canadine C20H21NO4 structure

Flashcard maker : Brooke Sharp

Molecular Formula C20H21NO4
Average mass 339.385 Da
Density 1.3±0.1 g/cm3
Boiling Point 476.1±45.0 °C at 760 mmHg
Flash Point 141.1±25.9 °C
Molar Refractivity 93.2±0.4 cm3
Polarizability 36.9±0.5 10-24cm3
Surface Tension 59.6±5.0 dyne/cm
Molar Volume 253.5±5.0 cm3
  • Experimental data
  • Predicted – ACD/Labs
  • Predicted – EPISuite
  • Predicted – ChemAxon
  • Predicted – Mcule
  • Experimental Physico-chemical Properties
    • Experimental Melting Point:

      165-168 °C LabNetwork LN00346571
    • Experimental LogP:

      3.826 Vitas-M STK722197
    • Experimental Solubility:

      DMSO 10 mg/ml MedChem Express http://www.medchemexpress.com/Tetrahydroberberine.html, HY-N0925
  • Miscellaneous
    • Target Organs:

      Dopamine Receptor antagonist TargetMol T2874
    • Bio Activity:

      Dopamine Receptor MedChem Express HY-N0925
      Dopamine Receptor;5-HT Receptor TargetMol T2874
      GPCR/G protein MedChem Express HY-N0925
      GPCR/G protein; Neuronal Signaling; MedChem Express HY-N0925
      Neuroscience TargetMol T2874
      Tetrahydroberberine is an isoquinoline alkaloid isolated from corydalis tuber; has micromolar affinity for dopamine D(2) (pK(i) = 6.08) and 5-HT(1A) (pK(i) = 5.38) receptors but moderate to no affinit
      y for other relevant serotonin receptors (5-HT(1B), 5-HT(1D), 5-HT(3), and 5-HT(4); pK(i) < 5.00). MedChem Express http://www.medchemexpress.com/Tetrahydroberberine.html
      Tetrahydroberberine is an isoquinoline alkaloid isolated from corydalis tuber; has micromolar affinity for dopamine D(2) (pK(i) = 6.08) and 5-HT(1A) (pK(i) = 5.38) receptors but moderate to no affinity for other relevant serotonin receptors (5-HT(1B), 5-HT(1D), 5-HT(3), and 5-HT(4); pK(i) < 5.00). MedChem Express HY-N0925
  • Gas Chromatography
    • Retention Index (Kovats):

      2647 (estimated with error: 174) NIST Spectra mainlib_281332, replib_15637, replib_260223

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

Density: 1.3±0.1 g/cm3
Boiling Point: 476.1±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.2 mmHg at 25°C
Enthalpy of Vaporization: 74.0±3.0 kJ/mol
Flash Point: 141.1±25.9 °C
Index of Refraction: 1.656
Molar Refractivity: 93.2±0.4 cm3
#H bond acceptors: 5
#H bond donors: 0
#Freely Rotating Bonds: 2
#Rule of 5 Violations: 0
ACD/LogP: 3.83
ACD/LogD (pH 5.5): 2.65
ACD/BCF (pH 5.5): 33.62
ACD/KOC (pH 5.5): 214.96
ACD/LogD (pH 7.4): 3.65
ACD/BCF (pH 7.4): 342.57
ACD/KOC (pH 7.4): 2190.07
Polar Surface Area: 40 Å2
Polarizability: 36.9±0.5 10-24cm3
Surface Tension: 59.6±5.0 dyne/cm
Molar Volume: 253.5±5.0 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) = 3.73

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
 Boiling Pt (deg C): 443.25 (Adapted Stein & Brown method)
 Melting Pt (deg C): 186.09 (Mean or Weighted MP)
 VP(mm Hg,25 deg C): 1.5E-008 (Modified Grain method)
 Subcooled liquid VP: 7.23E-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): 47.25
 log Kow used: 3.73 (estimated)
 no-melting pt equation used

 Water Sol Estimate from Fragments:
 Wat Sol (v1.01 est) = 0.20055 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
 Bond Method : 2.29E-013 atm-m3/mole
 Group Method: Incomplete
 Henrys LC [VP/WSol estimate using EPI values]: 1.418E-010 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
 Log Kow used: 3.73 (KowWin est)
 Log Kaw used: -11.029 (HenryWin est)
 Log Koa (KOAWIN v1.10 estimate): 14.759
 Log Koa (experimental database): None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
 Biowin1 (Linear Model) : 1.0177
 Biowin2 (Non-Linear Model) : 0.9978
 Expert Survey Biodegradation Results:
 Biowin3 (Ultimate Survey Model): 1.8122 (months )
 Biowin4 (Primary Survey Model) : 3.2415 (weeks )
 MITI Biodegradation Probability:
 Biowin5 (MITI Linear Model) : 0.2948
 Biowin6 (MITI Non-Linear Model): 0.1256
 Anaerobic Biodegradation Probability:
 Biowin7 (Anaerobic Linear Model): -0.5254
 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): 9.64E-005 Pa (7.23E-007 mm Hg)
 Log Koa (Koawin est ): 14.759
 Kp (particle/gas partition coef. (m3/ug)):
 Mackay model : 0.0311 
 Octanol/air (Koa) model: 141 
 Fraction sorbed to airborne particulates (phi):
 Junge-Pankow model : 0.529 
 Mackay model : 0.713 
 Octanol/air (Koa) model: 1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
 Hydroxyl Radicals Reaction:
 OVERALL OH Rate Constant = 165.6396 E-12 cm3/molecule-sec
 Half-Life = 0.065 Days (12-hr day; 1.5E6 OH/cm3)
 Half-Life = 0.775 Hrs
 Ozone Reaction:
 No Ozone Reaction Estimation
 Fraction sorbed to airborne particulates (phi): 0.621 (Junge,Mackay)
 Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
 Koc : 3.118E+005
 Log Koc: 5.494 

 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 = 2.176 (BCF = 149.9)
 log Kow used: 3.73 (estimated)

 Volatilization from Water:
 Henry LC: 2.29E-013 atm-m3/mole (estimated by Bond SAR Method)
 Half-Life from Model River: 4.71E+009 hours (1.963E+008 days)
 Half-Life from Model Lake : 5.138E+010 hours (2.141E+009 days)

 Removal In Wastewater Treatment:
 Total removal: 19.41 percent
 Total biodegradation: 0.24 percent
 Total sludge adsorption: 19.17 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 2.75e-006 1.55 1000 
 Water 8.84 1.44e+003 1000 
 Soil 89.8 2.88e+003 1000 
 Sediment 1.36 1.3e+004 0 
 Persistence Time: 2.87e+003 hr




 

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