An inhibitor of bile salt hydrolases
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BSH-IN-1

Item No. 30311

Technical Information
Formal Name
(R)-5-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-fluorohexan-2-one
CAS Number
2553217-91-5
Molecular Formula
C25H41FO3
Formula Weight
Purity
≥98%
Formulation
A solid
SMILES
FCC(CC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C)=O
InChi Code
InChI=1S/C25H41FO3/c1-15(4-5-18(28)14-26)19-6-7-20-23-21(9-11-25(19,20)3)24(2)10-8-17(27)12-16(24)13-22(23)29/h15-17,19-23,27,29H,4-14H2,1-3H3/t15-,16+,17-,19-,20+,21+,22-,23+,24+,25-/m1/s1
InChi Key
XDVGNIBMZHDZLL-GDQMVUAZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    BSH-IN-1 is a covalent inhibitor of bile salt hydrolases.1 It is selective for bile salt hydrolases over the farnesoid X receptor (FXR) and G protein-coupled bile acid activated receptor (GP-BAR) at 100 µM. BSH-IN-1 inhibits the bile salt hydrolases of the Gram-negative bacterium B. theta and the Gram-positive bacterium B. longum (IC50s = 427 and 108 nM, respectively). It also inhibits deconjugation of bile acids in a variety of bacteria and in resuspended mouse feces. Oral administration of BSH-IN-1 (10 mg/kg) decreases bile salt hydrolase activity and deconjugated bile acid levels in feces in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Adhikari, A.A., Seegar, T.C., Ficarro, S.B., et alDevelopment of a covalent inhibitor of gut bacterial bile salt hydrolases. Nat. Chem. Biol. 16(3), 318-326 (2020).