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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H27ClO7
Molecular Weight 450.909
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EMPAGLIFLOZIN

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=CC(CC3=CC=C(O[C@H]4CCOC4)C=C3)=C(Cl)C=C2

InChI

InChIKey=OBWASQILIWPZMG-QZMOQZSNSA-N
InChI=1S/C23H27ClO7/c24-18-6-3-14(23-22(28)21(27)20(26)19(11-25)31-23)10-15(18)9-13-1-4-16(5-2-13)30-17-7-8-29-12-17/h1-6,10,17,19-23,25-28H,7-9,11-12H2/t17-,19+,20+,21-,22+,23-/m0/s1

HIDE SMILES / InChI

Molecular Formula C23H27ClO7
Molecular Weight 450.909
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Empagliflozin is a selective sodium glucose cotransporter-2 (SGLT-2) inhibitor designed for the treatment of type 2 diabetes mellitus. By inhibiting SGLT2, empagliflozin reduces renal reabsorption of filtered glucose and lowers the renal threshold for glucose, and thereby increases urinary glucose excretion. Empagliflozin interacts with diuretics, blood presure medicine and insulin. Jardiance reduces the risk of cardiovascular death in diabetes patients at high cardiovascular risk.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
3.1 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Secondary
JARDIANCE

Cmax

ValueDoseCo-administeredAnalytePopulation
259 nM
10 mg 1 times / day steady-state, oral
EMPAGLIFLOZIN plasma
Homo sapiens
687 nM
25 mg 1 times / day steady-state, oral
EMPAGLIFLOZIN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
1870 nM × h
10 mg 1 times / day steady-state, oral
EMPAGLIFLOZIN plasma
Homo sapiens
4740 nM × h
25 mg 1 times / day steady-state, oral
EMPAGLIFLOZIN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
12.4 h
10 mg 1 times / day steady-state, oral
EMPAGLIFLOZIN plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
13.8%
10 mg 1 times / day steady-state, oral
EMPAGLIFLOZIN plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dose of JARDIANCE is 10 mg once daily in the morning, taken with or without food. In patients tolerating JARDIANCE, the dose may be increased to 25 mg In patients with volume depletion, correcting this condition prior to initiation of JARDIANCE is recommended. Assessment of renal function is recommended prior to initiation of JARDIANCE and periodically thereafter. JARDIANCE should not be initiated in patients with an eGFR less than 45 mL/min/1.73 m^2. No dose adjustment is needed in patients with an eGFR greater than or equal to 45 mL/min/1.73 m^2. JARDIANCE should be discontinued if eGFR is persistently less than 45 mL/min/1.73 m^2.
Route of Administration: Oral
In Vitro Use Guide
In in vitro experiments empagliflozin is used at a concentration of 100 nM and 500 nM based on recommendations by Boehringer-Ingelheim as these doses effectively and selectively block SGLT2 without significant inhibition of SGLT1.
Substance Class Chemical
Record UNII
HDC1R2M35U
Record Status Validated (UNII)
Record Version