Troglitazone C24H27NO5S structure Flashcard

C24H27NO5S structure
Molecular FormulaC24H27NO5S
Average mass441.540 Da
Density1.3±0.1 g/cm3
Boiling Point657.0±55.0 °C at 760 mmHg
Flash Point351.2±31.5 °C
Molar Refractivity120.5±0.3 cm3
Polarizability47.8±0.5 10-24cm3
Surface Tension51.0±3.0 dyne/cm
Molar Volume348.5±3.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      184 °C LKT Labs
      [T7056]
      185 °C Jean-Claude Bradley Open Melting Point Dataset 16325
    • Experimental Solubility:

      DMSO 3 mg/mL; Water 50 mg/mL MedChem Express HY-50935
      Soluble in DMSO 15mg/mL, and dimethyl formide. Slightly soluble in 100% ethanol (warm). LKT Labs
      [T7056]
      Soluble to 100 mM in DMSO and to 10 mM in ethanol Tocris Bioscience 3114
  • Miscellaneous
    • Safety:

      22 24/25 LKT Labs
      [T7056]
      H302 H311 H301 LKT Labs
      [T7056]
      Xn, T LKT Labs
      [T7056]
    • Compound Source:

      synthetic; CS-045, CI-991, GR-92132X Microsource
      [01505673]
    • Bio Activity:

      Cell Cycle/DNA Damage MedChem Express HY-50935
      Cell Cycle/DNA Damage; NF-KB; MedChem Express HY-50935
      Nuclear Receptors Tocris Bioscience 3114
      PPAR MedChem Express HY-50935
      PPAR Receptors Tocris Bioscience 3114
      PPARgamma Receptors Tocris Bioscience 3114
      Selective PPAR? agonist; antidiabetic agent Tocris Bioscience 3114
      Selective PPAR? receptor agonist (EC50 values are 780 and 555 nM at murine and human PPAR? receptors respectively). Displays no activity at PPAR? or PPAR? receptors. Antidiabetic agent; exerts potent
      glucose-lowering effects in insulin-resistant diabetic mice. Displays anti-invasive effect on human breast cancer cells; reduces migration, adhesion and spreading on fibronectin-coated plates. Also in
      hibits cell growth of hematopoietic cell lines. Inhibits lamellipodia formation and actin polymerization. Tocris Bioscience 3114
      Selective PPAR? receptor agonist (EC50 values are 780 and 555 nM at murine and human PPAR? receptors respectively). Displays no activity at PPAR? or PPAR? receptors. Antidiabetic agent; exerts potent glucose-lowering effects in insulin-resistant diabetic mice. Displays anti-invasive effect on human breast cancer cells; reduces migration, adhesion and spreading on fibronectin-coated plates. Also inhibits cell growth of hematopoietic cell lines. Inhibits lamellipodia formation and actin polymerization. Tocris Bioscience 3114
      Troglitazone(CS-045), PPAR? agonist, is an anti-diabetic thiazolidinedione (TZD) with anti-inflammatory and anti-tumor activity.; IC50 Value: 5.71 uM and 8.38 uM (in 786-O and A498 cells) [1]; Target: PPAR?; in vitro: PPARgamma ligands inhibited RCC cell growth in a dose-dependent manner with IC50 values of 7.08 micromol/L and 11.32 micromol/L for pioglitazone, and 5.71 micromol/L and 8.38 micromol/L for troglitazone in 786-O and A498 cells, respectively [1]. MedChem Express HY-50935

Predicted data is generated using the ACD/Labs Percepta Platform – PhysChem Module

Density: 1.3±0.1 g/cm3
Boiling Point: 657.0±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.1 mmHg at 25°C
Enthalpy of Vaporization: 100.2±3.0 kJ/mol
Flash Point: 351.2±31.5 °C
Index of Refraction: 1.608
Molar Refractivity: 120.5±0.3 cm3
#H bond acceptors: 6
#H bond donors: 2
#Freely Rotating Bonds: 5
#Rule of 5 Violations: 0
ACD/LogP: 4.99
ACD/LogD (pH 5.5): 4.24
ACD/BCF (pH 5.5): 960.50
ACD/KOC (pH 5.5): 4572.52
ACD/LogD (pH 7.4): 3.26
ACD/BCF (pH 7.4): 98.79
ACD/KOC (pH 7.4): 470.31
Polar Surface Area: 110 Å2
Polarizability: 47.8±0.5 10-24cm3
Surface Tension: 51.0±3.0 dyne/cm
Molar Volume: 348.5±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) = 6.11

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 713.95 (Adapted Stein & Brown method)
 Melting Pt (deg C): 312.54 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 1.81E-018 (Modified Grain method)
 Subcooled liquid VP: 3.07E-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): 0.03863
 log Kow used: 6.11 (estimated)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 0.054832 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
 Class(es) found:
 Imides
 Phenols
 Thiazolidinones

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 5.77E-015 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 2.722E-017 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 6.11 (KowWin est)
 Log Kaw used: -12.627 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 18.737
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 1.0064
 Biowin2 (Non-Linear Model) : 0.9646
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 1.5772 (recalcitrant)
 Biowin4 (Primary Survey Model) : 2.9085 (weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.0487
 Biowin6 (MITI Non-Linear Model): 0.0068
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -0.9361
 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): 4.09E-013 Pa (3.07E-015 mm Hg)
 Log Koa (Koawin est ): 18.737
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 7.33E+006 
 Octanol/air (Koa) model: 1.34E+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 = 246.3732 E-12 cm3/molecule-sec
 Half-Life = 0.043 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 0.521 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Reaction With Nitrate Radicals May Be Important!
 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 : 1.99E+005
 Log Koc: 5.299 

 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 = 4.006 (BCF = 1.014e+004)
 log Kow used: 6.11 (estimated)

 Volatilization from Water:
 Henry LC: 5.77E-015 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 2.132E+011 hours (8.884E+009 days)
 Half-Life from Model Lake : 2.326E+012 hours (9.692E+010 days)

 Removal In Wastewater Treatment:
 Total removal: 92.57 percent
 Total biodegradation: 0.77 percent
 Total sludge adsorption: 91.80 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 0.00509 1.04 1000 
 Water 1.42 4.32e+003 1000 
 Soil 46.5 8.64e+003 1000 
 Sediment 52.1 3.89e+004 0 
 Persistence Time: 9.28e+003 hr




 

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