ChemSpider 2D Image | Empagliflozin | C23H27ClO7

Empagliflozin

  • Molecular FormulaC23H27ClO7
  • Average mass450.909 Da
  • Monoisotopic mass450.144531 Da
  • ChemSpider ID10123957

  • defined stereocentres - 6 of 6 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(1S)-1,5-Anhydro-1-(4-chlor-3-{4-[(3S)-tetrahydro-3-furanyloxy]benzyl}phenyl)-D-glucitol [German] [ACD/IUPAC Name]
(1S)-1,5-Anhydro-1-(4-chloro-3-{4-[(3S)-tetrahydro-3-furanyloxy]benzyl}phenyl)-D-glucitol [ACD/IUPAC Name]
(1S)-1,5-Anhydro-1-(4-chloro-3-{4-[(3S)-tétrahydro-3-furanyloxy]benzyl}phényl)-D-glucitol [French] [ACD/IUPAC Name]
864070-44-0 [RN]
BI10773
D-Glucitol, 1,5-anhydro-1-C-[4-chloro-3-[[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methyl]phenyl]-, (1S)- [ACD/Index Name]
Empagliflozin [INN] [USAN] [Wiki]
empagliflozina [Spanish] [INN]
empagliflozine [French] [INN]
empagliflozinum [Latin] [INN]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

9398 [DBID]
BI 10773 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Safety:

      A10BX12 Wikidata Q5373824

    • Chemical Class:

      A <element>C</element>-glycosyl compound consisting of a <stereo>beta</stereo>-glucosyl residue having a (4-chloro-3-{4-[(3<stereo>S</stereo>)-tetrahydrofuran-3-yloxy]benzyl}phenyl group at the anomer ic centre. A sodium-glucose co-transporter 2 inhibitor used as an adjunct to diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. ChEBI CHEBI:82720
      A C-glycosyl compound consisting of a beta-glucosyl residue having a (4-chloro-3-{4-[(3S)-tetrahydrofuran-3-yloxy]benzyl}phenyl group at the anomer; ic centre. A sodium-glucose co-transporter 2 inhibi tor used as an adjunct to diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:82720
      A C-glycosyl compound consisting of a beta-glucosyl residue having a (4-chloro-3-{4-[(3S)-tetrahydrofuran-3-yloxy]benzyl}phenyl group at the anomeric centre. A sodium-glucose co-transporter 2 inhibito r used as an adjunct to diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. ChEBI CHEBI:82720

    • Bio Activity:

      Antidiabetic agent. Potent and selective sodium glucose co-transporter 2 (SGLT-2) inhibitor. >300-fold selectivity over SGLT-1, 4, 5 and 6. SGLT-2 is found almost exclusively in the proximal tubules of nephronic components in kidneys. Inhibition of SGLT-2 reduces blood glucose by blocking renal glucose reabsorption and thereby increasing urinary glucose excretion (UGE). Shown to preserves beta cell mass and restore glucose homeostasis. Hello Bio HB4638
      Empagliflozin (BI-10773) is a potent and selective SGLT-2 inhibitor with IC50 of 3.1 nM, exhibits MedChem Express http://www.medchemexpress.com/chroman-1.html
      Empagliflozin (BI-10773) is a potent and selective SGLT-2 inhibitor with IC50 of 3.1 nM, exhibits >300-fold selectivity over SGLT-1, 4, 5 and 6.; IC50 value: 3.1 nM [1]; Target: SGLT-2; ; Empagliflozin is an inhibitor of the sodium glucose co-transporter-2 (SGLT-2), which is found almost exclusively in the proximal tubules of nephronic components in the kidneys. MedChem Express HY-15409
      Empagliflozin (BI-10773) is a potent and selective SGLT-2 inhibitor with IC50 of 3.1 nM, exhibits >300-fold selectivity over SGLT-1, 4, 5 and 6.;IC50 value: 3.1 nM [1];Target: SGLT-2Empagliflozin is an inhibitor of the sodium glucose co-transporter-2 (SGLT-2), which is found almost exclusively in the proximal tubules of nephronic components in the kidneys. SGLT-2 accounts for about 90 percent of glucose reabsorption into the blood. Blocking SGLT-2 causes blood glucose to be eliminated through the urine via the urethra. The Empagliflozin phase III clinical trial program will include about 14,500 patients. The program consists of twelve ongoing international phase III clinical trials, including a large cardiovascular outcomes trial. MedChem Express HY-15409
      Membrane Tranporter/Ion Channel MedChem Express HY-15409
      Membrane Tranporter/Ion Channel; MedChem Express HY-15409
      SGLT MedChem Express HY-15409

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.4±0.1 g/cm3
Boiling Point: 664.5±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.1 mmHg at 25°C
Enthalpy of Vaporization: 102.7±3.0 kJ/mol
Flash Point: 355.7±31.5 °C
Index of Refraction: 1.628
Molar Refractivity: 114.4±0.3 cm3
#H bond acceptors: 7
#H bond donors: 4
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 3.38
ACD/LogD (pH 5.5): 2.46
ACD/BCF (pH 5.5): 43.96
ACD/KOC (pH 5.5): 522.06
ACD/LogD (pH 7.4): 2.46
ACD/BCF (pH 7.4): 43.96
ACD/KOC (pH 7.4): 522.06
Polar Surface Area: 109 Å2
Polarizability: 45.4±0.5 10-24cm3
Surface Tension: 59.4±3.0 dyne/cm
Molar Volume: 322.4±3.0 cm3

Predicted data is generated using the US Environmental Protection Agency�s EPISuite™ 

                        
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.24

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  616.88  (Adapted Stein & Brown method)
    Melting Pt (deg C):  267.20  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.08E-018  (Modified Grain method)
    Subcooled liquid VP: 2.31E-015 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  17.81
       log Kow used: 2.24 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  19017 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.62E-019  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.692E-019 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.24  (KowWin est)
  Log Kaw used:  -16.507  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.747
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4772
   Biowin2 (Non-Linear Model)     :   0.0069
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4857  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5387  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3824
   Biowin6 (MITI Non-Linear Model):   0.0161
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2651
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  3.08E-013 Pa (2.31E-015 mm Hg)
  Log Koa (Koawin est  ): 18.747
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  9.74E+006 
       Octanol/air (Koa) model:  1.37E+006 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 121.3487 E-12 cm3/molecule-sec
      Half-Life =     0.088 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.058 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 1 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  232.2
      Log Koc:  2.366 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.378 (BCF = 2.389)
       log Kow used: 2.24 (estimated)

 Volatilization from Water:
    Henry LC:  7.62E-019 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.632E+015  hours   (6.798E+013 days)
    Half-Life from Model Lake :  1.78E+016  hours   (7.416E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               2.54  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.44  percent
    Total to Air:                0.00  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.00459         2.12         1000       
   Water     19.4            900          1000       
   Soil      80.5            1.8e+003     1000       
   Sediment  0.103           8.1e+003     0          
     Persistence Time: 1.49e+003 hr

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