ChemSpider 2D Image | 7-Chlorokynurenic acid | C10H6ClNO3

7-Chlorokynurenic acid

  • Molecular FormulaC10H6ClNO3
  • Average mass223.613 Da
  • Monoisotopic mass223.003616 Da
  • ChemSpider ID1813

More details:

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

18000-24-3 [RN]
241-913-6 [EINECS]
2-Quinolinecarboxylic acid, 7-chloro-4-hydroxy- [ACD/Index Name]
7-Chlor-4-hydroxy-2-chinolincarbonsäure [German] [ACD/IUPAC Name]
7-Chloro-4-hydroxy-2-quinolinecarboxylic acid [ACD/IUPAC Name]
7-Chloro-4-hydroxyquinoline-2-carboxylic acid
7-Chlorokynurenic acid
Acide 7-chloro-4-hydroxy-2-quinoléinecarboxylique [French] [ACD/IUPAC Name]
[18000-24-3] [RN]
18305-96-9 [RN]
More...

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

CHEBI:63965 [DBID]
S7936QON2K [DBID]
CHEMBL311389 [DBID]
DivK1c_006816 [DBID]
EU-0100362 [DBID]
KBio1_001760 [DBID]
KBio2_001931 [DBID]
KBio2_004499 [DBID]
KBio2_007067 [DBID]
KBio3_002826 [DBID]
More...
  • Experimental Physico-chemical Properties

    • Experimental Solubility:

      Soluble in DMSO (100mM) or NaOH (100mM, 1eq. NaOH) Hello Bio HB0086
      Soluble to 100 mM in DMSO Tocris Bioscience 0237, 237
      Soluble to 100 mM in DMSO and to 100 mM in 1eq. NaOH Tocris Bioscience 0237, 237
  • Miscellaneous

    • Chemical Class:

      A quinolinemonocarboxylic acid that is quinaldic acid which is substituted by a hydroxy group at position 4 and by a chlorine at position 7. It is a potent NMDA glutamate receptor antagonist which ant agonizes the strychnine-insensitive glycine site of the NMDA receptor. It also prevents neurodegeneration produced by quinolinic acid. ChEBI CHEBI:63965

    • Bio Activity:

      Glutamate Transporters Tocris Bioscience 237
      Neurotransmitter Transporters Tocris Bioscience 237
      NMDA receptor antagonist acting at the glycine site. Potent competitive inhibitor of L-glutamate transport into synaptic vesicles. Also available as part of the NMDA Receptor - Glycine Site Tocriset?. 7-Chlorokynurenic acid sodium salt (Cat. No. 3697) also available. Tocris Bioscience 237
      NMDA receptor antagonist acting at the glycine site. Potent competitive inhibitor of L-glutamate transport into synaptic vesicles. Also available as part of the NMDA Receptor - Glycine Site Tocriset™. 7-Chlorokynurenic acid sodium salt (Cat. No. 3697) also available. Tocris Bioscience 0237
      NMDA receptor antagonist acting at the glycine site. Potent competitive inhibitor of L-glutamate transport into synaptic vesicles. Available as part of the NMDA Receptor - Glycine Site Tocriset?. Sodium Salt also available. Tocris Bioscience 237
      Potent competitive inhibitor of L-glutamate uptake Tocris Bioscience 0237, 237
      Selective NMDA receptor antagonist (IC<sub>50</sub> = 0.56 &micro;M). Binds at the glycine site. Centrally acting with antidepressant and anticonvulsant activity. Hello Bio HB0086
      Transporters Tocris Bioscience 237

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

Density: 1.6±0.1 g/cm3
Boiling Point: 461.5±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 76.1±3.0 kJ/mol
Flash Point: 232.9±28.7 °C
Index of Refraction: 1.732
Molar Refractivity: 55.9±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 1
#Rule of 5 Violations: 0
ACD/LogP: 3.63
ACD/LogD (pH 5.5): -0.29
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -0.59
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 70 Å2
Polarizability: 22.2±0.5 10-24cm3
Surface Tension: 80.4±3.0 dyne/cm
Molar Volume: 139.7±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) =  -1.01

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  463.36  (Adapted Stein & Brown method)
    Melting Pt (deg C):  301.60  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.86E-010  (Modified Grain method)
    Subcooled liquid VP: 2.29E-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):  2034
       log Kow used: -1.01 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  908.03 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Aliphatic Amines-acid
       Vinyl/Allyl Ketones-acid
       Vinyl/Allyl Halides-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.42E-013  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  2.691E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.01  (KowWin est)
  Log Kaw used:  -11.005  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.995
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.7630
   Biowin2 (Non-Linear Model)     :   0.3275
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.8984  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8311  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4049
   Biowin6 (MITI Non-Linear Model):   0.0589
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.4995
 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):  3.05E-005 Pa (2.29E-007 mm Hg)
  Log Koa (Koawin est  ): 9.995
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0983 
       Octanol/air (Koa) model:  0.00243 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.78 
       Mackay model           :  0.887 
       Octanol/air (Koa) model:  0.163 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 115.4247 E-12 cm3/molecule-sec
      Half-Life =     0.093 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     1.112 Hrs
   Ozone Reaction:
      OVERALL Ozone Rate Constant =     0.465830 E-17 cm3/molecule-sec
      Half-Life =     2.460 Days (at 7E11 mol/cm3)
      Half-Life =     59.043 Hrs
   Fraction sorbed to airborne particulates (phi): 0.834 (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: -1.01 (estimated)

 Volatilization from Water:
    Henry LC:  2.42E-013 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.618E+009  hours   (1.507E+008 days)
    Half-Life from Model Lake : 3.947E+010  hours   (1.644E+009 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       5.64e-005       2.14         1000       
   Water     39              360          1000       
   Soil      61              720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr

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