(3aR,4R,5R,6aS)-4-[(1E,3S)-3-Hydroxy-1-octen-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Molecular FormulaC₂₂H₂₈O₅
Average mass372.455 Da
Monoisotopic mass372.193665 Da
ChemSpider ID9200297

- Double-bond stereo
- 5 of 5 defined stereocentres

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Names and Synonyms

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

(3aR,4R,5R,6aS)-4-[(1E,3S)-3-Hydroxy-1-octen-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate [ACD/IUPAC Name]

(3aR,4R,5R,6aS)-4-[(1E,3S)-3-Hydroxy-1-octen-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl-benzoat [German] [ACD/IUPAC Name]

(3aR,4R,5R,6aS)-5-(Benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2H-cyclopenta[b]furan-2-one

2H-Cyclopenta[b]furan-2-one, 5-(benzoyloxy)hexahydro-4-[(1E,3S)-3-hydroxy-1-octen-1-yl]-, (3aR,4R,5R,6aS)- [ACD/Index Name]

40834-88-6 [RN]

Benzoate de (3aR,4R,5R,6aS)-4-[(1E,3S)-3-hydroxy-1-octén-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yle [French] [ACD/IUPAC Name]

(3AR,4R,5R,6AS)-4-((s,e)-3-hydr oxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoa

(3aR,4R,5R,6aS)-4-((S,E)-3-Hydroxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

(3aR,4R,5R,6aS)-4-((S,E)-3-Hydroxyoct-1-en-1-yl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-ylbenzoate

(3AR,4R,5R,6AS)-5-(benzoyloxy)hexahydro-4-[(1e,3S)-3-

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Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

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

Density:	1.2±0.1 g/cm³
Boiling Point:	542.1±50.0 °C at 760 mmHg
Vapour Pressure:	0.0±1.5 mmHg at 25°C
Enthalpy of Vaporization:	86.3±3.0 kJ/mol
Flash Point:	186.0±23.6 °C
Index of Refraction:	1.562
Molar Refractivity:	101.8±0.4 cm³
#H bond acceptors:	5
#H bond donors:	1
#Freely Rotating Bonds:	9
#Rule of 5 Violations:	0

ACD/LogP:	3.64
ACD/LogD (pH 5.5):	3.94
ACD/BCF (pH 5.5):	585.53
ACD/KOC (pH 5.5):	3331.32
ACD/LogD (pH 7.4):	3.94
ACD/BCF (pH 7.4):	585.53
ACD/KOC (pH 7.4):	3331.32
Polar Surface Area:	73 Å²
Polarizability:	40.4±0.5 10^-24cm³
Surface Tension:	49.1±5.0 dyne/cm
Molar Volume:	313.9±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) =  3.59

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  502.87  (Adapted Stein & Brown method)
    Melting Pt (deg C):  201.23  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.1E-012  (Modified Grain method)
    Subcooled liquid VP: 1.53E-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):  12.58
       log Kow used: 3.59 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.2757 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.55E-011  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.181E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.59  (KowWin est)
  Log Kaw used:  -9.198  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.788
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.3138
   Biowin2 (Non-Linear Model)     :   1.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1368  (weeks       )
   Biowin4 (Primary Survey Model) :   4.1717  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7428
   Biowin6 (MITI Non-Linear Model):   0.4800
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3651
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  2.04E-008 Pa (1.53E-010 mm Hg)
  Log Koa (Koawin est  ): 12.788
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  147 
       Octanol/air (Koa) model:  1.51 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.992 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  81.6428 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  89.2428 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.572 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.438 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    13.000000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    20.000000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     2.116 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     1.375 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   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    :  2760
      Log Koc:  3.441 

 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 = 1.414 (BCF = 25.96)
       log Kow used: 3.59 (estimated)

 Volatilization from Water:
    Henry LC:  1.55E-011 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  7.29E+007  hours   (3.038E+006 days)
    Half-Life from Model Lake : 7.953E+008  hours   (3.314E+007 days)

 Removal In Wastewater Treatment:
    Total removal:              15.25  percent
    Total biodegradation:        0.20  percent
    Total sludge adsorption:    15.04  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       0.111           1.26         1000       
   Water     23.4            360          1000       
   Soil      75.2            720          1000       
   Sediment  1.25            3.24e+003    0          
     Persistence Time: 492 hr

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(3aR,4R,5R,6aS)-4-[(1E,3S)-3-Hydroxy-1-octen-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

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