ChemSpider 2D Image | (1S,5S,6R,7S,8R,9S)-9-Acetoxy-8-methyl-4-methylene-3-oxo-7-(3-oxo-1-propen-2-yl)-8-vinyl-2-oxabicyclo[3.3.1]non-6-yl 2-hydroxy-2-methylbutanoate | C22H28O8

(1S,5S,6R,7S,8R,9S)-9-Acetoxy-8-methyl-4-methylene-3-oxo-7-(3-oxo-1-propen-2-yl)-8-vinyl-2-oxabicyclo[3.3.1]non-6-yl 2-hydroxy-2-methylbutanoate

  • Molecular FormulaC22H28O8
  • Average mass420.453 Da
  • Monoisotopic mass420.178406 Da
  • ChemSpider ID17347551
  • defined stereocentres - 6 of 7 defined stereocentres

More details:

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

(1S,5S,6R,7S,8R,9S)-9-Acetoxy-8-methyl-4-methylen-3-oxo-7-(3-oxo-1-propen-2-yl)-8-vinyl-2-oxabicyclo[3.3.1]non-6-yl-2-hydroxy-2-methylbutanoat [German] [ACD/IUPAC Name]
(1S,5S,6R,7S,8R,9S)-9-Acetoxy-8-methyl-4-methylene-3-oxo-7-(3-oxo-1-propen-2-yl)-8-vinyl-2-oxabicyclo[3.3.1]non-6-yl 2-hydroxy-2-methylbutanoate [ACD/IUPAC Name]
2-Hydroxy-2-méthylbutanoate de (1S,5S,6R,7S,8R,9S)-9-acétoxy-8-méthyl-4-méthylène-3-oxo-7-(3-oxo-1-propén-2-yl)-8-vinyl-2-oxabicyclo[3.3.1]non-6-yle [French] [ACD/IUPAC Name]
Butanoic acid, 2-hydroxy-2-methyl-, (1S,5S,6R,7S,8R,9S)-9-(acetyloxy)-8-ethenyl-7-(1-formylethenyl)-8-methyl-4-methylene-3-oxo-2-oxabicyclo[3.3.1]non-6-yl ester [ACD/Index Name]

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.2±0.1 g/cm3
Boiling Point: 569.8±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.6 mmHg at 25°C
Enthalpy of Vaporization: 98.2±6.0 kJ/mol
Flash Point: 192.1±23.6 °C
Index of Refraction: 1.527
Molar Refractivity: 106.0±0.4 cm3
#H bond acceptors: 8
#H bond donors: 1
#Freely Rotating Bonds: 9
#Rule of 5 Violations: 0
ACD/LogP: 2.65
ACD/LogD (pH 5.5): 2.81
ACD/BCF (pH 5.5): 80.28
ACD/KOC (pH 5.5): 803.37
ACD/LogD (pH 7.4): 2.81
ACD/BCF (pH 7.4): 80.28
ACD/KOC (pH 7.4): 803.37
Polar Surface Area: 116 Å2
Polarizability: 42.0±0.5 10-24cm3
Surface Tension: 45.7±5.0 dyne/cm
Molar Volume: 345.0±5.0 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) =  1.36

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  493.99  (Adapted Stein & Brown method)
    Melting Pt (deg C):  188.52  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.53E-012  (Modified Grain method)
    Subcooled liquid VP: 2.85E-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):  514.3
       log Kow used: 1.36 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  143.83 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.40E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.949E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.36  (KowWin est)
  Log Kaw used:  -11.008  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.368
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9867
   Biowin2 (Non-Linear Model)     :   1.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.2887  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.8178  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   1.1957
   Biowin6 (MITI Non-Linear Model):   0.7903
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.1960
 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):  3.8E-008 Pa (2.85E-010 mm Hg)
  Log Koa (Koawin est  ): 12.368
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  78.9 
       Octanol/air (Koa) model:  0.573 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.979 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 103.1849 E-12 cm3/molecule-sec
      Half-Life =     0.104 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.244 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.494500 E-17 cm3/molecule-sec
      Half-Life =     0.767 Days (at 7E11 mol/cm3)
      Half-Life =     18.403 Hrs
   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    :  447
      Log Koc:  2.650 

 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 = 0.344 (BCF = 2.206)
       log Kow used: 1.36 (estimated)

 Volatilization from Water:
    Henry LC:  2.4E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 5.002E+009  hours   (2.084E+008 days)
    Half-Life from Model Lake : 5.457E+010  hours   (2.274E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               1.94  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.85  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       0.0104          2.19         1000       
   Water     36              900          1000       
   Soil      63.9            1.8e+003     1000       
   Sediment  0.0849          8.1e+003     0          
     Persistence Time: 1.09e+003 hr


Click to predict properties on the Chemicalize site