ChemSpider 2D Image | Caffeic acid phenethyl ester | C17H16O4

Caffeic acid phenethyl ester

  • Molecular FormulaC17H16O4
  • Average mass284.306 Da
  • Monoisotopic mass284.104858 Da
  • ChemSpider ID4445100
  • Double-bond stereo - Double-bond stereo


More details:






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

(2E)-3-(3,4-Dihydroxyphényl)acrylate de 2-phényléthyle [French] [ACD/IUPAC Name]
2-Phenyethyl caffeate
2-Phenylethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate [ACD/IUPAC Name]
2-phenylethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
2-Phenylethyl caffeate
2-Phenylethyl caffeoate
2-Phenylethyl-(2E)-3-(3,4-dihydroxyphenyl)acrylat [German] [ACD/IUPAC Name]
2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, (2E)- [ACD/Index Name]
2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, (E)-
Caffeic acid 2-phenylethyl ester
More...

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

AIDS028600 [DBID]
AIDS-028600 [DBID]
Bio2_000280 [DBID]
Bio2_000760 [DBID]
C10484 [DBID]
C8221_SIGMA [DBID]
EU-0100269 [DBID]
KBio2_000280 [DBID]
KBio2_002848 [DBID]
KBio2_005416 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      36/37/38 LKT Labs [P2400]
      GHS07 Biosynth C-1400
      H315 H319 H335 LKT Labs [P2400]
      H315; H319; H335 Biosynth C-1400
      P261; P280; P312; P302+P352; P304+P340; P305+P351+P338 Biosynth C-1400
      Warning Biosynth C-1400
      Xi LKT Labs [P2400]
    • Drug Status:

      experimental Microsource [01502209]
    • Compound Source:

      Alibertia macrophylla (Rubiaceae) Susan Richardson [Structure found in DOI: 10.1016/0031-9422(91)85077-D]
      Isolated from a plant Susan Richardson [Structure found in DOI: 10.1016/0031-9422(91)85077-D]
      synthetic Microsource [01502209]

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

Density: 1.3±0.1 g/cm3
Boiling Point: 498.6±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 79.6±3.0 kJ/mol
Flash Point: 185.1±22.2 °C
Index of Refraction: 1.646
Molar Refractivity: 81.4±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 0
ACD/LogP: 3.38
ACD/LogD (pH 5.5): 3.05
ACD/BCF (pH 5.5): 121.56
ACD/KOC (pH 5.5): 1081.13
ACD/LogD (pH 7.4): 3.04
ACD/BCF (pH 7.4): 119.36
ACD/KOC (pH 7.4): 1061.54
Polar Surface Area: 67 Å2
Polarizability: 32.3±0.5 10-24cm3
Surface Tension: 57.0±3.0 dyne/cm
Molar Volume: 224.5±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) =  3.60

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  428.09  (Adapted Stein & Brown method)
    Melting Pt (deg C):  173.38  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.04E-009  (Modified Grain method)
    Subcooled liquid VP: 7.02E-008 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):  48.91
       log Kow used: 3.60 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  178.86 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.80E-015  atm-m3/mole
   Group Method:   3.46E-016  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.560E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.60  (KowWin est)
  Log Kaw used:  -12.707  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  16.307
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2008
   Biowin2 (Non-Linear Model)     :   0.9993
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7710  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6822  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4103
   Biowin6 (MITI Non-Linear Model):   0.2817
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3813
 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):  9.36E-006 Pa (7.02E-008 mm Hg)
  Log Koa (Koawin est  ): 16.307
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.321 
       Octanol/air (Koa) model:  4.98E+003 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.92 
       Mackay model           :  0.962 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  49.4225 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  52.0825 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    2.597 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    2.464 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): 0.941 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  5.132E+004
      Log Koc:  4.710 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.397E-002  L/mol-sec
  Kb Half-Life at pH 8:       1.572  years  
  Kb Half-Life at pH 7:      15.721  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 2.069 (BCF = 117.1)
       log Kow used: 3.60 (estimated)

 Volatilization from Water:
    Henry LC:  3.46E-016 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 2.853E+012  hours   (1.189E+011 days)
    Half-Life from Model Lake : 3.113E+013  hours   (1.297E+012 days)

 Removal In Wastewater Treatment:
    Total removal:              15.51  percent
    Total biodegradation:        0.20  percent
    Total sludge adsorption:    15.31  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       9.62e-008       4.33         1000       
   Water     16              360          1000       
   Soil      83.1            720          1000       
   Sediment  0.874           3.24e+003    0          
     Persistence Time: 787 hr




                    

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