dapagliflozin (CHEBI:85078)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:85078 - dapagliflozin

ChEBI ID	CHEBI:85078
ChEBI Name	dapagliflozin
Stars
Definition	A C-glycosyl comprising β-D-glucose in which the anomeric hydroxy group is replaced by a 4-chloro-3-(4-ethoxybenzyl)phenyl group. Used (in the form of its propanediol monohydrate) to improve glycemic control, along with diet and exercise, in adults with type 2 diabetes.
Last Modified	17 January 2024
Submitter	Steve
Downloads	Molfile

Formula	C21H25ClO6
Net Charge	0
Average Mass	408.878
Monoisotopic Mass	408.13397
SMILES	CCOc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc2Cl)cc1
InChI	InChI=1S/C21H25ClO6/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21/h3-8,10,17-21,23-26H,2,9,11H2,1H3/t17-,18-,19+,20-,21+/m1/s1
InChIKey	JVHXJTBJCFBINQ-ADAARDCZSA-N

Wikipedia

Roles Classification

Biological Roles:

anti-obesity agent Any substance which is used to reduce or control weight.

insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).

antiviral agent A substance that destroys or inhibits replication of viruses.

sodium-glucose transport protein subtype 2 inhibitor Any inhibitor that interferes with the action of sodium-glucose transport protein subtype 2.

Applications:

antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.

cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.

antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

anti-arrhythmia drug A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.

insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma).

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.

hepatoprotective agent Any compound that is able to prevent damage to the liver.

geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.

anti-inflammatory agent Any compound that has anti-inflammatory effects.

renoprotective agent Any compound that is able to prevent damage to the kidneys.

ChEBI Ontology

Outgoing Relation(s)
	dapagliflozin (CHEBI:85078) has role anti-arrhythmia drug (CHEBI:38070)
	dapagliflozin (CHEBI:85078) has role anti-inflammatory agent (CHEBI:67079)
	dapagliflozin (CHEBI:85078) has role anti-obesity agent (CHEBI:74518)
	dapagliflozin (CHEBI:85078) has role antidepressant (CHEBI:35469)
	dapagliflozin (CHEBI:85078) has role antihypertensive agent (CHEBI:35674)
	dapagliflozin (CHEBI:85078) has role antineoplastic agent (CHEBI:35610)
	dapagliflozin (CHEBI:85078) has role antiviral agent (CHEBI:22587)
	dapagliflozin (CHEBI:85078) has role cardiovascular drug (CHEBI:35554)
	dapagliflozin (CHEBI:85078) has role geroprotector (CHEBI:176497)
	dapagliflozin (CHEBI:85078) has role hepatoprotective agent (CHEBI:62868)
	dapagliflozin (CHEBI:85078) has role hypoglycemic agent (CHEBI:35526)
	dapagliflozin (CHEBI:85078) has role insulin-sensitizing drug (CHEBI:50864)
	dapagliflozin (CHEBI:85078) has role renoprotective agent (CHEBI:231911)
	dapagliflozin (CHEBI:85078) has role sodium-glucose transport protein subtype 2 inhibitor (CHEBI:73273)
	dapagliflozin (CHEBI:85078) is a C-glycosyl compound (CHEBI:20857)
	dapagliflozin (CHEBI:85078) is a aromatic ether (CHEBI:35618)
	dapagliflozin (CHEBI:85078) is a diarylmethane (CHEBI:51614)
	dapagliflozin (CHEBI:85078) is a monochlorobenzenes (CHEBI:83403)
	dapagliflozin (CHEBI:85078) is a organic molecular entity (CHEBI:50860)
Incoming Relation(s)
Incoming Relation(s)	dapagliflozin propanediol monohydrate (CHEBI:85079) has part dapagliflozin (CHEBI:85078)

IUPAC Name
(1S)-1,5-anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-D-glucitol

INNs	Source
dapagliflozin	KEGG DRUG
dapagliflozina	WHO MedNet
dapagliflozine	WHO MedNet

Synonyms	Source
(2S,3R,4R,5S,6R)-2-(4-Chloro-3-(4-ethoxybenzyl)phenyl)-6- (hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol	ChemIDplus
LYN-045	ChEMBL

Brand Names	Source
BMS 512148	ChemIDplus
BMS-512148	ChemIDplus
Dapagliflozin component of br1019	ChEMBL
Dapagliflozin component of qtern	ChEMBL
Dapagliflozin component of qternmet	ChEMBL
Dapagliflozin component of qternmet dapaglifozin	ChEMBL

Manual Xrefs	Databases
4304	DrugCentral
D08897	KEGG DRUG
Dapagliflozin	Wikipedia
DB06292	DrugBank

Registry Numbers	Sources
Reaxys:11966426	Reaxys
CAS:461432-26-8	KEGG DRUG
CAS:461432-26-8	ChemIDplus

Citations