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Details

Stereochemistry ABSOLUTE
Molecular Formula C38H50N3O12S2.C2H6O.K.H2O
Molecular Weight 908.129
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VOLIXIBAT POTASSIUM MONOETHANOLATE MONOHYDRATE

SMILES

O.[K+].CCO.CCCC[C@]1(CC)CS(=O)(=O)C2=CC=C(C=C2[C@H]([C@H]1O)C3=CC(NC(=O)N[C@@H]4O[C@H](COS([O-])(=O)=O)[C@@H](O)[C@H](OCC5=CC=CC=C5)[C@H]4O)=CC=C3)N(C)C

InChI

InChIKey=RZVOGBCISVYZAK-CMTWHQOSSA-M
InChI=1S/C38H51N3O12S2.C2H6O.K.H2O/c1-5-7-18-38(6-2)23-54(46,47)30-17-16-27(41(3)4)20-28(30)31(35(38)44)25-14-11-15-26(19-25)39-37(45)40-36-33(43)34(51-21-24-12-9-8-10-13-24)32(42)29(53-36)22-52-55(48,49)50;1-2-3;;/h8-17,19-20,29,31-36,42-44H,5-7,18,21-23H2,1-4H3,(H2,39,40,45)(H,48,49,50);3H,2H2,1H3;;1H2/q;;+1;/p-1/t29-,31-,32-,33-,34+,35-,36-,38-;;;/m1.../s1

HIDE SMILES / InChI
Volixibat (SHP626; formerly LUM002) is a potent inhibitor of the apical sodium-dependent bile acid transporter (ASBT) that was developed for the treatment of nonalcoholic steatohepatitis. Volixibat participated in phase II clinical trial to investigate its safety, effectiveness in adults with nonalcoholic steatohepatitis. However, this study was discontinued, without any further explanation for the possible causes. In addition, volixibat was studied in a clinical trial in healthy adults and in patients with type 2 diabetes mellitus, where was shown that the drug was generally well tolerated.

Approval Year

PubMed

PubMed

TitleDatePubMed
A randomised, double-blind, placebo-controlled phase 1 study of the safety, tolerability and pharmacodynamics of volixibat in overweight and obese but otherwise healthy adults: implications for treatment of non-alcoholic steatohepatitis.
2018-03-16
Absorption, Distribution, Metabolism, and Excretion of [14C]-Volixibat in Healthy Men: Phase 1 Open-Label Study.
2018-02
Safety, tolerability and pharmacodynamics of apical sodium-dependent bile acid transporter inhibition with volixibat in healthy adults and patients with type 2 diabetes mellitus: a randomised placebo-controlled trial.
2018-01-05
Patents

Sample Use Guides

5 mg, 10 mg, and 20 mg of SHP626 (Volixibat) capsule by orally once daily in a double-blinded fashion
Route of Administration: Oral
Name Type Language
VOLIXIBAT POTASSIUM MONOETHANOLATE MONOHYDRATE
Common Name English
UREA, N-(3-((3S,4R,5R)-3-BUTYL-7-(DIMETHYLAMINO)-3-ETHYL-2,3,4,5-TETRAHYDRO-4-HYDROXY-1,1-DIOXIDO-1-BENZOTHIEPIN-5-YL)PHENYL)-N'-(3-O-(PHENYLMETHYL)-6-O-SULFO-.BETA.-D-GLUCOPYRANOSYL)-, POTASSIUM SALT, COMPD. WITH ETHANOL, HYDRATE (1:1:1:1)
Preferred Name English
Code System Code Type Description
FDA UNII
17D5LDM09J
Created by admin on Mon Mar 31 22:50:23 GMT 2025 , Edited by admin on Mon Mar 31 22:50:23 GMT 2025
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SMS_ID
300000001422
Created by admin on Mon Mar 31 22:50:23 GMT 2025 , Edited by admin on Mon Mar 31 22:50:23 GMT 2025
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CAS
1351444-01-3
Created by admin on Mon Mar 31 22:50:23 GMT 2025 , Edited by admin on Mon Mar 31 22:50:23 GMT 2025
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PUBCHEM
54756402
Created by admin on Mon Mar 31 22:50:23 GMT 2025 , Edited by admin on Mon Mar 31 22:50:23 GMT 2025
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