ChemSpider 2D Image | Zearalenone | C18H22O5

Zearalenone

  • Molecular FormulaC18H22O5
  • Average mass318.364 Da
  • Monoisotopic mass318.146729 Da
  • ChemSpider ID4444897
  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 1 of 1 defined stereocentres


More details:



Featured data source



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

(-)-Zearalenone
(3S,11E)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecin-1,7(8H)-dion [German] [ACD/IUPAC Name]
(3S,11E)-14,16-Dihydroxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione [ACD/IUPAC Name]
(3S,11E)-14,16-Dihydroxy-3-méthyl-3,4,5,6,9,10-hexahydro-1H-2-benzoxacyclotétradécine-1,7(8H)-dione [French] [ACD/IUPAC Name]
(S)-(-)-Zearalenone
(S)-Zearalenone
17924-92-4 [RN]
1H-2-Benzoxacyclotetradecin-1,7(8H)-dione, 3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-, (3S,11E)- [ACD/Index Name]
6-(10-Hydroxy-6-oxo-trans-1-undecenyl)-b-resorcylic Acid Lactone
Zearalenone [Wiki]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

34126_RIEDEL [DBID]
46916U_SUPELCO [DBID]
AIDS181736 [DBID]
AIDS-181736 [DBID]
C09981 [DBID]
KBio3_002986 [DBID]
MLS000028817 [DBID]
MLS000097901 [DBID]
NCGC00090809-01 [DBID]
NCGC00090809-02 [DBID]
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  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Therapeutical Effect:

      estrogen ChemMine
    • Compound Source:

      Fusarium spp and Gibberella zeae ChemMine
    • Bio Activity:

      Estrogen receptor ligand; mycotoxin Tocris Bioscience 3975
      Mycotoxin produced by several species of Fusarium fungi. Binds to the estrogen receptor (ER) (IC50 values are 166 and 240 nM for ER? and ER? respectively) and stimulates the transcriptional activity o f both subtypes at concentrations between 1 - 10 nM. Also stimulates growth of T47D breast cancer cells. Tocris Bioscience 3975
  • Gas Chromatography
    • Retention Index (Normal Alkane):

      2867 (Program type: Ramp; Column cl... (show more) ass: Semi-standard non-polar; Column diameter: 125 um; Column length: 18 m; Column type: Capillary; Heat rate: 4 K/min; Start T: 150 C; End T: 270 C; CAS no: 18695288; Active phase: SE-52; Carrier gas: H2; Data type: Normal alkane RI; Authors: Bata, A.; Vanyi, A.; Lasztity, R.; Galacz, J., Determination of trichothecene toxins in foods and feeds, J. Chromatogr., 286, 1984, 357-362.) NIST Spectra nist ri

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

Density: 1.2±0.1 g/cm3
Boiling Point: 600.4±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.8 mmHg at 25°C
Enthalpy of Vaporization: 92.7±3.0 kJ/mol
Flash Point: 219.5±25.0 °C
Index of Refraction: 1.539
Molar Refractivity: 85.3±0.3 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 3.83
ACD/LogD (pH 5.5): 3.96
ACD/BCF (pH 5.5): 598.16
ACD/KOC (pH 5.5): 3370.72
ACD/LogD (pH 7.4): 3.66
ACD/BCF (pH 7.4): 300.77
ACD/KOC (pH 7.4): 1694.88
Polar Surface Area: 84 Å2
Polarizability: 33.8±0.5 10-24cm3
Surface Tension: 43.6±3.0 dyne/cm
Molar Volume: 272.4±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) =  3.58

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  510.12  (Adapted Stein & Brown method)
    Melting Pt (deg C):  217.32  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.07E-011  (Modified Grain method)
    MP  (exp database):  164.5 deg C
    Subcooled liquid VP: 2.93E-010 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):  31.76
       log Kow used: 3.58 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  209.3 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Esters
       Phenols
       Salicylates

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.65E-013  atm-m3/mole
   Group Method:   2.28E-017  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  1.411E-013 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  3.58  (KowWin est)
  Log Kaw used:  -10.721  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.301
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0086
   Biowin2 (Non-Linear Model)     :   0.9808
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.7261  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.6745  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5149
   Biowin6 (MITI Non-Linear Model):   0.3095
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.3206
 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):  3.91E-008 Pa (2.93E-010 mm Hg)
  Log Koa (Koawin est  ): 14.301
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  76.8 
       Octanol/air (Koa) model:  49.1 
   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 =  73.9111 E-12 cm3/molecule-sec
      Half-Life =     0.145 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.737 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    13.650000 E-17 cm3/molecule-sec
      Half-Life =     0.084 Days (at 7E11 mol/cm3)
      Half-Life =      2.015 Hrs
   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    :  7931
      Log Koc:  3.899 

 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 = 2.058 (BCF = 114.4)
       log Kow used: 3.58 (estimated)

 Volatilization from Water:
    Henry LC:  4.65E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 2.247E+009  hours   (9.361E+007 days)
    Half-Life from Model Lake : 2.451E+010  hours   (1.021E+009 days)

 Removal In Wastewater Treatment:
    Total removal:              14.98  percent
    Total biodegradation:        0.20  percent
    Total sludge adsorption:    14.78  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       0.00339         1.28         1000       
   Water     11.9            900          1000       
   Soil      87.1            1.8e+003     1000       
   Sediment  1.04            8.1e+003     0          
     Persistence Time: 1.77e+003 hr




                    

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