ChemSpider 2D Image | (1S,3R,4R,6Z,7R,8S,10R,11R,14S)-13-[(4E)-4-Hexenoyl]-3,10,12-trihydroxy-6-[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[,8~.0~4,14~.0~7,11~]tetradec-12-e
n-5-one | C28H34O8

(1S,3R,4R,6Z,7R,8S,10R,11R,14S)-13-[(4E)-4-Hexenoyl]-3,10,12-trihydroxy-6-[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[,8.04,14.07,11]tetradec-12-e n-5-one

  • Molecular FormulaC28H34O8
  • Average mass498.565 Da
  • Monoisotopic mass498.225372 Da
  • ChemSpider ID9751688
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 8 of 8 defined stereocentres

More details:

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

(1S,3R,4R,6Z,7R,8S,10R,11R,14S)-13-[(4E)-4-Hexenoyl]-3,10,12-trihydroxy-6-[(2E,4E)-1-hydroxy-2,4-hexadien-1-yliden]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[,8.04,14.07,11]tetradec-12-en ; -5-on [German] [ACD/IUPAC Name]
(1S,3R,4R,6Z,7R,8S,10R,11R,14S)-13-[(4E)-4-Hexenoyl]-3,10,12-trihydroxy-6-[(2E,4E)-1-hydroxy-2,4-hexadien-1-ylidene]-1,4,8,11-tetramethyl-2,9-dioxapentacyclo[,8.04,14.07,11]tetradec-12-e n-5-one [ACD/IUPAC Name]
(1S,3R,4R,6Z,7R,8S,10R,11R,14S)-13-[(4E)-4-Hexenoyl]-3,10,12-trihydroxy-6-[(2E,4E)-1-hydroxy-2,4-hexadién-1-ylidène]-1,4,8,11-tétraméthyl-2,9-dioxapentacyclo[,8.04,14.07,11]tétradéc-12-é n-5-one [French] [ACD/IUPAC Name]

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

Density: 1.4±0.1 g/cm3
Boiling Point: 692.6±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±4.9 mmHg at 25°C
Enthalpy of Vaporization: 116.0±6.0 kJ/mol
Flash Point: 229.3±25.0 °C
Index of Refraction: 1.675
Molar Refractivity: 130.3±0.3 cm3
#H bond acceptors: 8
#H bond donors: 4
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 1
ACD/LogP: 8.72
ACD/LogD (pH 5.5): 3.96
ACD/BCF (pH 5.5): 266.78
ACD/KOC (pH 5.5): 722.83
ACD/LogD (pH 7.4): 2.30
ACD/BCF (pH 7.4): 5.77
ACD/KOC (pH 7.4): 15.63
Polar Surface Area: 134 Å2
Polarizability: 51.7±0.5 10-24cm3
Surface Tension: 74.9±3.0 dyne/cm
Molar Volume: 346.8±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) =  4.55

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  655.28  (Adapted Stein & Brown method)
    Melting Pt (deg C):  285.13  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.46E-019  (Modified Grain method)
    Subcooled liquid VP: 1.11E-016 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):  0.0944
       log Kow used: 4.55 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.63372 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 :   5.73E-020  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.015E-018 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  4.55  (KowWin est)
  Log Kaw used:  -17.630  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  22.180
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.7401
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6790  (recalcitrant)
   Biowin4 (Primary Survey Model) :   2.9409  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3586
   Biowin6 (MITI Non-Linear Model):   0.0059
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -3.6252
 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):  1.48E-014 Pa (1.11E-016 mm Hg)
  Log Koa (Koawin est  ): 22.180
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.03E+008 
       Octanol/air (Koa) model:  3.72E+009 
   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 = 429.5946 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 443.6546 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   17.926 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   17.358 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    19.971251 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    27.540001 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    82.631 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    59.921 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    :  27.11
      Log Koc:  1.433 

 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 = 2.807 (BCF = 640.6)
       log Kow used: 4.55 (estimated)

 Volatilization from Water:
    Henry LC:  5.73E-020 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.282E+016  hours   (9.506E+014 days)
    Half-Life from Model Lake : 2.489E+017  hours   (1.037E+016 days)

 Removal In Wastewater Treatment:
    Total removal:              58.63  percent
    Total biodegradation:        0.54  percent
    Total sludge adsorption:    58.09  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       0.00108         0.417        1000       
   Water     4.09            4.32e+003    1000       
   Soil      88.9            8.64e+003    1000       
   Sediment  7.02            3.89e+004    0          
     Persistence Time: 7.17e+003 hr


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