ChemSpider 2D Image | (2R,3S)-2-(3,4-Dihydroxybenzyl)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]oxy}succinic acid | C20H18O10

(2R,3S)-2-(3,4-Dihydroxybenzyl)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]oxy}succinic acid

  • Molecular FormulaC20H18O10
  • Average mass418.351 Da
  • Monoisotopic mass418.089996 Da
  • ChemSpider ID4952796
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 2 of 2 defined stereocentres


More details:






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

(2R,3S)-2-(3,4-Dihydroxybenzyl)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]oxy}bernsteinsäure [German] [ACD/IUPAC Name]
(2R,3S)-2-(3,4-Dihydroxybenzyl)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]oxy}succinic acid [ACD/IUPAC Name]
Acide (2R,3S)-2-(3,4-dihydroxybenzyl)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphényl)-2-propenoyl]oxy}succinique [French] [ACD/IUPAC Name]
Butanedioic acid, 2-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-3-[[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-, (2R,3S)- [ACD/Index Name]
205114-67-6 [RN]
Butanedioic acid, 2-((3,4-dihydroxyphenyl)methyl)-2-hydroxy-3-(((2E)-3-(4-hydroxyphenyl)-1-2-propenyl)oxy)-, (2R,3S)-
Butanedioic acid, 2-((3,4-dihydroxyphenyl)methyl)-2-hydroxy-3-((3-(4-hydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (S-(R*,S*-(E)))-
Cimicifugic acid C

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

Density: 1.6±0.1 g/cm3
Boiling Point: 727.7±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.5 mmHg at 25°C
Enthalpy of Vaporization: 111.5±3.0 kJ/mol
Flash Point: 258.8±26.4 °C
Index of Refraction: 1.713
Molar Refractivity: 101.8±0.3 cm3
#H bond acceptors: 10
#H bond donors: 6
#Freely Rotating Bonds: 9
#Rule of 5 Violations: 2
ACD/LogP: 2.61
ACD/LogD (pH 5.5): -2.94
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -2.98
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 182 Å2
Polarizability: 40.4±0.5 10-24cm3
Surface Tension: 91.9±3.0 dyne/cm
Molar Volume: 259.6±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) =  1.64

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  655.10  (Adapted Stein & Brown method)
    Melting Pt (deg C):  285.05  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.44E-018  (Modified Grain method)
    Subcooled liquid VP: 2.61E-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):  2857
       log Kow used: 1.64 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  97762 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Acrylates-acid
       Phenols-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.05E-029  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.628E-022 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.64  (KowWin est)
  Log Kaw used:  -26.781  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  28.421
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0861
   Biowin2 (Non-Linear Model)     :   0.9822
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0262  (weeks       )
   Biowin4 (Primary Survey Model) :   4.1413  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3974
   Biowin6 (MITI Non-Linear Model):   0.0912
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.1867
 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):  3.48E-013 Pa (2.61E-015 mm Hg)
  Log Koa (Koawin est  ): 28.421
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  8.62E+006 
       Octanol/air (Koa) model:  6.47E+015 
   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 = 122.0796 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 124.7396 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.051 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.029 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.050000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     2.100000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.091 Days (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    13.097 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   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    :  3166
      Log Koc:  3.501 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  2.630E-004  L/mol-sec
  Kb Half-Life at pH 8:      83.501  years  
  Kb Half-Life at pH 7:     835.011  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 1.64 (estimated)

 Volatilization from Water:
    Henry LC:  4.05E-029 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.957E+025  hours   (1.232E+024 days)
    Half-Life from Model Lake : 3.226E+026  hours   (1.344E+025 days)

 Removal In Wastewater Treatment:
    Total removal:               2.02  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.93  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       5.8e-013        1.95         1000       
   Water     27.3            360          1000       
   Soil      72.7            720          1000       
   Sediment  0.0704          3.24e+003    0          
     Persistence Time: 668 hr




                    

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