ChemSpider 2D Image | 2-beta-D-glucopyranosyloxy-4,6-dihydroxyisovalerophenone | C17H24O9

2-β-D-glucopyranosyloxy-4,6-dihydroxyisovalerophenone

  • Molecular FormulaC17H24O9
  • Average mass372.367 Da
  • Monoisotopic mass372.142029 Da
  • ChemSpider ID9660393

  • defined stereocentres - 5 of 5 defined stereocentres

More details:

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

1-[(3-methylbutanoyl)phloroglucinyl]-β-D-glucopyranoside
1-Butanone, 1-[2-(β-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-methyl- [ACD/Index Name]
2-β-D-glucopyranosyloxy-4,6-dihydroxyisovalerophenone
3,5-Dihydroxy-2-(3-methylbutanoyl)phenyl β-D-glucopyranoside [ACD/IUPAC Name]
3,5-Dihydroxy-2-(3-methylbutanoyl)phenyl-β-D-glucopyranosid [German] [ACD/IUPAC Name]
β-D-Glucopyranoside de 3,5-dihydroxy-2-(3-méthylbutanoyl)phényle [French] [ACD/IUPAC Name]
https://www.ebi.ac.uk/chembl/compoundreportcard/CHEMBL484029/
  • Miscellaneous

    • Chemical Class:

      A <stereo>beta</stereo>-<stereo>D</stereo>-glucoside compound having a (3-methylbutanoyl)phloroglucinyl moiety at the anomeric position. Isolated from the whole plant of <ital>Indigofera heterantha</i tal>, it exhibits lipoxygenase inhibitory activity. ChEBI CHEBI:66073
      A beta-D-glucoside compound having a (3-methylbutanoyl)phloroglucinyl moiety at the anomeric position. Isolated from the whole plant of Indigofera heterantha, it exhibits lipoxygenase inhibitory activ ity. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:66073, CHEBI:66073

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

Density: 1.5±0.1 g/cm3
Boiling Point: 625.7±55.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.9 mmHg at 25°C
Enthalpy of Vaporization: 97.4±3.0 kJ/mol
Flash Point: 225.3±25.0 °C
Index of Refraction: 1.621
Molar Refractivity: 89.6±0.3 cm3
#H bond acceptors: 9
#H bond donors: 6
#Freely Rotating Bonds: 6
#Rule of 5 Violations: 1
ACD/LogP: 0.43
ACD/LogD (pH 5.5): 0.34
ACD/BCF (pH 5.5): 1.06
ACD/KOC (pH 5.5): 35.89
ACD/LogD (pH 7.4): -0.35
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 7.32
Polar Surface Area: 157 Å2
Polarizability: 35.5±0.5 10-24cm3
Surface Tension: 67.1±3.0 dyne/cm
Molar Volume: 254.8±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) =  0.40

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  580.54  (Adapted Stein & Brown method)
    Melting Pt (deg C):  250.22  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.41E-016  (Modified Grain method)
    Subcooled liquid VP: 3.97E-014 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):  7843
       log Kow used: 0.40 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.68E-023  atm-m3/mole
   Group Method:   2.03E-033  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  8.809E-021 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.40  (KowWin est)
  Log Kaw used:  -20.564  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  20.964
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2282
   Biowin2 (Non-Linear Model)     :   0.9149
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0396  (weeks       )
   Biowin4 (Primary Survey Model) :   3.9528  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.8194
   Biowin6 (MITI Non-Linear Model):   0.3120
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.7908
 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):  5.29E-012 Pa (3.97E-014 mm Hg)
  Log Koa (Koawin est  ): 20.964
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  5.67E+005 
       Octanol/air (Koa) model:  2.26E+008 
   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 = 271.0780 E-12 cm3/molecule-sec
      Half-Life =     0.039 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    28.409 Min
   Ozone Reaction:
      No Ozone Reaction Estimation
   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    :  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: 0.40 (estimated)

 Volatilization from Water:
    Henry LC:  6.68E-023 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.691E+019  hours   (7.047E+017 days)
    Half-Life from Model Lake : 1.845E+020  hours   (7.688E+018 days)

 Removal In Wastewater Treatment:
    Total removal:               1.86  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       5.86e-008       0.947        1000       
   Water     37.7            360          1000       
   Soil      62.2            720          1000       
   Sediment  0.0706          3.24e+003    0          
     Persistence Time: 588 hr

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