ChemSpider 2D Image | (2E)-5-[(1S,4aR,6S,8aR)-6-Acetoxy-5,5,8a-trimethyl-2-methylenedecahydro-1-naphthalenyl]-3-methyl-2-pentenoic acid | C22H34O4

(2E)-5-[(1S,4aR,6S,8aR)-6-Acetoxy-5,5,8a-trimethyl-2-methylenedecahydro-1-naphthalenyl]-3-methyl-2-pentenoic acid

  • Molecular FormulaC22H34O4
  • Average mass362.503 Da
  • Monoisotopic mass362.245697 Da
  • ChemSpider ID10295024
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 4 of 4 defined stereocentres


More details:






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

(2E)-5-[(1S,4aR,6S,8aR)-6-Acetoxy-5,5,8a-trimethyl-2-methylendecahydro-1-naphthalinyl]-3-methyl-2-pentensäure [German] [ACD/IUPAC Name]
(2E)-5-[(1S,4aR,6S,8aR)-6-Acetoxy-5,5,8a-trimethyl-2-methylenedecahydro-1-naphthalenyl]-3-methyl-2-pentenoic acid [ACD/IUPAC Name]
2-Pentenoic acid, 5-[(1S,4aR,6S,8aR)-6-(acetyloxy)decahydro-5,5,8a-trimethyl-2-methylene-1-naphthalenyl]-3-methyl-, (2E)- [ACD/Index Name]
Acide (2E)-5-[(1S,4aR,6S,8aR)-6-acétoxy-5,5,8a-triméthyl-2-méthylènedécahydro-1-naphtalényl]-3-méthyl-2-penténoïque [French] [ACD/IUPAC Name]
3-Acetoxy-8(17),13E-labdadien-15-oic acid
63399-37-1 [RN]
MFCD20260590

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

    Density: 1.1±0.1 g/cm3
    Boiling Point: 465.4±45.0 °C at 760 mmHg
    Vapour Pressure: 0.0±2.5 mmHg at 25°C
    Enthalpy of Vaporization: 79.7±6.0 kJ/mol
    Flash Point: 151.2±22.2 °C
    Index of Refraction: 1.514
    Molar Refractivity: 102.5±0.4 cm3
    #H bond acceptors: 4
    #H bond donors: 1
    #Freely Rotating Bonds: 6
    #Rule of 5 Violations: 1
    ACD/LogP: 6.50
    ACD/LogD (pH 5.5): 5.05
    ACD/BCF (pH 5.5): 3075.15
    ACD/KOC (pH 5.5): 7864.50
    ACD/LogD (pH 7.4): 3.33
    ACD/BCF (pH 7.4): 57.90
    ACD/KOC (pH 7.4): 148.06
    Polar Surface Area: 64 Å2
    Polarizability: 40.6±0.5 10-24cm3
    Surface Tension: 39.8±5.0 dyne/cm
    Molar Volume: 340.7±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) =  6.88
    
     Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
        Boiling Pt (deg C):  438.02  (Adapted Stein & Brown method)
        Melting Pt (deg C):  177.48  (Mean or Weighted MP)
        VP(mm Hg,25 deg C):  2.54E-008  (Modified Grain method)
        Subcooled liquid VP: 9.73E-007 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):  0.01733
           log Kow used: 6.88 (estimated)
           no-melting pt equation used
    
     Water Sol Estimate from Fragments:
        Wat Sol (v1.01 est) =  0.03406 mg/L
    
     ECOSAR Class Program (ECOSAR v0.99h):
        Class(es) found:
           Esters-acid
    
     Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
       Bond Method :   2.02E-008  atm-m3/mole
       Group Method:   Incomplete
     Henrys LC [VP/WSol estimate using EPI values]:  6.991E-007 atm-m3/mole
    
     Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
      Log Kow used:  6.88  (KowWin est)
      Log Kaw used:  -6.083  (HenryWin est)
          Log Koa (KOAWIN v1.10 estimate):  12.963
          Log Koa (experimental database):  None
    
     Probability of Rapid Biodegradation (BIOWIN v4.10):
       Biowin1 (Linear Model)         :   0.4540
       Biowin2 (Non-Linear Model)     :   0.2968
     Expert Survey Biodegradation Results:
       Biowin3 (Ultimate Survey Model):   2.4786  (weeks-months)
       Biowin4 (Primary Survey Model) :   3.6324  (days-weeks  )
     MITI Biodegradation Probability:
       Biowin5 (MITI Linear Model)    :   0.5295
       Biowin6 (MITI Non-Linear Model):   0.1233
     Anaerobic Biodegradation Probability:
       Biowin7 (Anaerobic Linear Model): -0.4019
     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):  0.00013 Pa (9.73E-007 mm Hg)
      Log Koa (Koawin est  ): 12.963
       Kp (particle/gas partition coef. (m3/ug)):
           Mackay model           :  0.0231 
           Octanol/air (Koa) model:  2.25 
       Fraction sorbed to airborne particulates (phi):
           Junge-Pankow model     :  0.455 
           Mackay model           :  0.649 
           Octanol/air (Koa) model:  0.994 
    
     Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
       Hydroxyl Radicals Reaction:
          OVERALL OH Rate Constant = 102.2060 E-12 cm3/molecule-sec
          Half-Life =     0.105 Days (12-hr day; 1.5E6 OH/cm3)
          Half-Life =     1.256 Hrs
       Ozone Reaction:
          OVERALL Ozone Rate Constant =     8.593750 E-17 cm3/molecule-sec
          Half-Life =     0.133 Days (at 7E11 mol/cm3)
          Half-Life =      3.200 Hrs
       Fraction sorbed to airborne particulates (phi): 0.552 (Junge,Mackay)
        Note: the sorbed fraction may be resistant to atmospheric oxidation
    
     Soil Adsorption Coefficient (PCKOCWIN v1.66):
          Koc    :  8575
          Log Koc:  3.933 
    
     Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
      Total Kb for pH > 8 at 25 deg C :  3.014E-002  L/mol-sec
      Kb Half-Life at pH 8:     266.184  days   
      Kb Half-Life at pH 7:       7.288  years  
    
     Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
       Log BCF from regression-based method = 1.750 (BCF = 56.23)
           log Kow used: 6.88 (estimated)
    
     Volatilization from Water:
        Henry LC:  2.02E-008 atm-m3/mole  (estimated by Bond SAR Method)
        Half-Life from Model River: 5.519E+004  hours   (2299 days)
        Half-Life from Model Lake : 6.022E+005  hours   (2.509E+004 days)
    
     Removal In Wastewater Treatment:
        Total removal:              93.78  percent
        Total biodegradation:        0.78  percent
        Total sludge adsorption:    93.01  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       0.0186          1.41         1000       
       Water     2.17            900          1000       
       Soil      31.1            1.8e+003     1000       
       Sediment  66.7            8.1e+003     0          
         Persistence Time: 3.11e+003 hr
    
    
    
    
                        

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