(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(Chloromethyl)-8,9-dihydroxy-3,6-bis(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl methacrylate

Molecular FormulaC₁₉H₂₃ClO₆
Average mass382.835 Da
Monoisotopic mass382.118317 Da
ChemSpider ID158587

- 7 of 7 defined stereocentres

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Names and Synonyms
Database ID(s)

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

(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(Chlormethyl)-8,9-dihydroxy-3,6-dimethylen-2-oxododecahydroazuleno[4,5-b]furan-4-ylmethacrylat [German] [ACD/IUPAC Name]

(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(Chloromethyl)-8,9-dihydroxy-3,6-bis(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl methacrylate [ACD/IUPAC Name]

2-Propenoic acid, 2-methyl-, (3aR,4S,6aR,8S,9S,9aS,9bS)-9-(chloromethyl)dodecahydro-8,9-dihydroxy-3,6-bis(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester [ACD/Index Name]

Méthacrylate de (3aR,4S,6aR,8S,9S,9aS,9bS)-9-(chlorométhyl)-8,9-dihydroxy-3,6-diméthylène-2-oxododécahydroazuléno[4,5-b]furan-4-yle [French] [ACD/IUPAC Name]

(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylene-2-oxododecahydroazuleno[4,5-b]furan-4-yl methacrylate

(3AR,4S,6AR,8S,9S,9AS,9BS)-9-(CHLOROMETHYL)-8,9-DIHYDROXY-3,6-DIMETHYLIDENE-2-OXO-DODECAHYDROAZULENO[4,5-B]FURAN-4-YL 2-METHYLPROP-2-ENOATE

(3AR,4S,6AR,8S,9S,9AS,9BS)-9-(CHLOROMETHYL)-8,9-DIHYDROXY-3,6-DIMETHYLIDENE-2-OXO-OCTAHYDROAZULENO[4,5-B]FURAN-4-YL 2-METHYLPROP-2-ENOATE

[(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate

2-Propenoic acid, 2-methyl-, 9-(chloromethyl)dodecahydro-8,9-dihydroxy-3,6-bis(methylene)-2-oxoazuleno[4,5-b]furan-4-yl ester, [3aR-(3aα,4α,6aα,8β,9α,9aα,9bβ)]-

2-PROPENOIC ACID,2-METHYL-,ESTERS,(3AR,4S,- 6AR,8S,9S,9AS,9BS)-9-(CHLOROMETHYL)- DODECAHYDRO-8,9-DIHYDROXY-3,6-BIS(METHYLENE)- 2-OXOAZULENO[4,5-B]FURAN-4-YL ESTER

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

ZINC04073948 [DBID]

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

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

Density:	1.3±0.1 g/cm³
Boiling Point:	552.3±50.0 °C at 760 mmHg
Vapour Pressure:	0.0±3.4 mmHg at 25°C
Enthalpy of Vaporization:	95.7±6.0 kJ/mol
Flash Point:	287.8±30.1 °C
Index of Refraction:	1.570
Molar Refractivity:	94.0±0.4 cm³
#H bond acceptors:	6
#H bond donors:	2
#Freely Rotating Bonds:	4
#Rule of 5 Violations:	0

ACD/LogP:	1.61
ACD/LogD (pH 5.5):	1.68
ACD/BCF (pH 5.5):	11.11
ACD/KOC (pH 5.5):	195.01
ACD/LogD (pH 7.4):	1.68
ACD/BCF (pH 7.4):	11.11
ACD/KOC (pH 7.4):	195.01
Polar Surface Area:	93 Å²
Polarizability:	37.3±0.5 10^-24cm³
Surface Tension:	51.3±5.0 dyne/cm
Molar Volume:	286.5±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) =  1.31

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  503.75  (Adapted Stein & Brown method)
    Melting Pt (deg C):  210.84  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.85E-013  (Modified Grain method)
    Subcooled liquid VP: 4.57E-011 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):  299.6
       log Kow used: 1.31 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  125.93 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.72E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  8.155E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.31  (KowWin est)
  Log Kaw used:  -11.153  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.463
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7771
   Biowin2 (Non-Linear Model)     :   0.9635
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4082  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.6287  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.6916
   Biowin6 (MITI Non-Linear Model):   0.0722
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4656
 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):  6.09E-009 Pa (4.57E-011 mm Hg)
  Log Koa (Koawin est  ): 12.463
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  492 
       Octanol/air (Koa) model:  0.713 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.983 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 130.1055 E-12 cm3/molecule-sec
      Half-Life =     0.082 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.987 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     3.475000 E-17 cm3/molecule-sec
      Half-Life =     0.330 Days (at 7E11 mol/cm3)
      Half-Life =      7.915 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    :  25.54
      Log Koc:  1.407 

 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 = 0.306 (BCF = 2.021)
       log Kow used: 1.31 (estimated)

 Volatilization from Water:
    Henry LC:  1.72E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  6.66E+009  hours   (2.775E+008 days)
    Half-Life from Model Lake : 7.266E+010  hours   (3.027E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               1.93  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.84  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       0.0359          1.58         1000       
   Water     38.7            900          1000       
   Soil      61.1            1.8e+003     1000       
   Sediment  0.0895          8.1e+003     0          
     Persistence Time: 924 hr

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(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(Chloromethyl)-8,9-dihydroxy-3,6-bis(methylene)-2-oxododecahydroazuleno[4,5-b]furan-4-yl methacrylate

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