(1aR,2S,4aR,7R,7aR,7bR)-7-Hydroxy-1,1,7-trimethyl-4-methylenedecahydro-1H-cyclopropa[e]azulen-2-yl (2E)-3-phenylacrylate

Molecular FormulaC₂₄H₃₀O₃
Average mass366.493 Da
Monoisotopic mass366.219482 Da
ChemSpider ID4943649

- Double-bond stereo
- 6 of 6 defined stereocentres

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Names and Synonyms

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

(1aR,2S,4aR,7R,7aR,7bR)-7-Hydroxy-1,1,7-trimethyl-4-methylendecahydro-1H-cyclopropa[e]azulen-2-yl-(2E)-3-phenylacrylat [German] [ACD/IUPAC Name]

(1aR,2S,4aR,7R,7aR,7bR)-7-Hydroxy-1,1,7-trimethyl-4-methylenedecahydro-1H-cyclopropa[e]azulen-2-yl (2E)-3-phenylacrylate [ACD/IUPAC Name]

(2E)-3-Phénylacrylate de (1aR,2S,4aR,7R,7aR,7bR)-7-hydroxy-1,1,7-triméthyl-4-méthylènedécahydro-1H-cyclopropa[e]azulén-2-yle [French] [ACD/IUPAC Name]

2-Propenoic acid, 3-phenyl-, (1aR,2S,4aR,7R,7aR,7bR)-decahydro-7-hydroxy-1,1,7-trimethyl-4-methylene-1H-cycloprop[e]azulen-2-yl ester, (2E)- [ACD/Index Name]

107812-57-7 [RN]

2-Propenoic acid, 3-phenyl-, decahydro-7-hydroxy-1,1,7-trimethyl-4-methylene-1H-cycloprop(e)azulen-2-yl ester, (1aR-(1aα,2α,4aα,7β,7aβ,7bα))-

Guayulin C

Guayulin-C

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

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

Density:	1.1±0.1 g/cm³
Boiling Point:	483.5±45.0 °C at 760 mmHg
Vapour Pressure:	0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization:	78.9±3.0 kJ/mol
Flash Point:	188.7±21.5 °C
Index of Refraction:	1.580
Molar Refractivity:	106.7±0.4 cm³
#H bond acceptors:	3
#H bond donors:	1
#Freely Rotating Bonds:	4
#Rule of 5 Violations:	1

ACD/LogP:	5.36
ACD/LogD (pH 5.5):	5.37
ACD/BCF (pH 5.5):	7150.05
ACD/KOC (pH 5.5):	19975.87
ACD/LogD (pH 7.4):	5.37
ACD/BCF (pH 7.4):	7150.05
ACD/KOC (pH 7.4):	19975.87
Polar Surface Area:	47 Å²
Polarizability:	42.3±0.5 10^-24cm³
Surface Tension:	45.9±5.0 dyne/cm
Molar Volume:	320.5±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) =  6.08

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  438.86  (Adapted Stein & Brown method)
    Melting Pt (deg C):  174.64  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.68E-010  (Modified Grain method)
    Subcooled liquid VP: 1.31E-008 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):  0.103
       log Kow used: 6.08 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.066995 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.03E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.723E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.08  (KowWin est)
  Log Kaw used:  -7.608  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.688
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5075
   Biowin2 (Non-Linear Model)     :   0.5589
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.1272  (months      )
   Biowin4 (Primary Survey Model) :   3.2459  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2892
   Biowin6 (MITI Non-Linear Model):   0.0184
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.6151
 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):  1.75E-006 Pa (1.31E-008 mm Hg)
  Log Koa (Koawin est  ): 13.688
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.72 
       Octanol/air (Koa) model:  12 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.984 
       Mackay model           :  0.993 
       Octanol/air (Koa) model:  0.999 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  87.3184 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant =  89.9784 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    1.470 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    1.426 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     2.250000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     3.300000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    12.224 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     8.335 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Fraction sorbed to airborne particulates (phi): 0.988 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3.598E+004
      Log Koc:  4.556 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  2.630E-004  L/mol-sec
  Kb Half-Life at pH 8:      83.501  years  
  Kb Half-Life at pH 7:     835.011  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 3.979 (BCF = 9523)
       log Kow used: 6.08 (estimated)

 Volatilization from Water:
    Henry LC:  6.03E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.859E+006  hours   (7.745E+004 days)
    Half-Life from Model Lake : 2.028E+007  hours   (8.449E+005 days)

 Removal In Wastewater Treatment:
    Total removal:              92.47  percent
    Total biodegradation:        0.77  percent
    Total sludge adsorption:    91.70  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       0.021           2.37         1000       
   Water     2.64            1.44e+003    1000       
   Soil      39.4            2.88e+003    1000       
   Sediment  57.9            1.3e+004     0          
     Persistence Time: 4.17e+003 hr

Click to predict properties on the Chemicalize site

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(1aR,2S,4aR,7R,7aR,7bR)-7-Hydroxy-1,1,7-trimethyl-4-methylenedecahydro-1H-cyclopropa[e]azulen-2-yl (2E)-3-phenylacrylate

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