ChemSpider 2D Image | (E,E)-Piperic Acid | C12H10O4

(E,E)-Piperic Acid

  • Molecular FormulaC12H10O4
  • Average mass218.205 Da
  • Monoisotopic mass218.057907 Da
  • ChemSpider ID4521337
  • Double-bond stereo - Double-bond stereo


More details:



Featured data source



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(E,E)-Piperic Acid
(2E,4E)-5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoic acid [ACD/IUPAC Name]
(2E,4E)-5-(1,3-Benzodioxol-5-yl)-2,4-pentadiensäure [German] [ACD/IUPAC Name]
(2E,4E)-5-(1,3-Benzodioxol-5-yl)penta-2,4-dienoic acid
2,4-Pentadienoic acid, 5-(1,3-benzodioxol-5-yl)-, (2E,4E)- [ACD/Index Name]
226-118-4 [EINECS]
5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoic Acid
5285-18-7 [RN]
Acide (2E,4E)-5-(1,3-benzodioxol-5-yl)-2,4-pentadiénoïque [French] [ACD/IUPAC Name]
GFG3FLA9UR
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AI3-41572 [DBID]
AIDS336001 [DBID]
AIDS-336001 [DBID]
CHEBI:37316 [DBID]
NCI60_000669 [DBID]
NCIStruc1_000766 [DBID]
NCIStruc2_000859 [DBID]
NSC 129538 [DBID]
NSC129538 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      A monocarboxylic acid that is (<stereo>E</stereo>)-penta-2,4-dienoic acid substituted by a 1,3-benzodioxol-5-yl group at position 5. It has been isolated from black pepper (<ital>Piper nigrum</ital>). ChEBI CHEBI:37316
    • Compound Source:

      Semisynthesis Susan Richardson [Structure found on ChemSpider, confirmed from ChEMBL.]
  • Gas Chromatography

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.3±0.1 g/cm3
Boiling Point: 427.9±24.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 72.0±3.0 kJ/mol
Flash Point: 171.5±16.4 °C
Index of Refraction: 1.647
Molar Refractivity: 59.2±0.3 cm3
#H bond acceptors: 4
#H bond donors: 1
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 2.33
ACD/LogD (pH 5.5): 1.09
ACD/BCF (pH 5.5): 2.10
ACD/KOC (pH 5.5): 27.70
ACD/LogD (pH 7.4): -0.70
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 56 Å2
Polarizability: 23.5±0.5 10-24cm3
Surface Tension: 60.5±3.0 dyne/cm
Molar Volume: 162.8±3.0 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) =  2.90

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  368.90  (Adapted Stein & Brown method)
    Melting Pt (deg C):  133.57  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.43E-007  (Modified Grain method)
    MP  (exp database):  215 deg C
    Subcooled liquid VP: 4.68E-005 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):  291.7
       log Kow used: 2.90 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  19.338 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.90E-011  atm-m3/mole
   Group Method:   1.17E-008  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  4.360E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  2.90  (KowWin est)
  Log Kaw used:  -9.110  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.010
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9802
   Biowin2 (Non-Linear Model)     :   0.9936
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9653  (weeks       )
   Biowin4 (Primary Survey Model) :   4.0727  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.7037
   Biowin6 (MITI Non-Linear Model):   0.6720
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.6785
 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):  0.00624 Pa (4.68E-005 mm Hg)
  Log Koa (Koawin est  ): 12.010
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000481 
       Octanol/air (Koa) model:  0.251 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0171 
       Mackay model           :  0.037 
       Octanol/air (Koa) model:  0.953 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  69.8958 E-12 cm3/molecule-sec
      Half-Life =     0.153 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.836 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     9.720000 E-17 cm3/molecule-sec
      Half-Life =     0.118 Days (at 7E11 mol/cm3)
      Half-Life =      2.830 Hrs
   Fraction sorbed to airborne particulates (phi): 0.0271 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  51.17
      Log Koc:  1.709 

 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: 2.90 (estimated)

 Volatilization from Water:
    Henry LC:  1.17E-008 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 7.392E+004  hours   (3080 days)
    Half-Life from Model Lake : 8.065E+005  hours   (3.361E+004 days)

 Removal In Wastewater Treatment:
    Total removal:               4.93  percent
    Total biodegradation:        0.12  percent
    Total sludge adsorption:     4.81  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       0.0967          1.6          1000       
   Water     22.2            360          1000       
   Soil      77.4            720          1000       
   Sediment  0.308           3.24e+003    0          
     Persistence Time: 548 hr




                    

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