ChemSpider 2D Image | (2E,4Z,6E,8R)-8-[(N-Acetyl-L-phenylalanyl)oxy]-8-[(2S)-2-methyl-2-oxiranyl]-2,4,6-octatrienoic acid | C22H25NO6

(2E,4Z,6E,8R)-8-[(N-Acetyl-L-phenylalanyl)oxy]-8-[(2S)-2-methyl-2-oxiranyl]-2,4,6-octatrienoic acid

  • Molecular FormulaC22H25NO6
  • Average mass399.437 Da
  • Monoisotopic mass399.168182 Da
  • ChemSpider ID4946086
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 3 of 3 defined stereocentres


More details:






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

(2E,4Z,6E,8R)-8-[(N-Acetyl-L-phenylalanyl)oxy]-8-[(2S)-2-methyl-2-oxiranyl]-2,4,6-octatrienoic acid [ACD/IUPAC Name]
(2E,4Z,6E,8R)-8-[(N-Acetyl-L-phenylalanyl)oxy]-8-[(2S)-2-methyl-2-oxiranyl]-2,4,6-octatriensäure [German] [ACD/IUPAC Name]
Acide (2E,4Z,6E,8R)-8-[(N-acétyl-L-phénylalanyl)oxy]-8-[(2S)-2-méthyl-2-oxiranyl]-2,4,6-octatriénoïque [French] [ACD/IUPAC Name]
L-Phenylalanine, N-acetyl-, (1R,2E,4Z,6E)-7-carboxy-1-[(2S)-2-methyloxiranyl]-2,4,6-heptatrien-1-yl ester [ACD/Index Name]
(2E,4Z,6E,8R)-8-{[(2S)-2-ACETAMIDO-3-PHENYLPROPANOYL]OXY}-8-[(2S)-2-METHYLOXIRAN-2-YL]OCTA-2,4,6-TRIENOIC ACID
85146-10-7 [RN]
AK-toxin II
L-Phenylalanine, N-acetyl-, 7-carboxy-1-(2-methyloxiranyl)-2,4,6-heptatrienyl ester, (2S-(2R*(1S*,2E,4Z,6E)))-

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

Density: 1.2±0.1 g/cm3
Boiling Point: 661.0±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.1 mmHg at 25°C
Enthalpy of Vaporization: 102.2±3.0 kJ/mol
Flash Point: 353.6±31.5 °C
Index of Refraction: 1.572
Molar Refractivity: 107.2±0.3 cm3
#H bond acceptors: 7
#H bond donors: 2
#Freely Rotating Bonds: 11
#Rule of 5 Violations: 0
ACD/LogP: 1.28
ACD/LogD (pH 5.5): 0.37
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 10.25
ACD/LogD (pH 7.4): -1.41
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 105 Å2
Polarizability: 42.5±0.5 10-24cm3
Surface Tension: 51.2±3.0 dyne/cm
Molar Volume: 325.8±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) =  2.95

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  572.72  (Adapted Stein & Brown method)
    Melting Pt (deg C):  246.57  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.49E-012  (Modified Grain method)
    Subcooled liquid VP: 3.78E-010 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):  9.421
       log Kow used: 2.95 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  321.42 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Epoxides-acid
       Esters-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.52E-018  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.313E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.95  (KowWin est)
  Log Kaw used:  -15.842  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  18.792
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6659
   Biowin2 (Non-Linear Model)     :   0.8780
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4934  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.8646  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1861
   Biowin6 (MITI Non-Linear Model):   0.0286
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.3974
 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):  5.04E-008 Pa (3.78E-010 mm Hg)
  Log Koa (Koawin est  ): 18.792
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  59.5 
       Octanol/air (Koa) model:  1.52E+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 = 164.3666 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 166.6276 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.781 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.770 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     5.352500 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     5.440000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     5.139 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     5.056 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   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    :  501.6
      Log Koc:  2.700 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  1.015E-003  L/mol-sec
  Kb Half-Life at pH 8:      21.642  years  
  Kb Half-Life at pH 7:     216.417  years  

  Total Ka (acid-catalyzed) at 25 deg C :  5.893E-003  L/mol-sec
  Ka Half-Life at pH 7:      37.270  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 2.95 (estimated)

 Volatilization from Water:
    Henry LC:  3.52E-018 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.324E+014  hours   (1.385E+013 days)
    Half-Life from Model Lake : 3.627E+015  hours   (1.511E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               5.29  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     5.17  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       1.05e-007       1.2          1000       
   Water     13              900          1000       
   Soil      86.7            1.8e+003     1000       
   Sediment  0.266           8.1e+003     0          
     Persistence Time: 1.77e+003 hr




                    

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