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Search term: LHSMIYCGGUOJJK-UHFFFAOYAP
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Inherent Properties, Identifiers and References
ChemSpider ID: 342522
Empirical Formula: C17H17NO4
Molecular Weight: 299.3212
Nominal Mass: 299 Da
Average Mass: 299.3212 Da
Monoisotopic Mass: 299.115758 Da
Systematic Name: isopropyl 4-[(3,6-dioxo-1-cyclohexa-1,4-dienyl)methylamino]benzoa​te
SMILES: O=C/1/C=C\C(=O)\C=C\1CNc2ccc(C(=O)OC(C)C)cc2
InChI: InChI=1/C17H17NO4/c1-11(2)22-17(21)12-3-5-14(6-4-12)18-10-13-9-15​(19)7-8-16(13)20/h3-9,11,18H,10H2,1-2H3
InChIKey: LHSMIYCGGUOJJK-UHFFFAOYAP
Std. InChI: InChI=1S/C17H17NO4/c1-11(2)22-17(21)12-3-5-14(6-4-12)18-10-13-9-1​5(19)7-8-16(13)20/h3-9,11,18H,10H2,1-2H3
Std. InChIKey: LHSMIYCGGUOJJK-UHFFFAOYSA-N
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Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

Benzoic a​cid, 4-[[​(3,6-diox​o-1,4-cyc​lohexadie​nyl)methy​l]- amino​]-, isopr​opyl ester

Isopropyl​ 4-(((3,6​-dioxo-1,​4-cyclohe​xadien-1-​yl)methyl​)amino)be​nzoate

Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

ACD/LogP: 3.28 # of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): ACD/LogD (pH 7.4):
ACD/BCF (pH 5.5): ACD/BCF (pH 7.4):
ACD/KOC (pH 5.5): ACD/KOC (pH 7.4):
#H bond acceptors: 5 #H bond donors: 1
#Freely Rotating Bonds: 6 Polar Surface Area: 63.68 Å2
Index of Refraction: 1.598 Molar Refractivity: 82 cm3
Molar Volume: 240.2 cm3 Polarizability: 32.51 10-24cm3
Surface Tension: 52.5 dyne/cm Density: 1.246 g/cm3
Flash Point: 238.4 °C Enthalpy of Vaporization: 73.32 kJ/mol
Boiling Point: 470.6 °C at 760 mmHg Vapour Pressure: 5E-09 mmHg at 25°C
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  2.72

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  431.05  (Adapted Stein & Brown method)
    Melting Pt (deg C):  168.27  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.81E-008  (Modified Grain method)
    Subcooled liquid VP: 1.45E-006 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):  58.42
       log Kow used: 2.72 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  26.836 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Esters
       Quinone/Hydroquinone

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.23E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.243E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.72  (KowWin est)
  Log Kaw used:  -13.299  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.019
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5591
   Biowin2 (Non-Linear Model)     :   0.5062
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4980  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4920  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2942
   Biowin6 (MITI Non-Linear Model):   0.0916
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.9550
 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):  0.000193 Pa (1.45E-006 mm Hg)
  Log Koa (Koawin est  ): 16.019
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0155 
       Octanol/air (Koa) model:  2.56E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.359 
       Mackay model           :  0.554 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  63.9126 E-12 cm3/molecule-sec
      Half-Life =     0.167 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.008 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.312500 E-17 cm3/molecule-sec
      Half-Life =     0.873 Days (at 7E11 mol/cm3)
      Half-Life =     20.955 Hrs
   Fraction sorbed to airborne particulates (phi): 0.457 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  29.9
      Log Koc:  1.476 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  4.656E-004  L/mol-sec
  Kb Half-Life at pH 8:      47.173  years  
  Kb Half-Life at pH 7:     471.728  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.398 (BCF = 24.98)
       log Kow used: 2.72 (estimated)

 Volatilization from Water:
    Henry LC:  1.23E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.235E+011  hours   (3.431E+010 days)
    Half-Life from Model Lake : 8.984E+012  hours   (3.743E+011 days)

 Removal In Wastewater Treatment:
    Total removal:               3.90  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.79  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       1.68e-008       3.37         1000       
   Water     14.3            900          1000       
   Soil      85.6            1.8e+003     1000       
   Sediment  0.179           8.1e+003     0          
     Persistence Time: 1.72e+003 hr