ChemSpider 2D Image | 3,4,4-Trihydroxy-2-oxo-3-butenoic acid | C4H4O6

3,4,4-Trihydroxy-2-oxo-3-butenoic acid

  • Molecular FormulaC4H4O6
  • Average mass148.071 Da
  • Monoisotopic mass148.000793 Da
  • ChemSpider ID8299

More details:

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

3,4,4-Trihydroxy-2-oxo-3-butenoic acid [ACD/IUPAC Name]
3,4,4-Trihydroxy-2-oxo-3-butensäure [German] [ACD/IUPAC Name]
3-Butenoic acid, 3,4,4-trihydroxy-2-oxo- [ACD/Index Name]
Acide 3,4,4-trihydroxy-2-oxo-3-buténoïque [French] [ACD/IUPAC Name]
(2E)-2,3-Dihydroxybut-2-enedioic acid
133-38-0 [RN]
2,3-dihydroxyfumaric acid

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

AIDS014710 [DBID]
AIDS-014710 [DBID]
BRN 1724790 [DBID]
C00975 [DBID]
NSC 20941 [DBID]
NSC 30238 [DBID]
NSC20941 [DBID]
NSC30238 [DBID]
NSC524920 [DBID]

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

Density: 2.1±0.1 g/cm3
Boiling Point: 308.6±42.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.4 mmHg at 25°C
Enthalpy of Vaporization: 60.4±6.0 kJ/mol
Flash Point: 154.7±24.4 °C
Index of Refraction: 1.658
Molar Refractivity: 26.5±0.3 cm3
#H bond acceptors: 6
#H bond donors: 4
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: -2.07
ACD/LogD (pH 5.5): -5.17
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -5.83
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 115 Å2
Polarizability: 10.5±0.5 10-24cm3
Surface Tension: 140.3±3.0 dyne/cm
Molar Volume: 72.0±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) =  -2.49

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  395.46  (Adapted Stein & Brown method)
    Melting Pt (deg C):  143.35  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.9E-009  (Modified Grain method)
    Subcooled liquid VP: 4.57E-008 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):  1e+006
       log Kow used: -2.49 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  7.4348e+005 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.20E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.650E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -2.49  (KowWin est)
  Log Kaw used:  -8.309  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  5.819
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2259
   Biowin2 (Non-Linear Model)     :   0.9926
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.7165  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.4080  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.9362
   Biowin6 (MITI Non-Linear Model):   0.9167
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.4211
 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):  6.09E-006 Pa (4.57E-008 mm Hg)
  Log Koa (Koawin est  ): 5.819
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.492 
       Octanol/air (Koa) model:  1.62E-007 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.947 
       Mackay model           :  0.975 
       Octanol/air (Koa) model:  1.29E-005 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  39.4400 E-12 cm3/molecule-sec
      Half-Life =     0.271 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     3.254 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.175000 E-17 cm3/molecule-sec
      Half-Life =     6.549 Days (at 7E11 mol/cm3)
   Fraction sorbed to airborne particulates (phi): 0.961 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1
      Log Koc:  0.000 

 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: -2.49 (estimated)

 Volatilization from Water:
    Henry LC:  1.2E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 5.937E+006  hours   (2.474E+005 days)
    Half-Life from Model Lake : 6.477E+007  hours   (2.699E+006 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       0.0836          6.25         1000       
   Water     35.1            208          1000       
   Soil      64.8            416          1000       
   Sediment  0.0607          1.87e+003    0          
     Persistence Time: 371 hr


Click to predict properties on the Chemicalize site

Feedback Form