ChemSpider 2D Image | Chlorogenic acid | C16H18O9

Chlorogenic acid

  • Molecular FormulaC16H18O9
  • Average mass354.309 Da
  • Monoisotopic mass354.095093 Da
  • ChemSpider ID1405788
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 4 of 4 defined stereocentres


More details:



Featured data source



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

(1S,3R,4R,5R)-3-[(E)-3-(3,4-DIHYDROXY-PHENYL)-ACRYLOYLOXY]-1,4,5-TRIHYDROXY-CYCLOHEXANECARBOXYLIC ACID
(1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]oxy}-1,4,5-trihydroxycyclohexancarbonsäure [German] [ACD/IUPAC Name]
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylic acid [ACD/IUPAC Name]
(1S,3R,4R,5R)-3-{[(2E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylic acid
202650-88-2 [RN]
206-325-6 [EINECS]
3-(3,4-Dihydroxycinnamoyl)quinic acid
327-97-9 [RN]
3-O-Caffeoylquinic acid
More...

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

318ADP12RI [DBID]
25700_FLUKA [DBID]
327-97-9 202650-88-2 [DBID]
AIDS012116 [DBID]
AIDS-012116 [DBID]
bmse000387 [DBID]
C00852 [DBID]
C12209 [DBID]
C3878_SIGMA [DBID]
CCRIS 1400 [DBID]
More...

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

    Density: 1.7±0.1 g/cm3
    Boiling Point: 665.0±55.0 °C at 760 mmHg
    Vapour Pressure: 0.0±2.1 mmHg at 25°C
    Enthalpy of Vaporization: 102.7±3.0 kJ/mol
    Flash Point: 245.5±25.0 °C
    Index of Refraction: 1.690
    Molar Refractivity: 82.0±0.4 cm3
    #H bond acceptors: 9
    #H bond donors: 6
    #Freely Rotating Bonds: 5
    #Rule of 5 Violations: 1
    ACD/LogP: -0.36
    ACD/LogD (pH 5.5): -2.48
    ACD/BCF (pH 5.5): 1.00
    ACD/KOC (pH 5.5): 1.00
    ACD/LogD (pH 7.4): -3.91
    ACD/BCF (pH 7.4): 1.00
    ACD/KOC (pH 7.4): 1.00
    Polar Surface Area: 165 Å2
    Polarizability: 32.5±0.5 10-24cm3
    Surface Tension: 102.0±5.0 dyne/cm
    Molar Volume: 214.5±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) =  -1.01
    
     Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
        Boiling Pt (deg C):  575.43  (Adapted Stein & Brown method)
        Melting Pt (deg C):  247.83  (Mean or Weighted MP)
        VP(mm Hg,25 deg C):  2.25E-016  (Modified Grain method)
        Subcooled liquid VP: 5.91E-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):  4.047e+005
           log Kow used: -1.01 (estimated)
           no-melting pt equation used
         Water Sol (Exper. database match) =  4e+004 mg/L (25 deg C)
            Exper. Ref:  MERCK INDEX (1996)
    
     Water Sol Estimate from Fragments:
        Wat Sol (v1.01 est) =  1e+006 mg/L
        Wat Sol (Exper. database match) =  40000.00
           Exper. Ref:  MERCK INDEX (1996)
    
     ECOSAR Class Program (ECOSAR v0.99h):
        Class(es) found:
           Acrylates-acid
           Phenols-acid
    
     Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
       Bond Method :   1.26E-022  atm-m3/mole
       Group Method:   Incomplete
     Henrys LC [VP/WSol estimate using EPI values]:  2.592E-022 atm-m3/mole
    
     Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
      Log Kow used:  -1.01  (KowWin est)
      Log Kaw used:  -20.288  (HenryWin est)
          Log Koa (KOAWIN v1.10 estimate):  19.278
          Log Koa (experimental database):  None
    
     Probability of Rapid Biodegradation (BIOWIN v4.10):
       Biowin1 (Linear Model)         :   1.1909
       Biowin2 (Non-Linear Model)     :   0.9935
     Expert Survey Biodegradation Results:
       Biowin3 (Ultimate Survey Model):   3.1416  (weeks       )
       Biowin4 (Primary Survey Model) :   4.1359  (days        )
     MITI Biodegradation Probability:
       Biowin5 (MITI Linear Model)    :   0.8151
       Biowin6 (MITI Non-Linear Model):   0.4413
     Anaerobic Biodegradation Probability:
       Biowin7 (Anaerobic Linear Model):  0.7324
     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):  7.88E-012 Pa (5.91E-014 mm Hg)
      Log Koa (Koawin est  ): 19.278
       Kp (particle/gas partition coef. (m3/ug)):
           Mackay model           :  3.81E+005 
           Octanol/air (Koa) model:  4.66E+006 
       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 =  76.5027 E-12 cm3/molecule-sec [Cis-isomer]
          OVERALL OH Rate Constant =  79.1628 E-12 cm3/molecule-sec [Trans-isomer]
          Half-Life =    1.678 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
          Half-Life =    1.621 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
       Ozone Reaction:
          OVERALL Ozone Rate Constant =     1.050000 E-17 cm3/molecule-sec [Cis-]
          OVERALL Ozone Rate Constant =     2.100000 E-17 cm3/molecule-sec [Trans-]
          Half-Life =     1.091 Days (at 7E11 mol/cm3) [Cis-isomer]
          Half-Life =    13.097 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 :  2.826E-003  L/mol-sec
      Kb Half-Life at pH 8:       7.773  years  
      Kb Half-Life at pH 7:      77.731  years  
    
     Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
       Log BCF from regression-based method = 0.500 (BCF = 3.162)
           log Kow used: -1.01 (estimated)
    
     Volatilization from Water:
        Henry LC:  1.26E-022 atm-m3/mole  (estimated by Bond SAR Method)
        Half-Life from Model River: 8.747E+018  hours   (3.644E+017 days)
        Half-Life from Model Lake : 9.542E+019  hours   (3.976E+018 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       7.43e-008       2.97         1000       
       Water     39              360          1000       
       Soil      61              720          1000       
       Sediment  0.0713          3.24e+003    0          
         Persistence Time: 579 hr
    
    
    
    
                        

    Click to predict properties on the Chemicalize site






    Advertisement