ChemSpider 2D Image | (2R)-Amino(3,5-dihydroxyphenyl)acetic acid | C8H9NO4

(2R)-Amino(3,5-dihydroxyphenyl)acetic acid

  • Molecular FormulaC8H9NO4
  • Average mass183.161 Da
  • Monoisotopic mass183.053162 Da
  • ChemSpider ID391750
  • defined stereocentres - 1 of 1 defined stereocentres


More details:






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

(2R)-Amino(3,5-dihydroxyphenyl)acetic acid [ACD/IUPAC Name]
(2S)-Amino(3,5-dihydroxyphenyl)acetic acid [ACD/IUPAC Name]
(2S)-Amino(3,5-dihydroxyphenyl)essigsäure [German] [ACD/IUPAC Name]
(2S)-amino(3,5-dihydroxyphenyl)ethanoic acid
162870-29-3 [RN]
Acide (2S)-amino(3,5-dihydroxyphényl)acétique [French] [ACD/IUPAC Name]
Benzeneacetic acid, α-amino-3,5-dihydroxy-, (αS)- [ACD/Index Name]
"3,5-DIHYDROXYPHENYLGLYCINE"
(?S)-amino-3,5-dihydroxy-benzeneacetic acid
(S)-3,5-Dihydroxyphenylglycine
More...

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

CF5G2G268A [DBID]
C12026 [DBID]
D3689_SIGMA [DBID]
EU-0100328 [DBID]
Lopac-D-3689 [DBID]
NCGC00015338-01 [DBID]
NCGC00024545-01 [DBID]
NCGC00024800-01 [DBID]
Tocris-0342 [DBID]
Tocris-0805 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Safety:

      5 Axon Medchem 1740
      H303;H313;H317;H333;H334;H335;H373 Axon Medchem 1740
      no pictogram Axon Medchem 1740
      P101;P102;P103;P260;P262;P263;P264;P270;P280;P304;P312;P340 Axon Medchem 1740
      Warning Axon Medchem 1740
    • Chemical Class:

      A glycine derivative that is <stereo>L</stereo>-<locant>alpha</locant>-phenylglycine substituted at positions 3 and 5 on the phenyl ring by hydroxy groups. ChEBI CHEBI:29474, CHEBI:75204
      An amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of (<stereo>S</stereo>)-3,5-dihydroxyphenylglycine. ChEBI CHEBI:29474, CHEBI:75204
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 805
      Glutamate (Metabotropic) Group I Receptors Tocris Bioscience 805
      Glutamate (Metabotropic) Receptors Tocris Bioscience 805
      Selective group I mGlu agonist. Active enantiomer of 3,5-DHPG (Cat. No. 0342) Tocris Bioscience 0805, 805
      Selective group I mGlu receptor agonist. Also available as part of the Group I mGlu Receptor Tocriset? and Mixed mGlu Receptor Tocriset?. (RS)-3,5-DHPG (Cat. No. 0342) also available. Tocris Bioscience 805
      Selective group I mGlu receptor agonist. Also available as part of the Group I mGlu Receptor Tocriset™ and Mixed mGlu Receptor Tocriset™. (RS)-3,5-DHPG (Cat. No. 0342) also available. Tocris Bioscience 0805
      Selective group I mGlu receptor agonist. Available as part of the Group I mGlu Receptor Tocriset? and Mixed mGlu Receptor Tocriset?. Racemate also available. Tocris Bioscience 805

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

Density: 1.5±0.1 g/cm3
Boiling Point: 448.8±33.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 74.5±3.0 kJ/mol
Flash Point: 225.2±25.4 °C
Index of Refraction: 1.680
Molar Refractivity: 44.7±0.3 cm3
#H bond acceptors: 5
#H bond donors: 5
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 1
ACD/LogP: -0.52
ACD/LogD (pH 5.5): -2.92
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -2.93
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 104 Å2
Polarizability: 17.7±0.5 10-24cm3
Surface Tension: 89.4±3.0 dyne/cm
Molar Volume: 118.2±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) =  -2.73

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  407.52  (Adapted Stein & Brown method)
    Melting Pt (deg C):  293.45  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.78E-010  (Modified Grain method)
    Subcooled liquid VP: 2.7E-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):  3.718e+005
       log Kow used: -2.73 (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:
       Aliphatic Amines-acid
       Phenols-acid
       Benzyl Amines-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   9.83E-019  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.802E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -2.73  (KowWin est)
  Log Kaw used:  -16.396  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.666
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.1185
   Biowin2 (Non-Linear Model)     :   0.9816
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.2962  (days-weeks  )
   Biowin4 (Primary Survey Model) :   4.0917  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5250
   Biowin6 (MITI Non-Linear Model):   0.4225
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.1084
 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):  3.6E-005 Pa (2.7E-007 mm Hg)
  Log Koa (Koawin est  ): 13.666
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0833 
       Octanol/air (Koa) model:  11.4 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.751 
       Mackay model           :  0.87 
       Octanol/air (Koa) model:  0.999 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 235.3315 E-12 cm3/molecule-sec
      Half-Life =     0.045 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.545 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.81 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  87.09
      Log Koc:  1.940 

 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: -2.73 (estimated)

 Volatilization from Water:
    Henry LC:  9.83E-019 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 8.061E+014  hours   (3.359E+013 days)
    Half-Life from Model Lake : 8.794E+015  hours   (3.664E+014 days)

 Removal In Wastewater Treatment:
    Total removal:               1.85  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  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       2.83e-010       1.09         1000       
   Water     34.5            208          1000       
   Soil      65.5            416          1000       
   Sediment  0.0596          1.87e+003    0          
     Persistence Time: 387 hr




                    

Click to predict properties on the Chemicalize site






Advertisement