6-O-[(1-Hydroxy-4-oxo-2,5-cyclohexadien-1-yl)acetyl]-2-O-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-α-D-glucopyranose

Molecular FormulaC₂₃H₂₄O₁₁
Average mass476.430 Da
Monoisotopic mass476.131866 Da
ChemSpider ID9823323

- Double-bond stereo
- 5 of 5 defined stereocentres

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Names and Synonyms

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

6-O-[(1-Hydroxy-4-oxo-2,5-cyclohexadien-1-yl)acetyl]-2-O-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-α-D-glucopyranose [ACD/IUPAC Name]

6-O-[(1-Hydroxy-4-oxo-2,5-cyclohexadien-1-yl)acetyl]-2-O-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-α-D-glucopyranose [German] [ACD/IUPAC Name]

6-O-[2-(1-Hydroxy-4-oxo-2,5-cyclohexadién-1-yl)acétyl]-2-O-[(2E)-3-(4-hydroxyphényl)-2-propenoyl]-α-D-glucopyranose [French] [ACD/IUPAC Name]

α-D-Glucopyranose, 2-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-, 6-[2-(1-hydroxy-4-oxo-2,5-cyclohexadien-1-yl)acetate] [ACD/Index Name]

Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

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

Density:	1.5±0.1 g/cm³
Boiling Point:	767.8±60.0 °C at 760 mmHg
Vapour Pressure:	0.0±2.7 mmHg at 25°C
Enthalpy of Vaporization:	117.3±3.0 kJ/mol
Flash Point:	264.7±26.4 °C
Index of Refraction:	1.663
Molar Refractivity:	114.3±0.4 cm³
#H bond acceptors:	11
#H bond donors:	5
#Freely Rotating Bonds:	9
#Rule of 5 Violations:	2

ACD/LogP:	1.10
ACD/LogD (pH 5.5):	-0.02
ACD/BCF (pH 5.5):	1.00
ACD/KOC (pH 5.5):	23.32
ACD/LogD (pH 7.4):	-0.02
ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 7.4):	23.19
Polar Surface Area:	180 Å²
Polarizability:	45.3±0.5 10^-24cm³
Surface Tension:	84.1±5.0 dyne/cm
Molar Volume:	308.6±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) =  -1.93

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  652.41  (Adapted Stein & Brown method)
    Melting Pt (deg C):  283.79  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.91E-019  (Modified Grain method)
    Subcooled liquid VP: 1.4E-016 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):  1.728e+005
       log Kow used: -1.93 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.50E-028  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.929E-025 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.93  (KowWin est)
  Log Kaw used:  -25.513  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  23.583
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9366
   Biowin2 (Non-Linear Model)     :   0.9552
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7197  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.8609  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.9477
   Biowin6 (MITI Non-Linear Model):   0.3001
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.1018
 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):  1.87E-014 Pa (1.4E-016 mm Hg)
  Log Koa (Koawin est  ): 23.583
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.61E+008 
       Octanol/air (Koa) model:  9.4E+010 
   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 = 171.3615 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 174.0215 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.749 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.738 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.400000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =     2.450000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    19.646 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    11.226 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   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]:
  Total Kb for pH > 8 at 25 deg C :  1.685E-002  L/mol-sec
  Kb Half-Life at pH 8:       1.304  years  
  Kb Half-Life at pH 7:      13.037  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -1.93 (estimated)

 Volatilization from Water:
    Henry LC:  7.5E-028 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.704E+024  hours   (7.1E+022 days)
    Half-Life from Model Lake : 1.859E+025  hours   (7.745E+023 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  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       1.37e-010       1.39         1000       
   Water     46.5            900          1000       
   Soil      53.5            1.8e+003     1000       
   Sediment  0.0892          8.1e+003     0          
     Persistence Time: 973 hr

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6-O-[(1-Hydroxy-4-oxo-2,5-cyclohexadien-1-yl)acetyl]-2-O-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-α-D-glucopyranose

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