ChemSpider 2D Image | (+)-Quisqualic acid | C5H7N3O5

(+)-Quisqualic acid

  • Molecular FormulaC5H7N3O5
  • Average mass189.126 Da
  • Monoisotopic mass189.038574 Da
  • ChemSpider ID37038

  • defined stereocentres - 1 of 1 defined stereocentres

More details:

Featured data source
The Merck Index Online

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

(+)-Quisqualic acid
(L)-(+)-a-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic acid
(S)-a-Amino-3,5-dioxo-1,2,4-oxadiazolidine-2-propanoic Acid
1,2,4-Oxadiazolidine-2-propanoic acid, α-amino-3,5-dioxo-, (S)-
3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanin [German] [ACD/IUPAC Name]
3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine [ACD/IUPAC Name]
3-(3,5-Dioxo-1,2,4-oxadiazolidin-2-yl)-L-alanine [French] [ACD/IUPAC Name]
3-(3-Hydroxy-5-oxo-1,2,4-oxadiazol-2(5H)-yl)-L-alanin [German] [ACD/IUPAC Name]
3-(3-Hydroxy-5-oxo-1,2,4-oxadiazol-2(5H)-yl)-L-alanine [ACD/IUPAC Name]
3-(3-Hydroxy-5-oxo-1,2,4-oxadiazol-2(5H)-yl)-L-alanine [French] [ACD/IUPAC Name]
More...

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

1078734 [DBID]
8OC22C1B99 [DBID]
C08296 [DBID]
EU-0101039 [DBID]
NCGC00024489-01 [DBID]
Q2128_SIGMA [DBID]
Tocris-0188 [DBID]
UN3462 [DBID]
ZINC00897456 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      <p>AMPA receptor agonist / group I mGlu agonist.</p> <p>Sensitizes neurons to excitatory amino acid analogues such as L-AP4, L-AP6 and L-AbetaH (the Quis effect).</p> <p>Can act as an excitotoxin and is used to lesion areas of the brain in rat models.</p> Hello Bio HB0387
      <p>AMPA receptor agonist and group I mGlu agonist. Sensitizes hippocampal neurons to depolarization by excitatory amino acid analogues such as <a title="L-AP4 | Hello Bio" href="/lap4.html">L-AP4</a>, and L-AP6 ("the Quis effect"). Can also act as an excitotoxin and is used to lesion areas of the brain in rat models.</p> Hello Bio HB0387
      AMPA receptor agonist / group I mGlu agonist Hello Bio HB0387
      AMPA/group I mGlu agonist Tocris Bioscience 0188, 188
      Biochemicals & small molecules/Agonists & activators Hello Bio HB0387
      Glutamate (Ionotropic) Receptors Tocris Bioscience 188
      Glutamate receptor agonist acting at AMPA receptors and metabotropic glutamate receptors positively linked to phosphoinositide hydrolysis. Sensitizes neurons in hippocampus to depolarization by L-AP6 (the so called 'quis' effect). Also available as part of the Group I mGlu Receptor Tocriset™. Tocris Bioscience 0188
      Glutamate receptor agonist acting at AMPA receptors and metabotropic glutamate receptors positively linked to phosphoinositide hydrolysis. Sensitizes neurons in hippocampus to depolarization by L-AP6 (the so called 'quis' effect). Also available as part of the Group I mGlu Receptor Tocriset?. Tocris Bioscience 188
      Ion Channels Tocris Bioscience 188
      Ion channels/Ligand-gated ion channel/Ionotropic glutamate receptors/AMPA Hello Bio HB0387
      Ligand-gated Ion Channels Tocris Bioscience 188
      Receptors & Transporters/G protein coupled receptors/Metabotropic glutamate/Group I (mGlu<sub>5</sub>, mGlu<sub>1</sub>) Hello Bio HB0387

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

Density: 1.7±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.571
Molar Refractivity: 37.0±0.3 cm3
#H bond acceptors: 8
#H bond donors: 4
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: -1.86
ACD/LogD (pH 5.5): -4.03
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -4.05
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 122 Å2
Polarizability: 14.7±0.5 10-24cm3
Surface Tension: 79.0±3.0 dyne/cm
Molar Volume: 112.6±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) =  -3.11

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  498.31  (Adapted Stein & Brown method)
    Melting Pt (deg C):  306.71  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  2.12E-011  (Modified Grain method)
    Subcooled liquid VP: 3.03E-008 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):  9352
       log Kow used: -3.11 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  21122 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.09E-015  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  5.641E-016 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -3.11  (KowWin est)
  Log Kaw used:  -13.068  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.958
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8840
   Biowin2 (Non-Linear Model)     :   0.8886
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.1703  (weeks       )
   Biowin4 (Primary Survey Model) :   4.0037  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3627
   Biowin6 (MITI Non-Linear Model):   0.1475
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0603
 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):  4.04E-006 Pa (3.03E-008 mm Hg)
  Log Koa (Koawin est  ): 9.958
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.743 
       Octanol/air (Koa) model:  0.00223 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.964 
       Mackay model           :  0.983 
       Octanol/air (Koa) model:  0.151 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  46.5739 E-12 cm3/molecule-sec
      Half-Life =     0.230 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.756 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.974 (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: -3.11 (estimated)

 Volatilization from Water:
    Henry LC:  2.09E-015 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.853E+011  hours   (1.605E+010 days)
    Half-Life from Model Lake : 4.203E+012  hours   (1.751E+011 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       3.47e-006       5.51         1000       
   Water     39              360          1000       
   Soil      60.9            720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr

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