ChemSpider 2D Image | 4-hydroxyphenylacetaldoxime | C8H9NO2


  • Molecular FormulaC8H9NO2
  • Average mass151.163 Da
  • Monoisotopic mass151.063324 Da
  • ChemSpider ID4573944
  • Double-bond stereo - Double-bond stereo

More details:

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

(4-hydroxyphenyl)acetaldehyde oxime
(E)-(4-hydroxyphenyl)acetaldehyde oxime
4-[(2E)-2-(Hydroxyimino)ethyl]phenol [German] [ACD/IUPAC Name]
4-[(2E)-2-(Hydroxyimino)ethyl]phenol [ACD/IUPAC Name]
4-[(2E)-2-(Hydroxyimino)éthyl]phénol [French] [ACD/IUPAC Name]
4-hydroxybenzeneacetaldehyde, oxime
4-hydroxyphenylacetaldehyde oxime
Benzeneacetaldehyde, 4-hydroxy-, oxime [ACD/Index Name]

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

C04350 [DBID]
C05602 [DBID]
CHEBI:15665 [DBID]
CHEBI:15666 [DBID]
  • Miscellaneous
    • Compound Source:

      (E)-(4-hydroxyphenyl)acetaldehyde oxime + a reduced [NADPH-hemoprotein reductase] + oxygen -> (S)-4-hydroxymandelonitrile + an oxidized [NADPH-hemoprotein reductase] + 2 H2O PlantCyc CPD-2205
      Aegilops tauschii PlantCyc CPD-2205
      Amborella trichopoda PlantCyc CPD-2205
      Anacardium occidentale PlantCyc CPD-2205
      Ananas comosus PlantCyc CPD-2205
      Aquilegia coerulea PlantCyc CPD-2205
      Arabidopsis halleri PlantCyc CPD-2205
      Arabidopsis lyrata PlantCyc CPD-2205
      Arabidopsis thaliana col PlantCyc CPD-2205
      Asparagus officinalis PlantCyc CPD-2205
      Boechera stricta PlantCyc CPD-2205
      Brachypodium distachyon PlantCyc CPD-2205
      Brassica napus PlantCyc CPD-2205
      Brassica oleracea var. capitata PlantCyc CPD-2205
      Brassica oleracea var. oleracea PlantCyc CPD-2205
      Brassica rapa FPsc PlantCyc CPD-2205
      Brassica rapa subsp. pekinensis PlantCyc CPD-2205
      Camptotheca acuminata PlantCyc CPD-2205
      Cannabis sativa PlantCyc CPD-2205
      Capsella grandiflora PlantCyc CPD-2205
      Capsella rubella PlantCyc CPD-2205
      Carica papaya PlantCyc CPD-2205
      Catharanthus roseus PlantCyc CPD-2205
      Citrus clementina PlantCyc CPD-2205
      Citrus sinensis PlantCyc CPD-2205
      Corchorus capsularis PlantCyc CPD-2205
      Cucumis sativus PlantCyc CPD-2205
      Daucus carota subsp. sativus PlantCyc CPD-2205
      dhurrin biosynthesis PlantCyc CPD-2205
      Dianthus caryophyllus PlantCyc CPD-2205
      Dioscorea rotundata PlantCyc CPD-2205
      Eucalyptus grandis PlantCyc CPD-2205
      Eutrema salsugineum PlantCyc CPD-2205
      Glycine max PlantCyc CPD-2205
      Gossypium raimondii PlantCyc CPD-2205
      Helianthus annuus PlantCyc CPD-2205
      Hordeum vulgare subsp. vulgare PlantCyc CPD-2205
      Humulus lupulus var. lupulus PlantCyc CPD-2205
      Kalanchoe fedtschenkoi PlantCyc CPD-2205
      Kalanchoe laxiflora PlantCyc CPD-2205
      Leersia perrieri PlantCyc CPD-2205
      Linum usitatissimum PlantCyc CPD-2205
      L-tyrosine + 2 a reduced [NADPH-hemoprotein reductase] + 2 oxygen -> (E)-(4-hydroxyphenyl)acetaldehyde oxime + 2 an oxidized [NADPH-hemoprotein reductase] + CO2 + 3 H2O PlantCyc CPD-2205
      Malus domestica PlantCyc CPD-2205
      Manihot esculenta PlantCyc CPD-2205
      Medicago truncatula PlantCyc CPD-2205
      Mimulus guttatus PlantCyc CPD-2205
      Miscanthus sinensis PlantCyc CPD-2205
      Olea europaea var. sylvestris PlantCyc CPD-2205
      Oropetium thomaeum PlantCyc CPD-2205
      Oryza brachyantha PlantCyc CPD-2205
      Oryza glaberrima PlantCyc CPD-2205
      Oryza punctata PlantCyc CPD-2205
      Oryza rufipogon PlantCyc CPD-2205
      Oryza sativa Japonica Group PlantCyc CPD-2205
      Panicum hallii PlantCyc CPD-2205
      Panicum virgatum PlantCyc CPD-2205
      Populus trichocarpa PlantCyc CPD-2205
      Prunus persica PlantCyc CPD-2205
      Ricinus communis PlantCyc CPD-2205
      Rosa chinensis PlantCyc CPD-2205
      Rosa multiflora PlantCyc CPD-2205
      Salvia miltiorrhiza PlantCyc CPD-2205
      Setaria italica PlantCyc CPD-2205
      Setaria viridis PlantCyc CPD-2205
      Solanum melongena PlantCyc CPD-2205
      Solanum tuberosum PlantCyc CPD-2205
      Sorghum bicolor PlantCyc CPD-2205
      taxiphyllin biosynthesis PlantCyc CPD-2205
      Thellungiella parvula PlantCyc CPD-2205
      Theobroma cacao PlantCyc CPD-2205
      Trifolium pratense PlantCyc CPD-2205
      Triticum aestivum PlantCyc CPD-2205
      Triticum urartu PlantCyc CPD-2205
      Vitis vinifera PlantCyc CPD-2205
      Zea mays subsp. mays PlantCyc CPD-2205
    • Bio Activity:

      (E)-(4-hydroxyphenyl)acetaldehyde oxime -> (Z)-[(4-hydroxyphenyl)acetaldehyde oxime] PlantCyc CPD-2205
      N,N-dihydroxy-L-tyrosine + H+ -> (E)-(4-hydroxyphenyl)acetaldehyde oxime + CO2 + H2O PlantCyc CPD-2205

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

Density: 1.1±0.1 g/cm3
Boiling Point: 358.8±25.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.8 mmHg at 25°C
Enthalpy of Vaporization: 63.8±3.0 kJ/mol
Flash Point: 225.2±12.4 °C
Index of Refraction: 1.543
Molar Refractivity: 41.6±0.5 cm3
#H bond acceptors: 3
#H bond donors: 2
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 1.39
ACD/LogD (pH 5.5): 1.76
ACD/BCF (pH 5.5): 12.79
ACD/KOC (pH 5.5): 215.69
ACD/LogD (pH 7.4): 1.76
ACD/BCF (pH 7.4): 12.74
ACD/KOC (pH 7.4): 214.86
Polar Surface Area: 53 Å2
Polarizability: 16.5±0.5 10-24cm3
Surface Tension: 43.8±7.0 dyne/cm
Molar Volume: 132.0±7.0 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) =  1.02

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  309.91  (Adapted Stein & Brown method)
    Melting Pt (deg C):  85.24  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.89E-005  (Modified Grain method)
    Subcooled liquid VP: 7.13E-005 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):  3.824e+004
       log Kow used: 1.02 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  8765 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   4.94E-011  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  9.831E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.02  (KowWin est)
  Log Kaw used:  -8.695  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.715
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8461
   Biowin2 (Non-Linear Model)     :   0.9128
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8466  (weeks       )
   Biowin4 (Primary Survey Model) :   3.6008  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2532
   Biowin6 (MITI Non-Linear Model):   0.2509
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.2474
 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):  0.00951 Pa (7.13E-005 mm Hg)
  Log Koa (Koawin est  ): 9.715
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000316 
       Octanol/air (Koa) model:  0.00127 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.0113 
       Mackay model           :  0.0246 
       Octanol/air (Koa) model:  0.0925 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  44.2782 E-12 cm3/molecule-sec
      Half-Life =     0.242 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.899 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.0179 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2853
      Log Koc:  3.455 

 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 = 0.087 (BCF = 1.221)
       log Kow used: 1.02 (estimated)

 Volatilization from Water:
    Henry LC:  4.94E-011 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.457E+007  hours   (6.072E+005 days)
    Half-Life from Model Lake :  1.59E+008  hours   (6.624E+006 days)

 Removal In Wastewater Treatment:
    Total removal:               1.89  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.80  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       0.00112         5.8          1000       
   Water     34.4            360          1000       
   Soil      65.5            720          1000       
   Sediment  0.0692          3.24e+003    0          
     Persistence Time: 610 hr


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