, Q., et al. Farnesoid X receptor agonist WAY-362450 attenuates liver inflammation and fibrosis in murine model of non-alcoholic steatohepatitis J. Hepatol. 51(2), 380-388 (2009).

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