ChemSpider 2D Image | (2E,4S,4aR,5aS,9E,9aR,9bR)-4,4a,8-Trihydroxy-2,9-bis[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-4,5a,7,9b-tetramethyl-3,4,4a,9,9a,9b-hexahydrodibenzo[b,d]furan-1,6(2H,5aH)-dione | C28H34O8

(2E,4S,4aR,5aS,9E,9aR,9bR)-4,4a,8-Trihydroxy-2,9-bis[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-4,5a,7,9b-tetramethyl-3,4,4a,9,9a,9b-hexahydrodibenzo[b,d]furan-1,6(2H,5aH)-dione

  • Molecular FormulaC28H34O8
  • Average mass498.565 Da
  • Monoisotopic mass498.225372 Da
  • ChemSpider ID9930341
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 5 of 5 defined stereocentres


More details:






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

(2E,4S,4aR,5aS,9E,9aR,9bR)-4,4a,8-Trihydroxy-2,9-bis[(2E,4E)-1-hydroxy-2,4-hexadien-1-yliden]-4,5a,7,9b-tetramethyl-3,4,4a,9,9a,9b-hexahydrodibenzo[b,d]furan-1,6(2H,5aH)-dion [German] [ACD/IUPAC Name]
(2E,4S,4aR,5aS,9E,9aR,9bR)-4,4a,8-Trihydroxy-2,9-bis[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-4,5a,7,9b-tetramethyl-3,4,4a,9,9a,9b-hexahydrodibenzo[b,d]furan-1,6(2H,5aH)-dione [ACD/IUPAC Name]
(2E,4S,4aR,5aS,9E,9aR,9bR)-4,4a,8-Trihydroxy-2,9-bis[(2E,4E)-1-hydroxy-2,4-hexadién-1-ylidène]-4,5a,7,9b-tétraméthyl-3,4,4a,9,9a,9b-hexahydrodibenzo[b,d]furane-1,6(2H,5aH)-dione [French] [ACD/IUPAC Name]
1,6(2H,5aH)-Dibenzofurandione, 3,4,4a,9,9a,9b-hexahydro-4,4a,8-trihydroxy-2,9-bis[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-4,5a,7,9b-tetramethyl-, (2E,4S,4aR,5aS,9E,9aR,9bR)- [ACD/Index Name]

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

Density: 1.3±0.1 g/cm3
Boiling Point: 733.5±60.0 °C at 760 mmHg
Vapour Pressure: 0.0±5.4 mmHg at 25°C
Enthalpy of Vaporization: 122.2±6.0 kJ/mol
Flash Point: 242.0±26.4 °C
Index of Refraction: 1.641
Molar Refractivity: 134.2±0.3 cm3
#H bond acceptors: 8
#H bond donors: 5
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 2
ACD/LogP: 5.23
ACD/LogD (pH 5.5): 1.65
ACD/BCF (pH 5.5): 4.15
ACD/KOC (pH 5.5): 31.91
ACD/LogD (pH 7.4): 0.09
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 145 Å2
Polarizability: 53.2±0.5 10-24cm3
Surface Tension: 64.3±3.0 dyne/cm
Molar Volume: 371.9±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) =  2.69

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  721.54  (Adapted Stein & Brown method)
    Melting Pt (deg C):  316.08  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.94E-022  (Modified Grain method)
    Subcooled liquid VP: 5.53E-019 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):  3.706
       log Kow used: 2.69 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.93241 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Vinyl/Allyl Ketones
       Vinyl/Allyl Alcohols

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.39E-017  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.204E-023 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.69  (KowWin est)
  Log Kaw used:  -14.858  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  17.548
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.1338
   Biowin2 (Non-Linear Model)     :   0.0003
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2719  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.3870  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3039
   Biowin6 (MITI Non-Linear Model):   0.0052
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -2.9252
 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):  7.37E-017 Pa (5.53E-019 mm Hg)
  Log Koa (Koawin est  ): 17.548
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.07E+010 
       Octanol/air (Koa) model:  8.67E+004 
   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 = 660.4095 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 666.8696 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   11.661 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   11.548 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    45.321247 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    45.889999 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    36.412 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    35.961 Min (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    :  477.6
      Log Koc:  2.679 

 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 = 1.369 (BCF = 23.41)
       log Kow used: 2.69 (estimated)

 Volatilization from Water:
    Henry LC:  3.39E-017 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.856E+013  hours   (1.607E+012 days)
    Half-Life from Model Lake : 4.207E+014  hours   (1.753E+013 days)

 Removal In Wastewater Treatment:
    Total removal:               3.77  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     3.66  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       0.0114          0.237        1000       
   Water     21.2            900          1000       
   Soil      78.5            1.8e+003     1000       
   Sediment  0.25            8.1e+003     0          
     Persistence Time: 988 hr




                    

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