Gut restricted-7

• CAT Number: I045981
• CAS Number: 2553218-46-3
• Molecular Formula: C25H40FNaO6S
• Molecular Weight: 510.63
• Purity: ≥95%
• Synonyms: sodium;[(3R,5R,7R,8R,9S,10S,13R,14S,17R)-17-[(2R)-6-fluoro-5-oxohexan-2-yl]-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
• InChI: InChI=1S/C25H41FO6S.Na/c1-15(4-5-17(27)14-26)19-6-7-20-23-21(9-11-25(19,20)3)24(2)10-8-18(32-33(29,30)31)12-16(24)13-22(23)28;/h15-16,18-23,28H,4-14H2,1-3H3,(H,29,30,31);/q;+1/p-1/t15-,16+,18-,19-,20+,21+,22-,23+,24+,25-;/m1./s1
• InChIKey: GVCGSXGVFOXFAT-CTSSCMOWSA-M
• SMILES: CC(CCC(=O)CF)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)OS(=O)(=O)[O-])C)O)C.[Na+]

Gut restricted-7 (GR-7) is a potent, covalent and orally active pan-bile salt hydrolase (BSH) inhibitor. Gut restricted-7 has a tissue-selective and is restricted to the gut. Gut restricted-7 decreases gut bacterial BSHs and decreases deconjugated bile acid levels in feces of mice[1].
BSH Inhibitor Gut restricted-7 (GR-7) (60 μM) does not affect epithelial barrier integrity of Caco-2 cells, suggesting that this compound is relatively nontoxic. Gut restricted-7 also does not affect microbial biomass[1].
The C57BL/6 mice fed with either powdered chow containing 0.09% Gut restricted-7 (GR-7) (w/w) for 1 d day or powdered chow alone. Gut restricted-7 significant inhibits the BSH activity in the feces of inhibitortreated mice 8 h postdiet change. 20picomol/mg wet mass (~20 μM) of Gut restricted-7 in cecal contents is detected[1].

Reference

[1]. Adhikari AA, et al. Development of a covalent inhibitor of gut bacterial bile salt hydrolases. Nat Chem Biol. 2020 Mar;16(3):318-326.
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