ChemSpider 2D Image | N-arachidonoylglycine | C22H35NO3

N-arachidonoylglycine

  • Molecular FormulaC22H35NO3
  • Average mass361.518 Da
  • Monoisotopic mass361.261688 Da
  • ChemSpider ID4446510
  • Double-bond stereo - Double-bond stereo


More details:






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

Glycine, N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]- [ACD/Index Name]
N-[(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoyl]glycin [German] [ACD/IUPAC Name]
N-[(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoyl]glycine [ACD/IUPAC Name]
N-[(5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoyl]glycine [French] [ACD/IUPAC Name]
N-[(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoyl]glycine
N-arachidonoylglycine
((5Z,8Z)-Icosa-5,8,11,14-tetraenoylamino)-acetic acid
((5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoylamino)-acetic acid
[179113-91-8]
1159908-44-7 [RN]
More...

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

EU-0100074 [DBID]
LMFA08020003 [DBID]
Lopac-A-1977 [DBID]
NCGC00015042-01 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Chemical Class:

      Biologically active derivative of anandamide ChEBI CHEBI:58961
      Cannabinoid EU-OpenScreen [A 1977]
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 1445
      Cannabinoid Receptors Tocris Bioscience 1445
      Endocannabinoid. Suppresses pain in vivo Tocris Bioscience 1445
      Endogenous anandamide-like compound. Lacks affinity for CB1 receptors (Ki > 10 ?M), VR1 receptors (EC50 > 10 ?M) and anandamide transporters (IC50 > 50 ?M) but causes hot-plate analgesia in mice when given orally, and suppresses tonic inflammatory pain. Also endogenous GlyT2 inhibitor. Tocris Bioscience 1445
      Endogenous anandamide-like compound. Lacks affinity for CB1 receptors (Ki > 10 ?M), VR1 receptors (EC50 > 10 ?M) and anandamide transporters (IC50 > 50 ?M) but causes hot-plate analgesia in mice when given orally, and suppresses tonic inflammatory pain. Also endogenous GlyT2 inhibitor. Tocris Bioscience 1445
      GPR18 agonist (EC50 = 44.5 nM). Endogenous anandamide-like compound. Lacks affinity for CB1 receptors (Ki > 10 muM), VR1 receptors (EC50 > 10 muM) and anandamide transporters (IC50 > 50 muM) but causes hot-plate analgesia in mice when given orally, and suppresses tonic inflammatory pain. Also endogenous GlyT2 inhibitor. Tocris Bioscience 1445
      GPR18 agonist; endocannabinoid Tocris Bioscience 1445
      Novel endocannabinoid. Suppresses pain in vivo Tocris Bioscience 1445
      Other Cannabinoids Tocris Bioscience 1445

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

Density: 1.0±0.1 g/cm3
Boiling Point: 560.9±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±3.3 mmHg at 25°C
Enthalpy of Vaporization: 92.2±6.0 kJ/mol
Flash Point: 293.0±30.1 °C
Index of Refraction: 1.508
Molar Refractivity: 109.4±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 16
#Rule of 5 Violations: 1
ACD/LogP: 5.88
ACD/LogD (pH 5.5): 3.16
ACD/BCF (pH 5.5): 43.55
ACD/KOC (pH 5.5): 120.64
ACD/LogD (pH 7.4): 1.79
ACD/BCF (pH 7.4): 1.85
ACD/KOC (pH 7.4): 5.11
Polar Surface Area: 66 Å2
Polarizability: 43.4±0.5 10-24cm3
Surface Tension: 38.1±3.0 dyne/cm
Molar Volume: 366.7±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) =  6.96

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  538.99  (Adapted Stein & Brown method)
    Melting Pt (deg C):  230.81  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.71E-011  (Modified Grain method)
    Subcooled liquid VP: 2.79E-009 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):  0.006036
       log Kow used: 6.96 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  0.54441 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Surfactants-anionic-acid

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.58E-010  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.348E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  6.96  (KowWin est)
  Log Kaw used:  -7.835  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.795
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.9667
   Biowin2 (Non-Linear Model)     :   0.9549
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0090  (weeks       )
   Biowin4 (Primary Survey Model) :   4.1862  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5379
   Biowin6 (MITI Non-Linear Model):   0.2852
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.2446
 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):  3.72E-007 Pa (2.79E-009 mm Hg)
  Log Koa (Koawin est  ): 14.795
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  8.06 
       Octanol/air (Koa) model:  153 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.997 
       Mackay model           :  0.998 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 249.0759 E-12 cm3/molecule-sec [Cis-isomer]
      OVERALL OH Rate Constant = 279.4759 E-12 cm3/molecule-sec [Trans-isomer]
      Half-Life =    0.515 Hrs (12-hr day; 1.5E6 OH/cm3) [Cis-isomer]
      Half-Life =   27.556 Min (12-hr day; 1.5E6 OH/cm3) [Trans-isomer]
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    52.000000 E-17 cm3/molecule-sec [Cis-]
      OVERALL Ozone Rate Constant =    80.000000 E-17 cm3/molecule-sec [Trans-]
      Half-Life =     0.529 Hrs (at 7E11 mol/cm3) [Cis-isomer]
      Half-Life =     0.344 Hrs (at 7E11 mol/cm3) [Trans-isomer]
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.998 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  4.682E+004
      Log Koc:  4.670 

 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 = 1.750 (BCF = 56.23)
       log Kow used: 6.96 (estimated)

 Volatilization from Water:
    Henry LC:  3.58E-010 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:  3.11E+006  hours   (1.296E+005 days)
    Half-Life from Model Lake : 3.392E+007  hours   (1.413E+006 days)

 Removal In Wastewater Treatment:
    Total removal:              93.83  percent
    Total biodegradation:        0.78  percent
    Total sludge adsorption:    93.05  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       0.0137          0.35         1000       
   Water     4.24            360          1000       
   Soil      29.5            720          1000       
   Sediment  66.3            3.24e+003    0          
     Persistence Time: 1.2e+003 hr




                    

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