ChemSpider 2D Image | Leukotriene A4 | C20H30O3

Leukotriene A4

  • Molecular FormulaC20H30O3
  • Average mass318.450 Da
  • Monoisotopic mass318.219482 Da
  • ChemSpider ID4444074
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 2 of 2 defined stereocentres


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Featured data source



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[2S-[2a,3b(1E,3E,5Z,8Z)]]-3-(1,3,5,8-Tetradecatetraenyl)oxiranebutanoic Acid
2-Oxiranebutanoic acid, 3-[(1E,3E,5Z,8Z)-1,3,5,8-tetradecatetraen-1-yl]-, (2S,3S)- [ACD/Index Name]
4-{(2S,3S)-3-[(1E,3E,5Z,8Z)-1,3,5,8-Tetradecatetraen-1-yl]-2-oxiranyl}butanoic acid [ACD/IUPAC Name]
4-{(2S,3S)-3-[(1E,3E,5Z,8Z)-1,3,5,8-Tetradecatetraen-1-yl]-2-oxiranyl}butansäure [German] [ACD/IUPAC Name]
4-{(2S,3S)-3-[(1E,3E,5Z,8Z)-Tetradeca-1,3,5,8-tetraen-1-yl]oxiran-2-yl}butanoic acid
72059-45-1 [RN]
7Y7MPZ6563
Acide 4-{(2S,3S)-3-[(1E,3E,5Z,8Z)-1,3,5,8-tétradécatétraén-1-yl]-2-oxiranyl}butanoïque [French] [ACD/IUPAC Name]
Leukotriene A
Leukotriene A4 [Wiki]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

CHEBI:15651 [DBID]
C00909 [DBID]
LMFA03020023 [DBID]
  • Miscellaneous
    • Chemical Class:

      A leukotriene that is the (5<stereo>S</stereo>,6<stereo>S</stereo>)-epoxy derivative of (7<stereo>E</stereo>,9<stereo>E</stereo>,11<stereo>Z</stereo>,14<stereo>Z</stereo>)-icosa-7,9,11,14-tetraenoic a cid. ChEBI CHEBI:15651

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

Density: 1.0±0.1 g/cm3
Boiling Point: 484.3±25.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.6 mmHg at 25°C
Enthalpy of Vaporization: 82.1±6.0 kJ/mol
Flash Point: 165.1±16.7 °C
Index of Refraction: 1.549
Molar Refractivity: 97.9±0.3 cm3
#H bond acceptors: 3
#H bond donors: 1
#Freely Rotating Bonds: 13
#Rule of 5 Violations: 1
ACD/LogP: 5.05
ACD/LogD (pH 5.5): 4.43
ACD/BCF (pH 5.5): 871.27
ACD/KOC (pH 5.5): 2608.04
ACD/LogD (pH 7.4): 2.63
ACD/BCF (pH 7.4): 13.94
ACD/KOC (pH 7.4): 41.72
Polar Surface Area: 50 Å2
Polarizability: 38.8±0.5 10-24cm3
Surface Tension: 41.7±3.0 dyne/cm
Molar Volume: 307.8±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) =  6.55

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  432.90  (Adapted Stein & Brown method)
    Melting Pt (deg C):  159.97  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  5.38E-008  (Modified Grain method)
    Subcooled liquid VP: 1.3E-006 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):  0.06046
       log Kow used: 6.55 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.4134 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Epoxides-acid
       Surfactants-anionic-acid
       Vinyl/Allyl Ethers-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.39E-008  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.729E-007 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.55  (KowWin est)
  Log Kaw used:  -5.746  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  12.296
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4297
   Biowin2 (Non-Linear Model)     :   0.0790
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1497  (weeks       )
   Biowin4 (Primary Survey Model) :   4.0332  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4175
   Biowin6 (MITI Non-Linear Model):   0.0983
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.0669
 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):  0.000173 Pa (1.3E-006 mm Hg)
  Log Koa (Koawin est  ): 12.296
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0173 
       Octanol/air (Koa) model:  0.485 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.385 
       Mackay model           :  0.581 
       Octanol/air (Koa) model:  0.975 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 236.1219 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 250.1819 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.544 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =    0.513 Hrs (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    18.833750 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    26.402500 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     1.460 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     1.042 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.483 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  3824
      Log Koc:  3.582 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
  Total Ka (acid-catalyzed) at 25 deg C :  4.853E+005  L/mol-sec [cis-isomer]
  Total Ka (acid-catalyzed) at 25 deg C :  1.138E+005  L/mol-sec [trans-isomer]
  Ka Half-Life at pH 7:      14.282  seconds  [cis-isomer]
  Ka Half-Life at pH 7:       1.015  minutes  [trans-isomer]
 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 1.750 (BCF = 56.23)
       log Kow used: 6.55 (estimated)

 Volatilization from Water:
    Henry LC:  4.39E-008 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  2.38E+004  hours   (991.7 days)
    Half-Life from Model Lake : 2.598E+005  hours   (1.083E+004 days)

 Removal In Wastewater Treatment:
    Total removal:              93.50  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    92.72  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       0.0251          0.623        1000       
   Water     4.97            360          1000       
   Soil      31.5            720          1000       
   Sediment  63.5            3.24e+003    0          
     Persistence Time: 1.14e+003 hr




                    

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