(3aS,4S,5R,6R,8Z,10R,11aR)-6-Hydroxy-6,10-dimethyl-3-methylene-2,7-dioxo-2,3,3a,4,5,6,7,10,11,11a-decahydrocyclodeca[b]furan-4,5-diyl bis(2-methylacrylate)

Molecular FormulaC₂₃H₂₈O₈
Average mass432.464 Da
Monoisotopic mass432.178406 Da
ChemSpider ID4944794

- Double-bond stereo
- 6 of 6 defined stereocentres

More details:

Names and Synonyms

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

(3aS,4S,5R,6R,8Z,10R,11aR)-6-Hydroxy-6,10-dimethyl-3-methylen-2,7-dioxo-2,3,3a,4,5,6,7,10,11,11a-decahydrocyclodeca[b]furan-4,5-diyl-bis(2-methylacrylat) [German] [ACD/IUPAC Name]

(3aS,4S,5R,6R,8Z,10R,11aR)-6-Hydroxy-6,10-dimethyl-3-methylene-2,7-dioxo-2,3,3a,4,5,6,7,10,11,11a-decahydrocyclodeca[b]furan-4,5-diyl bis(2-methylacrylate) [ACD/IUPAC Name]

2-Propenoic acid, 2-methyl-, (3aS,4S,5R,6R,8Z,10R,11aR)-2,3,3a,4,5,6,7,10,11,11a-decahydro-6-hydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4,5-diyl ester [ACD/Index Name]

Bis(2-méthylacrylate) de (3aS,4S,5R,6R,8Z,10R,11aR)-6-hydroxy-6,10-diméthyl-3-méthylène-2,7-dioxo-2,3,3a,4,5,6,7,10,11,11a-décahydrocyclodéca[b]furane-4,5-diyle [French] [ACD/IUPAC Name]

[(3aS,4S,6R,8Z,11aR)-6-hydroxy-6,10-dimethyl-3-methylidene-5-(2-methylprop-2-enoyloxy)-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate

2-Propenoic acid, 2-methyl-, (3aS,4S,5R,6R,8Z,10R,11aR)-2,3,3a,4,5,6,7,10,11,11a-decahydro-6-hydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca(b)furan-4,5-diyl ester

71652-12-5 [RN]

75628-10-3 [RN]

Caleurticolide 2-methylacrylate

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:	594.8±50.0 °C at 760 mmHg
Vapour Pressure:	0.0±3.8 mmHg at 25°C
Enthalpy of Vaporization:	101.7±6.0 kJ/mol
Flash Point:	200.1±23.6 °C
Index of Refraction:	1.535
Molar Refractivity:	110.1±0.4 cm³
#H bond acceptors:	8
#H bond donors:	1
#Freely Rotating Bonds:	6
#Rule of 5 Violations:	0

ACD/LogP:	3.22
ACD/LogD (pH 5.5):	3.22
ACD/BCF (pH 5.5):	164.97
ACD/KOC (pH 5.5):	1345.30
ACD/LogD (pH 7.4):	3.22
ACD/BCF (pH 7.4):	164.96
ACD/KOC (pH 7.4):	1345.22
Polar Surface Area:	116 Å²
Polarizability:	43.7±0.5 10^-24cm³
Surface Tension:	46.0±5.0 dyne/cm
Molar Volume:	353.8±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) =  2.44

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  523.12  (Adapted Stein & Brown method)
    Melting Pt (deg C):  200.92  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.08E-013  (Modified Grain method)
    Subcooled liquid VP: 3.65E-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):  50.76
       log Kow used: 2.44 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.8581 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.18E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.695E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.44  (KowWin est)
  Log Kaw used:  -11.674  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.114
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8871
   Biowin2 (Non-Linear Model)     :   0.9990
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4295  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7350  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7752
   Biowin6 (MITI Non-Linear Model):   0.1834
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2037
 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):  4.87E-009 Pa (3.65E-011 mm Hg)
  Log Koa (Koawin est  ): 14.114
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  616 
       Octanol/air (Koa) model:  31.9 
   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 = 134.1087 E-12 cm3/molecule-sec
      Half-Life =     0.080 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.957 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     4.550000 E-17 cm3/molecule-sec
      Half-Life =     0.252 Days (at 7E11 mol/cm3)
      Half-Life =      6.045 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    :  667.4
      Log Koc:  2.824 

 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 = 1.183 (BCF = 15.23)
       log Kow used: 2.44 (estimated)

 Volatilization from Water:
    Henry LC:  5.18E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.351E+010  hours   (9.794E+008 days)
    Half-Life from Model Lake : 2.564E+011  hours   (1.068E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               2.94  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.84  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       0.0116          1.45         1000       
   Water     17.8            900          1000       
   Soil      82.1            1.8e+003     1000       
   Sediment  0.131           8.1e+003     0          
     Persistence Time: 1.46e+003 hr

Click to predict properties on the Chemicalize site

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

(3aS,4S,5R,6R,8Z,10R,11aR)-6-Hydroxy-6,10-dimethyl-3-methylene-2,7-dioxo-2,3,3a,4,5,6,7,10,11,11a-decahydrocyclodeca[b]furan-4,5-diyl bis(2-methylacrylate)

More details:

Search ChemSpider:

Search Google: