ChemSpider 2D Image | (2Z)-3-{(2R,3S)-3-[(5S)-5-(beta-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-yl]-5-methyl-3,6-dihydro-2H-pyran-2-yl}-2-methylacrylic acid | C25H38O9

(2Z)-3-{(2R,3S)-3-[(5S)-5-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-yl]-5-methyl-3,6-dihydro-2H-pyran-2-yl}-2-methylacrylic acid

  • Molecular FormulaC25H38O9
  • Average mass482.564 Da
  • Monoisotopic mass482.251587 Da
  • ChemSpider ID17613888

  • 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

(2Z)-3-{(2R,3S)-3-[(5S)-5-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-yl]-5-methyl-3,6-dihydro-2H-pyran-2-yl}-2-methylacrylic acid [ACD/IUPAC Name]
(2Z)-3-{(2R,3S)-3-[(5S)-5-(β-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-yl]-5-methyl-3,6-dihydro-2H-pyran-2-yl}-2-methylacrylsäure [German] [ACD/IUPAC Name]
(2Z)-3-{(2R,3S)-3-[(5S)-5-(β-D-glucopyranosyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]-5-methyl-3,6-dihydro-2H-pyran-2-yl}-2-methylprop-2-enoic acid
2-Propenoic acid, 3-[(2R,3S)-3-[(5S)-5-(β-D-glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexen-1-yl]-3,6-dihydro-5-methyl-2H-pyran-2-yl]-2-methyl-, (2Z)- [ACD/Index Name]
Acide (2Z)-3-{(2R,3S)-3-[(5S)-5-(β-D-glucopyranosyloxy)-2,6,6-triméthyl-1-cyclohexén-1-yl]-5-méthyl-3,6-dihydro-2H-pyran-2-yl}-2-méthylacrylique [French] [ACD/IUPAC Name]
(-)-(4R,5S,2Z)-5-[(5S)-5-O-β-D-glucopyranosyloxy-2,6,6-trimethylcyclohexen-1-yl]-4,8-epoxy-2,7-dimethyl-δ 2,6-octadienoic acid

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

Density: 1.3±0.1 g/cm3
Boiling Point: 680.6±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±4.8 mmHg at 25°C
Enthalpy of Vaporization: 114.2±6.0 kJ/mol
Flash Point: 225.1±25.0 °C
Index of Refraction: 1.585
Molar Refractivity: 123.3±0.4 cm3
#H bond acceptors: 9
#H bond donors: 5
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 1
ACD/LogP: 1.75
ACD/LogD (pH 5.5): 0.88
ACD/BCF (pH 5.5): 1.53
ACD/KOC (pH 5.5): 23.30
ACD/LogD (pH 7.4): -0.92
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 146 Å2
Polarizability: 48.9±0.5 10-24cm3
Surface Tension: 59.4±5.0 dyne/cm
Molar Volume: 368.3±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) =  2.87

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  657.02  (Adapted Stein & Brown method)
    Melting Pt (deg C):  285.95  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.24E-019  (Modified Grain method)
    Subcooled liquid VP: 9.7E-017 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):  8.202
       log Kow used: 2.87 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  5.6439e+005 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Vinyl/Allyl Ethers-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.73E-020  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  9.600E-021 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.87  (KowWin est)
  Log Kaw used:  -18.150  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  21.020
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :  -0.0006
   Biowin2 (Non-Linear Model)     :   0.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8991  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8722  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3968
   Biowin6 (MITI Non-Linear Model):   0.0027
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.1154
 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):  1.29E-014 Pa (9.7E-017 mm Hg)
  Log Koa (Koawin est  ): 21.020
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  2.32E+008 
       Octanol/air (Koa) model:  2.57E+008 
   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 = 333.7183 E-12 cm3/molecule-sec
      Half-Life =     0.032 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    23.077 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    98.453125 E-17 cm3/molecule-sec
      Half-Life =     0.012 Days (at 7E11 mol/cm3)
      Half-Life =     16.762 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    :  10
      Log Koc:  1.000 

 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 = 0.500 (BCF = 3.162)
       log Kow used: 2.87 (estimated)

 Volatilization from Water:
    Henry LC:  1.73E-020 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 7.435E+016  hours   (3.098E+015 days)
    Half-Life from Model Lake :  8.11E+017  hours   (3.379E+016 days)

 Removal In Wastewater Treatment:
    Total removal:               4.73  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     4.61  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       0.00458         0.205        1000       
   Water     19              360          1000       
   Soil      80.7            720          1000       
   Sediment  0.25            3.24e+003    0          
     Persistence Time: 671 hr

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