ChemSpider 2D Image | (1S,1aR,1bS,4aR,7aS,7bR,8R,9aS)-1-(Acetoxymethyl)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,6,8-trimethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl (2E)-2-methyl-2 -butenoate | C27H36O8

(1S,1aR,1bS,4aR,7aS,7bR,8R,9aS)-1-(Acetoxymethyl)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,6,8-trimethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl (2E)-2-methyl-2 -butenoate

  • Molecular FormulaC27H36O8
  • Average mass488.570 Da
  • Monoisotopic mass488.241028 Da
  • ChemSpider ID4949337

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 8 of 8 defined stereocentres

More details:

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

(1S,1aR,1bS,4aR,7aS,7bR,8R,9aS)-1-(Acetoxymethyl)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,6,8-trimethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl (2E)-2-methyl-2 -butenoate [ACD/IUPAC Name]
(1S,1aR,1bS,4aR,7aS,7bR,8R,9aS)-1-(Acetoxymethyl)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,6,8-trimethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl-(2E)-2-methyl-2 -butenoat [German] [ACD/IUPAC Name]
(2E)-2-Méthyl-2-buténoate de (1S,1aR,1bS,4aR,7aS,7bR,8R,9aS)-1-(acétoxyméthyl)-4a,7b-dihydroxy-3-(hydroxyméthyl)-1,6,8-triméthyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-décahydro-9aH-cyclopropa[3,4]benzo[1,2-e ]azulén-9a-yle [French] [ACD/IUPAC Name]
2-Butenoic acid, 2-methyl-, (1S,1aR,1bS,4aR,7aS,7bR,8R,9aS)-1-[(acetyloxy)methyl]-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,6,8-trimethyl-5-oxo-9aH-cyclopropa[3,4]benz[1,2 -e]azulen-9a-yl ester, (2E)- [ACD/Index Name]
[(1R,2S,6R,10S,11R,12S,13S,15R)-12-(acetyloxymethyl)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,15-trimethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] (E)-2-methylbut-2-enoate
2-BUTENOIC ACID,2-METHYL-,1-[(ACETYLOXY)METHYL]-1,1A,1B,4,4A,5,7A,7B,8,9-DECAHYDRO-4A,7B-DIHYDROXY-3-(HYDROXYMETHYL)-1,6,8-TRIMETHYL-5-OXO-9AH-CYCLOPROPA[3,4]BENZ[1,2-E]AZULEN-9A-YLESTER, [1S-[1A,1AA,1BB,4AB,7AA,7BA,8A,9AA(E)]]- (9CI)
39071-30-2 [RN]
5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a-α,1b-β,4,4a,7a-α,7b,8,9,9a-decahydro-4a-α,7b-α,9a-α-trihydroxy-3-hydroxymethyl-1,6,8-α-trimethyl-1-acetoxymethyl-, 9a-(2-methylbut-2-enoate)
CID 6445666
LS-58500

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

Density: 1.3±0.1 g/cm3
Boiling Point: 628.2±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±4.2 mmHg at 25°C
Enthalpy of Vaporization: 106.5±6.0 kJ/mol
Flash Point: 204.6±25.0 °C
Index of Refraction: 1.591
Molar Refractivity: 126.3±0.4 cm3
#H bond acceptors: 8
#H bond donors: 3
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 0
ACD/LogP: 2.83
ACD/LogD (pH 5.5): 3.28
ACD/BCF (pH 5.5): 183.38
ACD/KOC (pH 5.5): 1451.18
ACD/LogD (pH 7.4): 3.28
ACD/BCF (pH 7.4): 183.36
ACD/KOC (pH 7.4): 1451.02
Polar Surface Area: 130 Å2
Polarizability: 50.1±0.5 10-24cm3
Surface Tension: 57.6±5.0 dyne/cm
Molar Volume: 373.7±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) =  2.85

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  570.58  (Adapted Stein & Brown method)
    Melting Pt (deg C):  245.57  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.49E-016  (Modified Grain method)
    Subcooled liquid VP: 8.61E-014 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):  3.097
       log Kow used: 2.85 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.7185 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.04E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  7.244E-017 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.85  (KowWin est)
  Log Kaw used:  -11.079  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.929
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.2931
   Biowin2 (Non-Linear Model)     :   0.1194
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   1.6889  (recalcitrant)
   Biowin4 (Primary Survey Model) :   3.0942  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7045
   Biowin6 (MITI Non-Linear Model):   0.0965
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -1.1445
 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):  1.15E-011 Pa (8.61E-014 mm Hg)
  Log Koa (Koawin est  ): 13.929
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.61E+005 
       Octanol/air (Koa) model:  20.8 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.999 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 243.5003 E-12 cm3/molecule-sec
      Half-Life =     0.044 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.527 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    57.787498 E-17 cm3/molecule-sec
      Half-Life =     0.020 Days (at 7E11 mol/cm3)
      Half-Life =     28.557 Min
   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    :  221.5
      Log Koc:  2.345 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  4.092E-002  L/mol-sec
  Kb Half-Life at pH 8:     196.054  days   
  Kb Half-Life at pH 7:       5.368  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.497 (BCF = 31.44)
       log Kow used: 2.85 (estimated)

 Volatilization from Water:
    Henry LC:  2.04E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 6.344E+009  hours   (2.643E+008 days)
    Half-Life from Model Lake : 6.921E+010  hours   (2.884E+009 days)

 Removal In Wastewater Treatment:
    Total removal:               4.60  percent
    Total biodegradation:        0.11  percent
    Total sludge adsorption:     4.48  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       0.00465         0.328        1000       
   Water     11.3            4.32e+003    1000       
   Soil      88.5            8.64e+003    1000       
   Sediment  0.219           3.89e+004    0          
     Persistence Time: 3.33e+003 hr

Click to predict properties on the Chemicalize site


Advertisement