ChemSpider 2D Image | Epinephrine | C9H13NO3

Epinephrine

  • Molecular FormulaC9H13NO3
  • Average mass183.204 Da
  • Monoisotopic mass183.089539 Da
  • ChemSpider ID5611
  • defined stereocentres - 1 of 1 defined stereocentres


More details:



Featured data source



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

(-)-(R)-epinephrine
(-)-3,4-dihydroxy-a-[(methylamino)methyl]-Benzyl alcohol
(-)-3,4-Dihydroxy-a-[(methylamino)methyl]benzyl Alcohol
(-)-3,4-dihydroxy-α-[(methylamino)methyl]-Benzyl alcohol
(-)-Adrenalin
(−)-Adrenalin
(-)-adrenaline
(-)-Epinephrine
(−)-Epinephrine
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

02252_FLUKA [DBID]
AI3-19015 [DBID]
AIDS122802 [DBID]
AIDS-122802 [DBID]
bmse000316 [DBID]
C00788 [DBID]
CCRIS 4812 [DBID]
CHEBI:28918 [DBID]
D00095 [DBID]
E4250_SIGMA [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      off-white powder Oxford University Chemical Safety Data (No longer updated) More details
    • Stability:

      Stable. Incompatible with acids, acid chlorides,acid anhydrides, oxidizing agents. Light sensitive. Oxford University Chemical Safety Data (No longer updated) More details
    • Toxicity:

      unborn child. Note low LD50s below. May cause reproductive defects. , SCU-RAT LD50 5 mg kg-1, IVN-RAT LD50 0.15 mg kg-1, IPR-MUS LD50 4 mg kg-1, SCU-RBT LD50 4 mg kg-1 Oxford University Chemical Safety Data (No longer updated) More details
    • Safety:

      23/24/25 Alfa Aesar L04911
      27-36/37-45 Alfa Aesar L04911
      Danger Biosynth Q-200602
      DANGER: POISON, irritates skin, eyes, lungs Alfa Aesar L04911
      GHS06 Biosynth Q-200602
      H301; H310; H331 Biosynth Q-200602
      P261; P280; P301+P310; P302+P350; P310 Biosynth Q-200602
      Safety glasses, gloves, good ventilation. Do not use ifexposed skin is damaged. Oxford University Chemical Safety Data (No longer updated) More details
      TOXIC Alfa Aesar L04911
    • Target Organs:

      Adrenergic Receptor antagonist TargetMol T1071
    • Bio Activity:

      Adrenergic Receptor MedChem Express HY-B0447B
      GPCR/G protein MedChem Express HY-B0447B
      GPCR/G Protein TargetMol T1071
      GPCR/G protein; MedChem Express HY-B0447B
      L-Epinephrine(L-Adrenaline) is a hormone and a neurotransmitter. MedChem Express
      L-Epinephrine(L-Adrenaline) is a hormone and a neurotransmitter.; Target: Adrenergic Receptor; Epinephrine is a hormone and a neurotransmitter. MedChem Express HY-B0447B
      L-Epinephrine(L-Adrenaline) is a hormone and a neurotransmitter.;Target: Adrenergic ReceptorEpinephrine is a hormone and a neurotransmitter. The investigation of the pharmacology of epinephrine made a major contribution to the understanding of the autonomic system and the function of the sympathetic system. Epinephrine remains a useful medicine for several emergency indications. This is despite its non-specific action on adrenoceptors and the subsequent development of multiple selective medicines that target subtypes of the adrenoceptors. The word adrenaline is used in common parlance to denote increased activation of the sympathetic system associated with the energy and excitement of the fight-or-flight response, even though this is physiologically inaccurate. The influence of adrenaline is mainly limited to a metabolic effect and bronchodilation effect on organs devoid of direct sympathetic innervation [1, 2]. MedChem Express HY-B0447B
      PAH;TNF;Adrenergic receptor TargetMol T1071

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

Density: 1.3±0.1 g/cm3
Boiling Point: 413.1±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.0 mmHg at 25°C
Enthalpy of Vaporization: 70.2±3.0 kJ/mol
Flash Point: 207.9±17.9 °C
Index of Refraction: 1.608
Molar Refractivity: 49.3±0.3 cm3
#H bond acceptors: 4
#H bond donors: 4
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: -0.63
ACD/LogD (pH 5.5): -3.74
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -2.56
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 73 Å2
Polarizability: 19.6±0.5 10-24cm3
Surface Tension: 59.9±3.0 dyne/cm
Molar Volume: 142.7±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) =  -0.69
    Log Kow (Exper. database match) =  -1.37
       Exper. Ref:  Hansch,C & Leo,A (1985)

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  345.38  (Adapted Stein & Brown method)
    Melting Pt (deg C):  123.68  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  7.48E-008  (Modified Grain method)
    MP  (exp database):  211-212 deg C
    Subcooled liquid VP: 7.07E-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):  1e+006
       log Kow used: -1.37 (expkow database)
       no-melting pt equation used
     Water Sol (Exper. database match) =  180 mg/L (20 deg C)
        Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1e+006 mg/L
    Wat Sol (Exper. database match) =  180.00
       Exper. Ref:  YALKOWSKY,SH & DANNENFELSER,RM (1992)

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   7.06E-019  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  1.803E-014 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -1.37  (exp database)
  Log Kaw used:  -16.540  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  15.170
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.2045
   Biowin2 (Non-Linear Model)     :   0.9885
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   3.0915  (weeks       )
   Biowin4 (Primary Survey Model) :   3.8355  (days        )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.5547
   Biowin6 (MITI Non-Linear Model):   0.5012
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  1.0008
 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):  0.000943 Pa (7.07E-006 mm Hg)
  Log Koa (Koawin est  ): 15.170
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.00318 
       Octanol/air (Koa) model:  363 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.103 
       Mackay model           :  0.203 
       Octanol/air (Koa) model:  1 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 138.1532 E-12 cm3/molecule-sec
      Half-Life =     0.077 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.929 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Reaction With Nitrate Radicals May Be Important!
   Fraction sorbed to airborne particulates (phi): 0.153 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  133.1
      Log Koc:  2.124 

 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: -1.37 (expkow database)

 Volatilization from Water:
    Henry LC:  7.06E-019 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 1.122E+015  hours   (4.677E+013 days)
    Half-Life from Model Lake : 1.225E+016  hours   (5.102E+014 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       3.78e-011       1.86         1000       
   Water     39              360          1000       
   Soil      60.9            720          1000       
   Sediment  0.0713          3.24e+003    0          
     Persistence Time: 579 hr




                    

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