ChemSpider 2D Image | (3R,4R,5R)-5-({3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoyl}oxy)-3,4-dihydroxy-1-cyclohexene-1-carboxylic acid | C21H18O13

(3R,4R,5R)-5-({3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoyl}oxy)-3,4-dihydroxy-1-cyclohexene-1-carboxylic acid

  • Molecular FormulaC21H18O13
  • Average mass478.360 Da
  • Monoisotopic mass478.074738 Da
  • ChemSpider ID417245

  • defined stereocentres - 3 of 3 defined stereocentres

More details:

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

(3R,4R,5R)-5-({3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoyl}oxy)-3,4-dihydroxy-1-cyclohexen-1-carbonsäure [German] [ACD/IUPAC Name]
(3R,4R,5R)-5-({3,4-Dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoyl}oxy)-3,4-dihydroxy-1-cyclohexene-1-carboxylic acid [ACD/IUPAC Name]
(3R,4R,5R)-5-({3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoyl}oxy)-3,4-dihydroxycyclohex-1-ene-1-carboxylic acid
Acide (3R,4R,5R)-5-({3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoyl}oxy)-3,4-dihydroxy-1-cyclohexène-1-carboxylique [French] [ACD/IUPAC Name]
Benzoic acid, 3,4,5-trihydroxy-, 5-[[[(1R,5R,6R)-3-carboxy-5,6-dihydroxy-3-cyclohexen-1-yl]oxy]carbonyl]-2,3-dihydroxyphenyl ester [ACD/Index Name]
3-O-Digalloylshikimic acid
5-[3,4-dihydroxy-5-(3,4,5-trihydroxyphenylcarbonyloxy)phenylcarbonyloxy]-3,4-dihydroxy-(3R,4R,5R)-1-cyclohexene-1-carboxylic acid
5-[3,4-dihydroxy-5-(3,4,5-trihydroxyphenylcarbonyloxy)phenylcarbonyloxy]-3,4-dihydroxy-1-cyclohexene-1-carboxylic acid
95719-52-1 [RN]
Benzoic acid, 3,4(or 3,5)-dihydroxy-5(or 4)-[(3,4,5-trihydroxybenzoyl)oxy]-, 3-carboxy-5,6-dihydroxy-3-cyclohexen-1-yl ester, [1R-(1α,5β,6β)]-

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

AIDS085640 [DBID]
AIDS-085640 [DBID]

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

Density: 1.9±0.1 g/cm3
Boiling Point: 901.1±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.3 mmHg at 25°C
Enthalpy of Vaporization: 137.2±3.0 kJ/mol
Flash Point: 315.5±27.8 °C
Index of Refraction: 1.790
Molar Refractivity: 106.8±0.4 cm3
#H bond acceptors: 13
#H bond donors: 8
#Freely Rotating Bonds: 7
#Rule of 5 Violations: 2
ACD/LogP: 1.91
ACD/LogD (pH 5.5): -0.38
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 3.37
ACD/LogD (pH 7.4): -3.44
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 232 Å2
Polarizability: 42.3±0.5 10-24cm3
Surface Tension: 140.6±5.0 dyne/cm
Molar Volume: 252.1±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) =  -0.40

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  734.04  (Adapted Stein & Brown method)
    Melting Pt (deg C):  321.92  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.46E-022  (Modified Grain method)
    Subcooled liquid VP: 1.22E-018 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):  2.058e+004
       log Kow used: -0.40 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  301.1 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.01E-038  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.670E-026 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.40  (KowWin est)
  Log Kaw used:  -36.384  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  35.984
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.8374
   Biowin2 (Non-Linear Model)     :   1.0000
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.3889  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.4584  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.8972
   Biowin6 (MITI Non-Linear Model):   0.3894
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.5788
 Ready Biodegradability Prediction:   YES

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  1.63E-016 Pa (1.22E-018 mm Hg)
  Log Koa (Koawin est  ): 35.984
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  1.84E+010 
       Octanol/air (Koa) model:  2.37E+023 
   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 = 231.6531 E-12 cm3/molecule-sec
      Half-Life =     0.046 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.554 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     7.393750 E-17 cm3/molecule-sec
      Half-Life =     0.155 Days (at 7E11 mol/cm3)
      Half-Life =      3.720 Hrs
   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    :  45.8
      Log Koc:  1.661 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Kb for pH > 8 at 25 deg C :  3.879E-001  L/mol-sec
  Kb Half-Life at pH 8:      20.681  days   
  Kb Half-Life at pH 7:     206.809  days   

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -0.40 (estimated)

 Volatilization from Water:
    Henry LC:  1.01E-038 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.268E+035  hours   (5.283E+033 days)
    Half-Life from Model Lake : 1.383E+036  hours   (5.763E+034 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.76  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       6.78e-019       0.854        1000       
   Water     34.3            208          1000       
   Soil      65.6            416          1000       
   Sediment  0.0596          1.87e+003    0          
     Persistence Time: 388 hr

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