sotagliflozin (CHEBI:229226)

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CHEBI:229226 - sotagliflozin

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ChEBI ID	CHEBI:229226
ChEBI Name	sotagliflozin
Stars
Definition	An 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 Modified	16 April 2024
Submitter	Adnan
Downloads	Molfile

Formula	C21H25ClO5S
Net Charge	0
Average Mass	424.946
Monoisotopic Mass	424.11112
SMILES	CCOc1ccc(Cc2cc([C@@H]3O[C@H](SC)[C@@H](O)[C@H](O)[C@H]3O)ccc2Cl)cc1
InChI	InChI=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
InChIKey	QKDRXGFQVGOQKS-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:	hypoglycemic agent A drug which lowers the blood glucose level. cardioprotective agent Any protective agent that is able to prevent damage to the heart. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.

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 hypoglycemic agent (CHEBI:35526)
	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
sotagliflozin	WHO MedNet
sotagliflozina	WHO MedNet
sotagliflozine	WHO MedNet
sotagliflozinum	WHO MedNet

Synonyms	Source
(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2H-pyran-3,4,5-triol	IUPAC
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)- 6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol	ChEBI
(2S,3R,4R,5S,6R)-2-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-6-(methylsulfanyl)oxane-3,4,5-triol	IUPAC
LP-802034	DrugBank
LX 4211	ChEBI
LX-4211	ChEBI

Brand Names	Source
Inpefa	DrugBank
Zynquista	ChEBI

Manual Xrefs	Databases
D10669	KEGG DRUG
DB12713	DrugBank
HMDB0258396	HMDB
LFL	PDBeChem
Sotagliflozin	Wikipedia

Registry Numbers	Sources
CAS:1018899-04-1	KEGG DRUG

Citations