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ChemSpider 2D Image | Melatonin | C13H16N2O2

Melatonin

  • Molecular FormulaC13H16N2O2
  • Average mass232.278 Da
  • Monoisotopic mass232.121185 Da
  • ChemSpider ID872

More details:



Featured data source



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

200-659-6 [EINECS]
200-797-7 [EINECS]
73-31-4 [RN]
Acetamide, N-[2-(5-methoxy-1H-indol-3-yl)ethyl]- [ACD/Index Name]
Melatonin [Wiki]
N-(2-(5-methoxyindol-3-yl)ethyl)-Acetamide
N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamid [German] [ACD/IUPAC Name]
N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-Acetamide
N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide [ACD/IUPAC Name]
More...

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

CHEBI:16796 [DBID]
JL5DK93RCL [DBID]
MFCD00005655 [DBID]
A4039/0172195 [DBID]
AIDS160011 [DBID]
AIDS-160011 [DBID]
BAS 01281092 [DBID]
BPBio1_000590 [DBID]
BRN 0205542 [DBID]
BSPBio_000536 [DBID]
More...
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Toxicity:

      Organic Compound; Amine; Ether; Amide; Drug; Central Nervous System Depressant; Food Toxin; Plant Toxin; Anticonvulsant; Antioxidant; Free Radical Scavenger; Metabolite; Nutraceutical; Adjuvant, Immunologic; Animal Toxin; Natural Compound Toxin, Toxin-Target Database T3D2972
    • Safety:

      H360F LKT Labs [M1745]
      N05CH01 Wikidata Q180912
      P261; P262 Biosynth M-1200, M-1250
      R60 LKT Labs [M1745]
      Repr. LKT Labs [M1745]
    • Target Organs:

      Melatonin receptor agonist;MPO inhibitor;Estrogen Receptor antagonist;ROR agonist, Calmodulin TargetMol T1659
    • Chemical Class:

      A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1<element>H</element>-indol-3-yl)ethyl group. It is a h ormone secreted by the pineal gland in humans. ChEBI CHEBI:16796
      A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen atom is replaced by a 2-(5-methoxy-1H-indol-3-yl)ethyl group. It is a h; ormone secreted b y the pineal gland in humans. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:16796
      alkaloid Microsource [01500690]
    • Drug Status:

      experimental Microsource [01500690]
    • Compound Source:

      Isol. from bovine pineal glands Zerenex Molecular [ZBioX-0507]
      pineal gland Microsource [01500690]
    • Bio Activity:

      7-TM Receptors Tocris Bioscience 3550
      Endocrinology/ Hormones TargetMol T1659
      Endogenous hormone that acts as an agonist at melatonin receptors MT1 and MT2. Exhibits a prominent role in the control of circadian rhythm, displays immunomodulatory activity and acts as a powerful a ntioxidant in vivo. Tocris Bioscience 3550
      Endogenous hormone that acts as an agonist at melatonin receptors MT1 and MT2. Exhibits a prominent role in the control of circadian rhythm, displays immunomodulatory activity and acts as a powerful antioxidant in vivo. Tocris Bioscience 3550
      Endogenous hormone; agonist at MT1 and MT2 Tocris Bioscience 3550
      Melatonin (MT) Receptors Tocris Bioscience 3550
      Melatonin is a hormone produced in the brain by the pineal gland from the amino acid tryptophan. MedChem Express , HY-B0075
      Melatonin is a hormone produced in the brain by the pineal gland from the amino acid tryptophan. ;Target: Approved: 2007 (the European Medicines Agency)Melatonin (N-acetyl-5-methoxytryptamine), the chief secretory product of the pineal gland in the brain, is well known for its functional versatility. In hundreds of investigations, melatonin has been documented as a direct free radical scavenger and an indirect antioxidant, as well as an important immunomodulatory agent [1]. Melatonin may be effective for a variety of disorders, the optimum dose of melatonin for human radioprotection is yet to be determined. We propose that, in the future, melatonin improve the therapeutic ratio in radiation oncology [2]. MedChem Express HY-B0075
      melatonin receptor;MPO;Estrogen receptor;ROR-beta, Calmodulin TargetMol T1659
      Others MedChem Express HY-B0075
      Product of tryptophan metabolism by the pineal gland; Zerenex Molecular [ZBioX-0507]
  • Gas Chromatography

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

Density: 1.2±0.1 g/cm3
Boiling Point: 512.8±40.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.3 mmHg at 25°C
Enthalpy of Vaporization: 78.4±3.0 kJ/mol
Flash Point: 264.0±27.3 °C
Index of Refraction: 1.600
Molar Refractivity: 67.6±0.3 cm3
#H bond acceptors: 4
#H bond donors: 2
#Freely Rotating Bonds: 4
#Rule of 5 Violations: 0
ACD/LogP: 0.96
ACD/LogD (pH 5.5): 1.74
ACD/BCF (pH 5.5): 12.30
ACD/KOC (pH 5.5): 209.82
ACD/LogD (pH 7.4): 1.74
ACD/BCF (pH 7.4): 12.30
ACD/KOC (pH 7.4): 209.82
Polar Surface Area: 54 Å2
Polarizability: 26.8±0.5 10-24cm3
Surface Tension: 46.7±3.0 dyne/cm
Molar Volume: 197.6±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) =  1.65

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  435.59  (Adapted Stein & Brown method)
    Melting Pt (deg C):  182.51  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  1.37E-007  (Modified Grain method)
    MP  (exp database):  117 deg C
    Subcooled liquid VP: 1.12E-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):  1164
       log Kow used: 1.65 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  1030.2 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Neutral Organics

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   2.56E-014  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.597E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.65  (KowWin est)
  Log Kaw used:  -11.980  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  13.630
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   1.0337
   Biowin2 (Non-Linear Model)     :   0.9947
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4987  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.7266  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.3704
   Biowin6 (MITI Non-Linear Model):   0.2410
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.1904
 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):  0.000149 Pa (1.12E-006 mm Hg)
  Log Koa (Koawin est  ): 13.630
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.0201 
       Octanol/air (Koa) model:  10.5 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.42 
       Mackay model           :  0.616 
       Octanol/air (Koa) model:  0.999 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 212.2906 E-12 cm3/molecule-sec
      Half-Life =     0.050 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =     0.605 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.518 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  2550
      Log Koc:  3.406 

 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 = 0.567 (BCF = 3.689)
       log Kow used: 1.65 (estimated)

 Volatilization from Water:
    Henry LC:  2.56E-014 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River: 3.486E+010  hours   (1.452E+009 days)
    Half-Life from Model Lake : 3.802E+011  hours   (1.584E+010 days)

 Removal In Wastewater Treatment:
    Total removal:               2.03  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.93  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       3.3e-007        1.21         1000       
   Water     29.9            900          1000       
   Soil      70              1.8e+003     1000       
   Sediment  0.0832          8.1e+003     0          
     Persistence Time: 1.25e+003 hr




                    

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