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Inherent Properties, Identifiers and References
ChemSpider ID: 10194106
Empirical Formula: C17H21NO4
Molecular Weight: 303.3529
Nominal Mass: 303 Da
Average Mass: 303.3529 Da
Monoisotopic Mass: 303.147058 Da
Quick Links: Permalink Similar Isomers
Systematic Name:
SMILES: OC[C@H](c1ccccc1)C(=O)O[C@@H]2C[C@H]3N(C)[C@@H](C2)[C@@H]4O[C@H]3​4
InChI: InChI=1/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)1​2(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,​15-,16+/m1/s1
InChIKey: STECJAGHUSJQJN-FWXGHANABA
(Details...) Wikipedia Article(s)
Scopolamine, also known as hyoscine, is a tropane alkaloid drug with muscarinic antagonist effects. It is obtained from plants of the family Solanaceae (nightshades), such as henbane, jimson weed and Angel's Trumpets (Datura resp. Brugmansia spec.), and corkwood (Duboisia species ). It is among the secondary metabolites of these plants. Therefore, scopolamine is one of three active components of belladonna and stramonium tinctures and powders used medicinally along with atropine and hyoscyamine. Scopolamine has anticholinergic properties and has legitimate medical applications in very minute doses. As an example, in the treatment of motion sickness, the dose, gradually released from a transdermal patch, is only 330 micrograms (µg) per day. An overdose can cause delirium, delusions, paralysis , dangerous elevations of body temperature, stupor and death. Read more... or Edit at Wikipedia...
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Names and Synonyms

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(1R,2R,4S​,5S,7S)-9​-methyl-3​-oxa-9-az​atricyclo​[3.3.1.0(​2,4)]non-​7-yl (2S)​-3-hydrox​y-2-pheny​lpropanoa​te

(1R,2R,4S​,5S,7S)-9​-methyl-3​-oxa-9-az​atricyclo​[3.3.1.0~​2,4~]non-​7-yl (2S)​-3-hydrox​y-2-pheny​lpropanoa​te

[7(S)-(1a​,2b,4b,5a​,7b)]-a-(​Hydroxyme​thyl)benz​eneacetic​ Acid 9-M​ethyl-3-o​xa-9-azat​ricyclo[3​.3.1.02,4​]non-7-yl​ Ester

200-090-3 [EINECS/ELINCS]

228-065-2 [EINECS/ELINCS]

6,7-Epoxy​tropine t​ropate

6b,7b-Epo​xy-1aH,5a​H-tropan-​3a-ol (-)​-Tropate

6b,7b-Epo​xy-3a-tro​panyl S-(​-)-Tropate

6beta,7be​ta-Epoxy-​3alpha-tr​opanyl S-​(-)-tropa​te

Atrochin

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Database ID(s)

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(Details...) Predicted Properties
LogP: ACD/LogP: 0.76
# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): -1.65 ACD/LogD (pH 7.4): 0.05
ACD/BCF (pH 5.5): 1 ACD/BCF (pH 7.4): 1
ACD/KOC (pH 5.5): 1 ACD/KOC (pH 7.4): 12.15
#H bond acceptors: 5 #H bond donors: 1
#Freely Rotating Bonds: 6 Polar Surface Area: 62.3 Å2
Index of Refraction: 1.613 Molar Refractivity: 80.44 cm3
Molar Volume: 230.9 cm3 Polarizability: 31.89 10-24cm3
Surface Tension: 56.3 dyne/cm Density: 1.31 g/cm3
Flash Point: 232.2 °C Enthalpy of Vaporization: 75.97 kJ/mol
Boiling Point: 460.3 °C at 760 mmHg Vapour Pressure: 2.87E-09 mmHg at 25°C
MeSH
(Details...) EPI Summary 
            
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  0.39
    Log Kow (Exper. database match) =  0.98
       Exper. Ref:  Sangster (1994)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  404.27  (Adapted Stein & Brown method)
    Melting Pt (deg C):  151.28  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.98E-009  (Modified Grain method)
    MP  (exp database):  200 deg C
    Subcooled liquid VP: 1.39E-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):  1.74e+004
       log Kow used: 0.98 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  1e+005 mg/L ( deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  41502 mg/L
    Wat Sol (Exper. database match) =  100000.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   3.36E-016  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  4.542E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  0.98  (exp database)
  Log Kaw used:  -13.862  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  14.842
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5662
   Biowin2 (Non-Linear Model)     :   0.6507
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.5127  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.4071  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.4140
   Biowin6 (MITI Non-Linear Model):   0.0697
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.6281
 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):  1.85E-005 Pa (1.39E-007 mm Hg)
  Log Koa (Koawin est  ): 14.842
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.162 
       Octanol/air (Koa) model:  171 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.854 
       Mackay model           :  0.928 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =  59.7104 E-12 cm3/molecule-sec
      Half-Life =     0.179 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     2.150 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.891 (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]:
  Total Kb for pH > 8 at 25 deg C :  2.518E-003  L/mol-sec
  Kb Half-Life at pH 8:       8.724  years  
  Kb Half-Life at pH 7:      87.235  years  

  Total Ka (acid-catalyzed) at 25 deg C :  1.309E-001  L/mol-sec
  Ka Half-Life at pH 7:       1.678  years  

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: 0.98 (expkow database)

 Volatilization from Water:
    Henry LC:  3.36E-016 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.035E+012  hours   (1.265E+011 days)
    Half-Life from Model Lake : 3.311E+013  hours   (1.38E+012 days)

 Removal In Wastewater Treatment:
    Total removal:               1.88  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.79  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       1.16e-007       4.3          1000       
   Water     40.9            900          1000       
   Soil      59.1            1.8e+003     1000       
   Sediment  0.0859          8.1e+003     0          
     Persistence Time: 1.05e+003 hr