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CHEBI:229226 - sotagliflozin

Default Structure
ChEBI IDCHEBI:229226
ChEBI Namesotagliflozin
Stars
DefinitionAn S-glycosyl compound that is 1-thio-β-L-xylopyranose in which the anomeric hydroxy group is replaced by a 4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl group and the thiol is replaced by a methylsulfanediyl group. It is an inhibitor of SGLT1 and SGLT2 that is approved to reduce the risk of cardiovascular death, hospitalization for heart failure, and urgent heart failure visit in adults with heart failure or type 2 diabetes mellitus, chronic kidney disease, and other cardiovascular risk.
Last Modified16 April 2024
SubmitterAdnan
DownloadsMolfile
FormulaC21H25ClO5S
Net Charge0
Average Mass424.946
Monoisotopic Mass424.11112
SMILESCCOc1ccc(Cc2cc([C@@H]3O[C@H](SC)[C@@H](O)[C@H](O)[C@H]3O)ccc2Cl)cc1
InChIInChI=1S/C21H25ClO5S/c1-3-26-15-7-4-12(5-8-15)10-14-11-13(6-9-16(14)22)20-18(24)17(23)19(25)21(27-20)28-2/h4-9,11,17-21,23-25H,3,10H2,1-2H3/t17-,18-,19+,20+,21-/m1/s1
InChIKeyQKDRXGFQVGOQKS-CRSSMBPESA-N
Wikipedia
Roles Classification
Biological Roles:
sodium-glucose transport protein subtype 2 inhibitor  Any inhibitor that interferes with the action of sodium-glucose transport protein subtype 2.
sodium-glucose transport protein subtype 1 inhibitor  Any inhibitor that interferes with the action of sodium-glucose transport protein subtype 1.
Applications:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
hypoglycemic agent  A drug which lowers the blood glucose level.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
ChEBI Ontology
Outgoing Relation(s)
sotagliflozin (CHEBI:229226) has role antihypertensive agent (CHEBI:35674)
sotagliflozin (CHEBI:229226) has role cardioprotective agent (CHEBI:77307)
sotagliflozin (CHEBI:229226) has role cardiovascular drug (CHEBI:35554)
sotagliflozin (CHEBI:229226) has role hypoglycemic agent (CHEBI:35526)
sotagliflozin (CHEBI:229226) has role renoprotective agent (CHEBI:231911)
sotagliflozin (CHEBI:229226) has role sodium-glucose transport protein subtype 1 inhibitor (CHEBI:229227)
sotagliflozin (CHEBI:229226) has role sodium-glucose transport protein subtype 2 inhibitor (CHEBI:73273)
sotagliflozin (CHEBI:229226) is a C-glycosyl compound (CHEBI:20857)
sotagliflozin (CHEBI:229226) is a S-glycosyl compound (CHEBI:35275)
sotagliflozin (CHEBI:229226) is a aromatic ether (CHEBI:35618)
sotagliflozin (CHEBI:229226) is a monochlorobenzenes (CHEBI:83403)
IUPAC Name 
methyl (5S)-5-[4-chloro-3-(4-ethoxybenzyl)phenyl]-1-thio-β-L-xylopyranoside
INNs  Source
sotagliflozinWHO MedNet
sotagliflozinaWHO MedNet
sotagliflozineWHO MedNet
sotagliflozinumWHO MedNet
Synonyms  Source
(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2H-pyran-3,4,5-triolIUPAC
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)- 6-(methylthio)tetrahydro-2H-pyran-3,4,5-triolChEBI
(2S,3R,4R,5S,6R)-2-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-6-(methylsulfanyl)oxane-3,4,5-triolIUPAC
LP-802034DrugBank
LX 4211ChEBI
LX-4211ChEBI
Brand Names  Source
InpefaDrugBank
ZynquistaChEBI
Manual XrefsDatabases
D10669KEGG DRUG
DB12713DrugBank
HMDB0258396HMDB
LFLPDBeChem
SotagliflozinWikipedia
Registry NumbersSources
CAS:1018899-04-1KEGG DRUG
Citations