ChemSpider 2D Image | Citrinin | C13H14O5

Citrinin

  • Molecular FormulaC13H14O5
  • Average mass250.247 Da
  • Monoisotopic mass250.084122 Da
  • ChemSpider ID190011

  • defined stereocentres - 2 of 2 defined stereocentres

More details:

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

(3R,4S)-7-(Dihydroxymethylen)-3,4,5-trimethyl-3H-isochromen-6,8(4H,7H)-dion [German] [ACD/IUPAC Name]
(3R,4S)-7-(Dihydroxymethylene)-3,4,5-trimethyl-3H-isochromene-6,8(4H,7H)-dione [ACD/IUPAC Name]
(3R,4S)-7-(Dihydroxyméthylène)-3,4,5-triméthyl-3H-isochromène-6,8(4H,7H)-dione [French] [ACD/IUPAC Name]
3H-2-Benzopyran-6,8(4H,7H)-dione, 7-(dihydroxymethylene)-3,4,5-trimethyl-, (3R,4S)- [ACD/Index Name]
Citrinin [Wiki]
(3R,?4S)-?4,?6-?DIHYDRO-?8-?HYDROXY-?3,?4,?5-?TRIMETHYL-?6-?OXO-?3H-?2-?BENZOPYRAN-?7-?CARBOXYLIC ACID
3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4, 5-trimethyl-6-oxo-, (3R-trans)-
4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo, (3R-trans)-3H-2-benzopyran-7-carboxylic acid
518-75-2 [RN]
antimycin [Trade name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AIDS009863 [DBID]
AIDS-009863 [DBID]
DivK1c_000646 [DBID]
KBio1_000646 [DBID]
KBio2_000931 [DBID]
KBio2_003499 [DBID]
KBio2_006067 [DBID]
KBio3_001419 [DBID]
KBioGR_002411 [DBID]
KBioSS_000931 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Antibiotic. Antiprotozoal. Antimicrobial. Cytotoxic and genotoxic in various mammalian cells. Mitochondrial permeability transition pore (MPTP) activator. Apoptosis inducer. ERK and JNK signaling pathways activator. Nephrotoxic mycotoxin. Suppresses NO and iNOS expression via inhibition of the JAK/STAT-1alpha and NF-kappaB signaling pathways. Tubulin polymerization and mitotic spindle assembly inhibitor. Increases reactive oxygen species (ROS). Induces cell cycle arrest at the G0/G1 and G2/M phase. Hello Bio HB3839
      Biochemicals & small molecules/Agonists & activators Hello Bio HB3839
      Cell signaling/Ca<sup>2+</sup> signaling Hello Bio HB3839
      Mitochondrial permeability transition pore (MPTP) activator Hello Bio HB3839

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.4±0.1 g/cm3
Boiling Point: 440.6±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.4 mmHg at 25°C
Enthalpy of Vaporization: 80.5±6.0 kJ/mol
Flash Point: 170.2±22.2 °C
Index of Refraction: 1.596
Molar Refractivity: 61.7±0.4 cm3
#H bond acceptors: 5
#H bond donors: 2
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 0.70
ACD/LogD (pH 5.5): -0.40
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 3.63
ACD/LogD (pH 7.4): -2.22
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 84 Å2
Polarizability: 24.5±0.5 10-24cm3
Surface Tension: 56.0±5.0 dyne/cm
Molar Volume: 181.5±5.0 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) =  -0.32

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  444.01  (Adapted Stein & Brown method)
    Melting Pt (deg C):  177.49  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  8.98E-011  (Modified Grain method)
    Subcooled liquid VP: 3.44E-009 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):  4.448e+004
       log Kow used: -0.32 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  859.83 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.30E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  6.648E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.32  (KowWin est)
  Log Kaw used:  -12.027  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.707
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.6122
   Biowin2 (Non-Linear Model)     :   0.0663
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.9125  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6914  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5592
   Biowin6 (MITI Non-Linear Model):   0.2137
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.1728
 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):  4.59E-007 Pa (3.44E-009 mm Hg)
  Log Koa (Koawin est  ): 11.707
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  6.54 
       Octanol/air (Koa) model:  0.125 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.996 
       Mackay model           :  0.998 
       Octanol/air (Koa) model:  0.909 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  76.5538 E-12 cm3/molecule-sec
      Half-Life =     0.140 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.677 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =   316.074982 E-17 cm3/molecule-sec
      Half-Life =     0.004 Days (at 7E11 mol/cm3)
      Half-Life =      5.221 Min
   Fraction sorbed to airborne particulates (phi): 0.997 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  10
      Log Koc:  1.000 

 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: -0.32 (estimated)

 Volatilization from Water:
    Henry LC:  2.3E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 4.027E+010  hours   (1.678E+009 days)
    Half-Life from Model Lake : 4.393E+011  hours   (1.83E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.76  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       0.000166        0.0848       1000       
   Water     38.9            360          1000       
   Soil      61.1            720          1000       
   Sediment  0.0714          3.24e+003    0          
     Persistence Time: 575 hr

Click to predict properties on the Chemicalize site


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