dapagliflozin

CHEBI:CHEBI_85078

Definition

A C-glycosyl comprising beta-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.

Chemical Information

Molecular Formula: C21H25ClO6
Molecular Mass: 408.87300
Charge: 0
SMILES: CCOc1ccc(Cc2cc(ccc2Cl)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)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

Alternative Names

(1S)-1,5-anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-D-glucitol
(2S,3R,4R,5S,6R)-2-(4-Chloro-3-(4-ethoxybenzyl)phenyl)-6- (hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
BMS 512148
BMS-512148
dapagliflozin

Treatment Applications

maturity-onset diabetes of the young type 1
DOID:0111099

View Disease →
abdominal obesity-metabolic syndrome 1
DOID:14221

View Disease →

Drug Classification

aromatic ether
CHEBI:35618

View Class →
monochlorobenzenes
CHEBI:83403

View Class →
C-glycosyl compound
CHEBI:20857

View Class →
t309967
t310679

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

Always consult with a healthcare professional before starting, stopping, or modifying any medication.
Side effects may vary and this list may not be comprehensive.
Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000: 1488564
oboInOwl#hasDbXref: Wikipedia:Dapagliflozin
core#notation: CHEBI:85078

Additional References

Wikipedia:Dapagliflozin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

oboInOwl#hasOBONamespace: chebi_ontology
DRON_00010000: 1488564
oboInOwl#hasDbXref: Wikipedia:Dapagliflozin
oboInOwl#id: CHEBI:85078
generic_name: Dapagliflozin Propane Diol
product_ndc: 59285-012
brand_name: QTERN
brand_name_base: QTERN
oboInOwl#inSubset: http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087: http://purl.obolibrary.org/obo/CHEBI_73273
product_type: BULK INGREDIENT
marketing_category: BULK INGREDIENT
dosage_form: LIQUID
marketing_start_date: 20180814
labeler_name: PRASCO, LLC
application_number: NDA209091
listing_expiration_date: 20241231
route: ORAL
spl_id: edbd84ee-d00d-7170-e053-2a95a90a606f
package_ndc: 59285-012-01
package_description: 50 kg in 1 DRUM (59285-012-01)
has_treatment: http://purl.obolibrary.org/obo/DOID_783
rdf-schema#range: https://w3id.org/def/predibionto#has_drug_108851
rdf-schema#domain: https://w3id.org/def/predibionto#has_side_effect36812
owl#annotatedSource: t311000
owl#someValuesFrom: t3580013
core#notation: CHEBI:85078
rxcui: 1488574
active_ingredient_strength: 50 kg/50kg
active_ingredient_name: SAXAGLIPTIN HYDROCHLORIDE
unii: Z8J84YIX6L
pharm_class: Dipeptidyl Peptidase 4 Inhibitors [MoA]
nui: N0000187058
pharm_class_epc: Sodium-Glucose Cotransporter 2 Inhibitor [EPC]
pharm_class_moa: Sodium-Glucose Transporter 2 Inhibitors [MoA]
brand_name_suffix: XR
spl_set_id: eaf135b6-e378-4f62-a1e7-db45e23668c7
upc: 0355154693289
22-rdf-syntax-ns#type: http://www.w3.org/2002/07/owl#Class
manufacturer_name: PRASCO, LLC
package_marketing_start_date: 30-SEP-21