S-EMCA

Ligand id: 7048

Name: S-EMCA

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 97.99
Molecular weight 450.33
XLogP 5.25
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
(2S,4R)-4-[(3R,5S,6R,7R,8R,9S,10S,12S,13R,14S,17R)-6-ethyl-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid
Synonyms
6α-ethyl-23(S)-methyl-cholic acid | INT-777 | INT777
Comments
S-EMCA (INT-777) is a potent and selective agonist of the G-protein-coupled bile acid receptor TGR5 (gene symbol GPBAR1) which is formally known as the GPBA receptor [3]. The GPBA receptor was historically identified as a metabolic regulator with roles in energy homeostasis, bile acid homeostasis, and glucose metabolism. More recently additional functions for the GPBA receptor such as regulation of the inflammatory response, cancer and liver regeneration have been described [1].
Database Links
CAS Registry No. 1199796-29-6 (source: Scifinder)
ChEMBL Ligand CHEMBL567640
GtoPdb PubChem SID 178103627
PubChem CID 45483949
Search Google for chemical match using the InChIKey NPBCMXATLRCCLF-IRRLEISYSA-N
Search Google for chemicals with the same backbone NPBCMXATLRCCLF
Search UniChem for chemical match using the InChIKey NPBCMXATLRCCLF-IRRLEISYSA-N
Search UniChem for chemicals with the same backbone NPBCMXATLRCCLF