ChemSpider 2D Image | (5S,6E,8Z,10E,12E,14S,15S,17Z)-5,14,15-Trihydroxy-6,8,10,12,17-icosapentaenoic acid | C20H30O5

(5S,6E,8Z,10E,12E,14S,15S,17Z)-5,14,15-Trihydroxy-6,8,10,12,17-icosapentaenoic acid

  • Molecular FormulaC20H30O5
  • Average mass350.449 Da
  • Monoisotopic mass350.209320 Da
  • ChemSpider ID4944296
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 3 of 3 defined stereocentres


More details:






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

(5S,6E,8Z,10E,12E,14S,15S,17Z)-5,14,15-Trihydroxy-6,8,10,12,17-icosapentaenoic acid [ACD/IUPAC Name]
(5S,6E,8Z,10E,12E,14S,15S,17Z)-5,14,15-Trihydroxy-6,8,10,12,17-icosapentaensäure [German] [ACD/IUPAC Name]
6,8,10,12,17-Eicosapentaenoic acid, 5,14,15-trihydroxy-, (5S,6E,8Z,10E,12E,14S,15S,17Z)- [ACD/Index Name]
Acide (5S,6E,8Z,10E,12E,14S,15S,17Z)-5,14,15-trihydroxy-6,8,10,12,17-icosapentaénoïque [French] [ACD/IUPAC Name]
5,14,15-Trihydroxy-6,8,10,12,17-eicosapentaenoic acid
6,8,10,12,17-Eicosapentaenoic acid, 5,14,15-trihydroxy-, (5S-(5R*,6E,8Z,10E,12E,14R*,15R*,17Z))-
95851-21-1 [RN]
Lipoxene B
Lipoxin B5

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

Density: 1.1±0.1 g/cm3
Boiling Point: 591.3±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.8 mmHg at 25°C
Enthalpy of Vaporization: 101.2±6.0 kJ/mol
Flash Point: 325.5±26.6 °C
Index of Refraction: 1.555
Molar Refractivity: 101.0±0.3 cm3
#H bond acceptors: 5
#H bond donors: 4
#Freely Rotating Bonds: 13
#Rule of 5 Violations: 0
ACD/LogP: 2.43
ACD/LogD (pH 5.5): 1.31
ACD/BCF (pH 5.5): 3.56
ACD/KOC (pH 5.5): 47.84
ACD/LogD (pH 7.4): -0.49
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 98 Å2
Polarizability: 40.1±0.5 10-24cm3
Surface Tension: 47.7±3.0 dyne/cm
Molar Volume: 315.0±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) =  3.64

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  521.25  (Adapted Stein & Brown method)
    Melting Pt (deg C):  215.49  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  3.59E-014  (Modified Grain method)
    Subcooled liquid VP: 3.84E-012 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):  11.83
       log Kow used: 3.64 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  3470.6 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   1.25E-012  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.399E-015 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.64  (KowWin est)
  Log Kaw used:  -10.292  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.932
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2380
   Biowin2 (Non-Linear Model)     :   0.9796
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.5676  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.3851  (hours-days  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4915
   Biowin6 (MITI Non-Linear Model):   0.2155
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.0790
 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):  5.12E-010 Pa (3.84E-012 mm Hg)
  Log Koa (Koawin est  ): 13.932
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  5.86E+003 
       Octanol/air (Koa) model:  21 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  1 
       Mackay model           :  1 
       Octanol/air (Koa) model:  0.999 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 331.6538 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 339.2538 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =   23.220 Min (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   22.700 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    23.529999 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    30.529999 E-17 cm3/molecule-sec [Trans-]
      Half-Life =    70.133 Min (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =    54.053 Min (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    :  157.5
      Log Koc:  2.197 

 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: 3.64 (estimated)

 Volatilization from Water:
    Henry LC:  1.25E-012 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.768E+008  hours   (3.654E+007 days)
    Half-Life from Model Lake : 9.566E+009  hours   (3.986E+008 days)

 Removal In Wastewater Treatment:
    Total removal:              16.63  percent
    Total biodegradation:        0.21  percent
    Total sludge adsorption:    16.42  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       0.0765          0.466        1000       
   Water     27.2            208          1000       
   Soil      71.7            416          1000       
   Sediment  1.07            1.87e+003    0          
     Persistence Time: 284 hr




                    

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