ChemSpider 2D Image | Dimethyltryptamine | C12H16N2

Dimethyltryptamine

  • Molecular FormulaC12H16N2
  • Average mass188.269 Da
  • Monoisotopic mass188.131348 Da
  • ChemSpider ID5864

More details:

Featured data source
The Merck Index Online

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

(2-Indol-3-ylethyl)dimethylamine
1H-Indole-3-ethanamine, N,N-dimethyl- [ACD/Index Name]
2-(1H-Indol-3-yl)-N,N-dimethylethanamin [German] [ACD/IUPAC Name]
2-(1H-Indol-3-yl)-N,N-dimethylethanamine [ACD/IUPAC Name]
2-(1H-Indol-3-yl)-N,N-diméthyléthanamine [French] [ACD/IUPAC Name]
200-508-4 [EINECS]
61-50-7 [RN]
Dimethyltryptamine [Wiki]
DMT
Indole, 3-(2-(dimethylamino)ethyl)-
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

WUB601BHAA [DBID]
AIDS072305 [DBID]
AIDS-072305 [DBID]
BRN 0138259 [DBID]
C08302 [DBID]
D-5500 [DBID]
DEA No. 7435 [DBID]
NL7350000 [DBID]
NSC 63795 [DBID]
NSC63795 [DBID]
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  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A tryptamine derivative having two <element>N</element>-methyl substituents on the side-chain. ChEBI CHEBI:28969
      A tryptamine derivative having two N-methyl substituents on the side-chain. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:28969, CHEBI:28969

    • Bio Activity:

      Endogenous ?1 ligand. Also 5-HT2A agonist Tocris Bioscience 3428
      Endogenous ?1 receptor ligand and psychoactive plant compound (Ki = 14.8 ?M). Binding to ?1 inhibits voltage-gated Na+ channels and is responsible for the behavioral effects of DMT. Also a 5-HT2A rece ptor agonist and inhibitor of 5-HT uptake at plasma membrane serotonin transporters (SERT) (Ki = 4.0 ?M). Tocris Bioscience 3428
      Endogenous ?1 receptor ligand and psychoactive plant compound (Ki = 14.8 ?M). Binding to ?1 inhibits voltage-gated Na+ channels and is responsible for the behavioral effects of DMT. Also a 5-HT2A receptor agonist and inhibitor of 5-HT uptake at plasma membrane serotonin transporters (SERT) (Ki = 4.0 ?M). Tocris Bioscience 3428
      Endogenous sigma1 ligand. Also 5-HT2A agonist Tocris Bioscience 3428
      Endogenous sigma1 receptor ligand and psychoactive plant compound (Ki = 14.8 muM). Binding to sigma1 inhibits voltage-gated Na+ channels and is responsible for the behavioral effects of DMT. Also a 5-HT2A receptor agonist and inhibitor of 5-HT uptake at plasma membrane serotonin transporters (SERT) (Ki = 4.0 muM). Tocris Bioscience 3428
      Other Pharmacology Tocris Bioscience 3428
      Sigma Receptors Tocris Bioscience 3428
      Sigma1 Receptors Tocris Bioscience 3428
  • Gas Chromatography

    • Retention Index (Kovats):

      1611 (estimated with error: 83) NIST Spectra mainlib_352147, replib_38693, replib_250700, replib_248091, replib_312935, replib_379568

    • Retention Index (Normal Alkane):

      1764.1 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column diameter: 0.26 mm; Column length: 30 m; Column type: Capillary; Heat rate: 8 K/min; Start T: 120 C; End T: 280 C; End time: 22 min; Start time: 1 min; CAS no: 61507; Active phase: DB-1; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Manca, D.; Ferron, L.; Weber, J-P., A System for Toxicological Screening by Capillary Gas Chromatography with Use of Drug Retention Index Based on Nitrogen-Containing Reference Compounds, Clin. Chem., 35(4), 1989, 601-607.) NIST Spectra nist ri
      1745 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column type: Other; CAS no: 61507; Active phase: Methyl Silicone; Data type: Normal alkane RI; Authors: Ardrey, R.E.; Moffat, A.C., Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase, J. Chromatogr., 220, 1981, 195-252.) NIST Spectra nist ri
      1750 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 6 ft; Column type: Packed; Start T: 140 C; CAS no: 61507; Active phase: SE-30; Data type: Normal alkane RI; Authors: Narasimhachari, N.; Spaide, J.; Heller, B., Gas liquid chromatographic and mass spectrometric studies on trimethylsilyl derivatives of N-methyl- and N,N-dimethyltryptamines, J. Chromatogr. Sci., 9, 1971, 502-505.) NIST Spectra nist ri
      1766.9 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.20 mm; Column length: 30 m; Column type: Capillary; Description: 50 0C (1 min) ^ 8 0C/min (9 min) ^ 6 0C/min -> 300 0C; CAS no: 61507; Active phase: SE-54; Data type: Normal alkane RI; Authors: Liu, R.H.; Ku, W.W.; Fitzgerald, M.P., Separation and characterization of amine drugs and their enantiomers by capillary column gas chromatography-mass spectrometry, J. Ass. Offic. Anal. Chem, 66(6), 1983, 1443-1446.) NIST Spectra nist ri

    • Retention Index (Linear):

      1729 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column diameter: 0.25 mm; Column length: 15 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 100 C; End T: 295 C; CAS no: 61507; Active phase: SE-30; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Anderson, W.H.; Stafford, D.T., Applications of capillary gas chromatography in routine toxicological analyses, J. Hi. Res. Chromatogr. & Chromatogr. Comm., 6, 1983, 247-254.) NIST Spectra nist ri
      1750 (Program type: Ramp; Column cl... (show more) ass: Standard non-polar; Column length: 1.8 m; Column type: Packed; Heat rate: 8 K/min; Start T: 130 C; End T: 290 C; End time: 8 min; Start time: 2 min; CAS no: 61507; Active phase: SE-30; Carrier gas: N2; Substrate: Chromosorb W; Data type: Linear RI; Authors: Perrigo, B.J.; Peel, H.W., The use of retention indices and temperature-programmed gas chromatography in analytical toxicology, J. Chromatogr. Sci., 19, 1981, 219-226.) NIST Spectra nist ri
      1817.6 (Program type: Complex; Column... (show more) class: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Description: Multi-step temperature program; T(initial)=60C; T(final)=270C; CAS no: 61507; Active phase: VF-5MS; Carrier gas: He; Phase thickness: 0.25 um; Data type: Linear RI; Authors: Tret'yakov, K.V., Retention Data. NIST Mass Spectrometry Data Center., 2008.) NIST Spectra nist ri

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

Density: 1.1±0.1 g/cm3
Boiling Point: 332.1±25.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.7 mmHg at 25°C
Enthalpy of Vaporization: 57.5±3.0 kJ/mol
Flash Point: 154.7±23.2 °C
Index of Refraction: 1.615
Molar Refractivity: 61.1±0.3 cm3
#H bond acceptors: 2
#H bond donors: 1
#Freely Rotating Bonds: 3
#Rule of 5 Violations: 0
ACD/LogP: 2.06
ACD/LogD (pH 5.5): -0.58
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): 0.39
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 4.34
Polar Surface Area: 19 Å2
Polarizability: 24.2±0.5 10-24cm3
Surface Tension: 44.8±3.0 dyne/cm
Molar Volume: 175.0±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) =  1.94

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  325.84  (Adapted Stein & Brown method)
    Melting Pt (deg C):  94.61  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  0.000315  (Modified Grain method)
    MP  (exp database):  46 deg C
    Subcooled liquid VP: 0.00049 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):  1.119e+004
       log Kow used: 1.94 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  997.85 mg/L

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

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.44E-010  atm-m3/mole
   Group Method:   1.20E-009  atm-m3/mole
 Henrys LC [VP/WSol estimate using EPI values]:  6.973E-009 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  1.94  (KowWin est)
  Log Kaw used:  -7.580  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  9.520
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.5073
   Biowin2 (Non-Linear Model)     :   0.2124
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.4535  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.2196  (weeks       )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :   0.1028
   Biowin6 (MITI Non-Linear Model):   0.0571
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model): -0.9709
 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):  0.0653 Pa (0.00049 mm Hg)
  Log Koa (Koawin est  ): 9.520
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  4.59E-005 
       Octanol/air (Koa) model:  0.000813 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.00166 
       Mackay model           :  0.00366 
       Octanol/air (Koa) model:  0.0611 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant = 280.3625 E-12 cm3/molecule-sec
      Half-Life =     0.038 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    27.468 Min
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.00266 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  7097
      Log Koc:  3.851 

 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 = 0.796 (BCF = 6.256)
       log Kow used: 1.94 (estimated)

 Volatilization from Water:
    Henry LC:  1.2E-009 atm-m3/mole  (estimated by Group SAR Method)
    Half-Life from Model River: 6.695E+005  hours   (2.789E+004 days)
    Half-Life from Model Lake : 7.303E+006  hours   (3.043E+005 days)

 Removal In Wastewater Treatment:
    Total removal:               2.19  percent
    Total biodegradation:        0.10  percent
    Total sludge adsorption:     2.10  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       0.00967         0.916        1000       
   Water     25.5            900          1000       
   Soil      74.4            1.8e+003     1000       
   Sediment  0.0919          8.1e+003     0          
     Persistence Time: 1.23e+003 hr

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