ChemSpider 2D Image | (4R,5S,6R)-2,4,5,6-Tetrahydroxy-2-cyclohexen-1-one | C6H8O5

(4R,5S,6R)-2,4,5,6-Tetrahydroxy-2-cyclohexen-1-one

  • Molecular FormulaC6H8O5
  • Average mass160.125 Da
  • Monoisotopic mass160.037170 Da
  • ChemSpider ID389982

  • defined stereocentres - 3 of 3 defined stereocentres

More details:

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

(4R,5S,6R)-2,4,5,6-Tetrahydroxy-2-cyclohexen-1-on [German] [ACD/IUPAC Name]
(4R,5S,6R)-2,4,5,6-Tetrahydroxy-2-cyclohexen-1-one [ACD/IUPAC Name]
(4R,5S,6R)-2,4,5,6-Tétrahydroxy-2-cyclohexén-1-one [French] [ACD/IUPAC Name]
(4R,5S,6R)-2,4,5,6-tetrahydroxycyclohex-2-en-1-one
2-Cyclohexen-1-one, 2,4,5,6-tetrahydroxy-, (4R,5S,6R)- [ACD/Index Name]
(4R,5S,6R)-2,4,5,6-tetrahydroxycyclohex-2-enone
3671-24-7 [RN]
4987708 [Beilstein]
D-2,3-Diketo 4-deoxy-epi-inositol
D-2,3-diketo-4-deoxy-epi-inositol

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

C06891 [DBID]
  • Miscellaneous

    • Chemical Class:

      A member of the class of cyclohexenones that is cyclohex-2-en-1-one substituted by hydroxy groups at positions 2, 4, 5 and 6 (the 4<stereo>R</stereo>,5<stereo>S</stereo>,6<stereo>R</stereo>-stereoiso mer). ChEBI CHEBI:4077
      A member of the class of cyclohexenones that is cyclohex-2-en-1-one substituted by hydroxy groups at positions 2, 4, 5 and 6 (the 4R,5S,6R-stereoiso; mer). ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:4077
      A member of the class of cyclohexenones that is cyclohex-2-en-1-one substituted by hydroxy groups at positions 2, 4, 5 and 6 (the 4R,5S,6R-stereoisomer). ChEBI CHEBI:4077

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

Density: 1.9±0.1 g/cm3
Boiling Point: 432.2±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±2.3 mmHg at 25°C
Enthalpy of Vaporization: 79.4±6.0 kJ/mol
Flash Point: 229.3±25.2 °C
Index of Refraction: 1.758
Molar Refractivity: 33.8±0.3 cm3
#H bond acceptors: 5
#H bond donors: 4
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: -1.08
ACD/LogD (pH 5.5): -1.73
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 2.73
ACD/LogD (pH 7.4): -1.83
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 2.14
Polar Surface Area: 98 Å2
Polarizability: 13.4±0.5 10-24cm3
Surface Tension: 158.6±3.0 dyne/cm
Molar Volume: 82.2±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) =  -0.05

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  374.76  (Adapted Stein & Brown method)
    Melting Pt (deg C):  130.84  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.78E-008  (Modified Grain method)
    Subcooled liquid VP: 2.04E-007 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):  7.578e+004
       log Kow used: -0.05 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  2.0135e+005 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.19E-006  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.949E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.05  (KowWin est)
  Log Kaw used:  -3.597  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  3.547
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.3131
   Biowin2 (Non-Linear Model)     :   0.9914
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.4627  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.1123  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   1.0416
   Biowin6 (MITI Non-Linear Model):   0.9163
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0201
 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):  2.72E-005 Pa (2.04E-007 mm Hg)
  Log Koa (Koawin est  ): 3.547
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.11 
       Octanol/air (Koa) model:  8.65E-010 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.799 
       Mackay model           :  0.898 
       Octanol/air (Koa) model:  6.92E-008 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 125.9571 E-12 cm3/molecule-sec
      Half-Life =     0.085 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.019 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     1.137500 E-17 cm3/molecule-sec
      Half-Life =     1.007 Days (at 7E11 mol/cm3)
      Half-Life =     24.179 Hrs
   Fraction sorbed to airborne particulates (phi): 0.849 (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: -0.05 (estimated)

 Volatilization from Water:
    Henry LC:  6.19E-006 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:        121  hours   (5.041 days)
    Half-Life from Model Lake :       1426  hours   (59.41 days)

 Removal In Wastewater Treatment:
    Total removal:               2.19  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  percent
    Total to Air:                0.35  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       0.397           1.88         1000       
   Water     43.3            208          1000       
   Soil      56.2            416          1000       
   Sediment  0.0756          1.87e+003    0          
     Persistence Time: 232 hr

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