ChemSpider 2D Image | Huperzine A | C15H18N2O

Huperzine A

  • Molecular FormulaC15H18N2O
  • Average mass242.316 Da
  • Monoisotopic mass242.141907 Da
  • ChemSpider ID4744649

  • Double-bond stereo - Double-bond stereo

More details:

Featured data source
Natural Product Updates

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

(±)-Huperzine A
(±)-Selagine
(11E)-5-Amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one
(11E)-5-amino-11-ethylidene-7-methyl-5,6,9,10-tetrahydro-5,9-methanocycloocta[b]pyridin-2(1H)-one
(13E)-1-Amino-13-ethyliden-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-on [German] [ACD/IUPAC Name]
(13E)-1-Amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one [ACD/IUPAC Name]
(13E)-1-Amino-13-éthylidène-11-méthyl-6-azatricyclo[7.3.1.02,7]tridéca-2(7),3,10-trién-5-one [French] [ACD/IUPAC Name]
120786-18-7 [RN]
1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0²,?]trideca-2(7),3,10-trien-5-one
5,9-Methanocycloocta[b]pyridin-2(1H)-one, 5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-, (11E)- [ACD/Index Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

0111871I23 [DBID]
H5777_SIGMA [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Target Organs:

      GluR inhibitor;AChR inhibitor TargetMol T3026

    • Bio Activity:

      Acetylcholinesterase inhibitor (K<sub>i</sub> = 6.2 nM). Also NMDA receptor antagonist (K<sub>i</sub> = 6 &mu;M at PCP site). Blood brain barrier permeable. Promotes hippocampal neurogenesis. Displays potent antinociceptive and anticonvulsant properties. Also shows positive effects on improving cognitive and behavioural functions. Hello Bio HB0001
      AChE MedChem Express HY-17388
      AChE (G4 form) TargetMol T3026
      AChE inhibitor / NMDA receptor antagonist Hello Bio HB0001
      Biochemicals & small molecules/Antagonists & inhibitors Hello Bio HB0001
      Enzymes/Esterase Hello Bio HB0001
      Huperzine A, an active Lycopodium alkaloid extracted from traditional Chinese herb, is a potent, selective and reversible acetylcholinesterase (AChE) inhibitor and has been widely used in China for th e treatment of Alzheimer's disease (AD). MedChem Express http://www.medchemexpress.com/dabigatran-ethyl-ester.html
      Huperzine A, an active Lycopodium alkaloid extracted from traditional Chinese herb, is a potent, selective and reversible acetylcholinesterase (AChE) inhibitor and has been widely used in China for the treatment of Alzheimer's disease (AD). MedChem Express HY-17388
      Neuronal Signaling MedChem Express HY-17388
      Neuronal Signaling; MedChem Express HY-17388
      Neuroscience TargetMol T3026

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

Density: 1.2±0.1 g/cm3
Boiling Point: 505.0±50.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 77.5±3.0 kJ/mol
Flash Point: 259.2±30.1 °C
Index of Refraction: 1.626
Molar Refractivity: 71.5±0.4 cm3
#H bond acceptors: 3
#H bond donors: 3
#Freely Rotating Bonds: 0
#Rule of 5 Violations: 0
ACD/LogP: 0.71
ACD/LogD (pH 5.5): -1.75
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -0.28
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 3.82
Polar Surface Area: 55 Å2
Polarizability: 28.3±0.5 10-24cm3
Surface Tension: 49.5±5.0 dyne/cm
Molar Volume: 201.8±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) =  1.54

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  421.91  (Adapted Stein & Brown method)
    Melting Pt (deg C):  176.12  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  6.56E-008  (Modified Grain method)
    Subcooled liquid VP: 2.43E-006 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):  1255
       log Kow used: 1.54 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  14635 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   5.80E-012  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.667E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.54  (KowWin est)
  Log Kaw used:  -9.625  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  11.165
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.8122
   Biowin2 (Non-Linear Model)     :   0.8383
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4218  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.5934  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.2962
   Biowin6 (MITI Non-Linear Model):   0.0487
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.5425
 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):  0.000324 Pa (2.43E-006 mm Hg)
  Log Koa (Koawin est  ): 11.165
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00926 
       Octanol/air (Koa) model:  0.0359 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.251 
       Mackay model           :  0.426 
       Octanol/air (Koa) model:  0.742 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 259.8558 E-12 cm3/molecule-sec
      Half-Life =     0.041 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    29.636 Min
   Ozone Reaction:
      OVERALL Ozone Rate Constant =    55.658749 E-17 cm3/molecule-sec
      Half-Life =     0.021 Days (at 7E11 mol/cm3)
      Half-Life =     29.649 Min
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.338 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  1.276E+004
      Log Koc:  4.106 

 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 = 0.488 (BCF = 3.075)
       log Kow used: 1.54 (estimated)

 Volatilization from Water:
    Henry LC:  5.8E-012 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.571E+008  hours   (6.547E+006 days)
    Half-Life from Model Lake : 1.714E+009  hours   (7.143E+007 days)

 Removal In Wastewater Treatment:
    Total removal:               1.99  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.89  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       9.41e-005       0.329        1000       
   Water     32.1            900          1000       
   Soil      67.8            1.8e+003     1000       
   Sediment  0.0831          8.1e+003     0          
     Persistence Time: 1.2e+003 hr

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