ChemSpider 2D Image | Troglitazone | C24H27NO5S

Troglitazone

  • Molecular FormulaC24H27NO5S
  • Average mass441.540 Da
  • Monoisotopic mass441.160980 Da
  • ChemSpider ID5389

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

2,4-Thiazolidinedione, 5-[[4-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]- [ACD/Index Name]
5-[(4-{[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methyl]oxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione
5-{4-[(6-Hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methoxy]benzyl}-1,3-thiazolidin-2,4-dion [German] [ACD/IUPAC Name]
5-{4-[(6-Hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione [ACD/IUPAC Name]
5-{4-[(6-Hydroxy-2,5,7,8-tétraméthyl-3,4-dihydro-2H-chromén-2-yl)méthoxy]benzyl}-1,3-thiazolidine-2,4-dione [French] [ACD/IUPAC Name]
troglitazona [Spanish] [INN]
troglitazonum [Latin] [INN]
(±)-5-[[4-[(3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-2,4-thiazolidinedione
(±)-5-[4-[(6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl]-2,4-thiazolidinedione
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BRN 4338399 [DBID]
CCRIS 8969 [DBID]
CHEBI:9753 [DBID]
CI 991 [DBID]
CI-991 [DBID]
CS 045 [DBID]
CS-045 [DBID]
D00395 [DBID]
T2573_SIGMA [DBID]
UPCMLD-DP017:001 [DBID]
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

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

      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]

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): 4572.51
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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