NP-MRD: Showing NP-Card for N-methyltryptamine (NP0036327)

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Record Information

Version

2.0

Created at

2021-06-20 19:31:45 UTC

Updated at

2021-06-30 00:07:55 UTC

NP-MRD ID

NP0036327

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-methyltryptamine

Provided By

JEOL Database JEOL Logo

Description

N-Methyltryptamine, also known as dipterine, belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine. In humans, N-methyltryptamine is involved in the tryptophan metabolism pathway. N-Methyltryptamine has been detected, but not quantified in, milk (cow). This could make N-methyltryptamine a potential biomarker for the consumption of these foods. N-Methyltryptamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. N-methyltryptamine is found in Acacia confusa, Acacia maidenii, Anadenanthera peregrina, Mimosa ophthalmocentra, Mimosa somnians, Nectandra megapotamica, Paramuricea clavata, Tachigali paniculata, Vachellia rigidula and Virola sebifera. N-methyltryptamine was first documented in 1977 (PMID: 22091). Based on a literature review a small amount of articles have been published on N-Methyltryptamine (PMID: 11763413) (PMID: 6574135).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121313D          

 27 28  0  0  0  0            999 V2000
   -1.9500    1.2720    5.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214    2.2001    4.7496 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3709    1.5095    3.4618 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9092    2.4856    2.3703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7676    1.8178    1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6934    1.8277    0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861    1.1035   -1.0333 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.6136   -0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9392   -0.1723   -1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569   -0.5256   -0.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4783   -0.1080    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5857    0.6776    1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    1.0477    0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2131    0.4762    5.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508    1.8083    6.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    0.8231    5.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2159    2.9409    4.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    0.7003    3.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    1.0549    3.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504    2.9368    2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    3.3117    2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6684    2.2907   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525    0.9478   -1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924   -0.4984   -2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -1.1350   -1.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -0.3927    0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    0.9986    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0  0  0  0
 13  8  2  0  0  0  0
 10 11  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7  6  1  0  0  0  0
  5  4  1  0  0  0  0
  5 13  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  9 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  0  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  1  0  0  0  0
  2 17  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
M  END


  Mrv1652306202121313D          

 27 28  0  0  0  0            999 V2000
   -1.9500    1.2720    5.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214    2.2001    4.7496 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3709    1.5095    3.4618 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9092    2.4856    2.3703 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7676    1.8178    1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6934    1.8277    0.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861    1.1035   -1.0333 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.6136   -0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9392   -0.1723   -1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569   -0.5256   -0.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4783   -0.1080    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5857    0.6776    1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    1.0477    0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2131    0.4762    5.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508    1.8083    6.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    0.8231    5.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2159    2.9409    4.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367    0.7003    3.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    1.0549    3.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0504    2.9368    2.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    3.3117    2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6684    2.2907   -0.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6525    0.9478   -1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924   -0.4984   -2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -1.1350   -1.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4310   -0.3927    0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464    0.9986    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0  0  0  0
 13  8  2  0  0  0  0
 10 11  1  0  0  0  0
  8  7  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7  6  1  0  0  0  0
  5  4  1  0  0  0  0
  5 13  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  9 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  0  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  1  0  0  0  0
  2 17  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0036327

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C([H])([H])[H])C([H])([H])C([H])([H])C1=C([H])N([H])C2=C1C([H])=C([H])C([H])=C2[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,12-13H,6-7H2,1H3

> <INCHI_KEY>
NCIKQJBVUNUXLW-UHFFFAOYSA-N

> <FORMULA>
C11H14N2

> <MOLECULAR_WEIGHT>
174.2423

> <EXACT_MASS>
174.115698458

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.41824524023312

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2-(1H-indol-3-yl)ethyl](methyl)amine

> <ALOGPS_LOGP>
2.02

> <JCHEM_LOGP>
1.9190178436666665

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.16782291158749

> <JCHEM_PKA_STRONGEST_BASIC>
10.310210734339782

> <JCHEM_POLAR_SURFACE_AREA>
27.82

> <JCHEM_REFRACTIVITY>
55.147500000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyltryptamine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.950   1.272   5.788  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.521   2.200   4.750  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.371   1.510   3.462  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.909   2.486   2.370  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.768   1.818   1.037  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.693   1.828   0.012  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.186   1.103  -1.033  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.058   0.614  -0.714  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.939  -0.172  -1.467  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.157  -0.526  -0.878  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.478  -0.108   0.411  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.586   0.678   1.149  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.350   1.048   0.579  0.00  0.00           C+0
HETATM   14  H   UNK     0      -1.213   0.476   5.936  0.00  0.00           H+0
HETATM   15  H   UNK     0      -2.051   1.808   6.737  0.00  0.00           H+0
HETATM   16  H   UNK     0      -2.920   0.823   5.550  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.216   2.941   4.655  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.637   0.700   3.561  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.325   1.055   3.167  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.050   2.937   2.653  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.627   3.312   2.285  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.668   2.291  -0.063  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.653   0.948  -1.916  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.692  -0.498  -2.472  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.864  -1.135  -1.437  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.431  -0.393   0.850  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.846   0.999   2.153  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    3    1   17                                                  
CONECT    3    4    2   18   19                                             
CONECT    4    5    3   20   21                                             
CONECT    5    4   13    6                                                  
CONECT    6    7    5   22                                                  
CONECT    7    8    6   23                                                  
CONECT    8   13    7    9                                                  
CONECT    9   10    8   24                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13   27                                                  
CONECT   13    8   12    5                                                  
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    2                                                            
CONECT   18    3                                                            
CONECT   19    3                                                            
CONECT   20    4                                                            
CONECT   21    4                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   12                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
3-(2-Methylaminoethyl)indole	ChEBI
N-Methyl-1H-indole-3-ethanamine	ChEBI
N-Monomethyltryptamine	ChEBI
N(Omega)-methyltryptamine	ChEBI
N-Methylindoleethylamine	Kegg
1-Methyl-2-(3-indolyl)ethylamine	Kegg
2-(1H-indol-3-yl)-N-Methylethanamine	HMDB
3-(2-(Methylamino)ethyl)indole	HMDB
Dipterine	HMDB
DL-Methyltryptamine	HMDB
Methyltryptamine	HMDB
N-Omega-methyltryptamine	HMDB
N-Methyltryptamine oxalate	HMDB
N-Methyltryptamine hydrochloride	HMDB

Chemical Formula

C₁₁H₁₄N₂

Average Mass

174.2423 Da

Monoisotopic Mass

174.11570 Da

IUPAC Name

[2-(1H-indol-3-yl)ethyl](methyl)amine

Traditional Name

methyltryptamine

CAS Registry Number

Not Available

SMILES

[H]N(C([H])([H])[H])C([H])([H])C([H])([H])C1=C([H])N([H])C2=C1C([H])=C([H])C([H])=C2[H]

InChI Identifier

InChI=1S/C11H14N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,12-13H,6-7H2,1H3

InChI Key

NCIKQJBVUNUXLW-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acacia confusa	LOTUS Database	35616633
Acacia maidenii	LOTUS Database	35616633
Acacia rigidula	KNApSAcK Database	22123792
Anadenanthera peregrina	LOTUS Database	35616633
Chimonanthus fragrans	KNApSAcK Database	22123792
Mimosa ophthalmocentra	LOTUS Database	35616633
Mimosa somnians	LOTUS Database	35616633
Nectandra megapotamica	LOTUS Database	35616633
Paramuricea clavata	JEOL database	Penez, N., et al, J. Nat. Prod. 74, 2304 (2011)
Prosopis nigra	KNApSAcK Database	22123792
Tachigali paniculata	LOTUS Database	35616633
Taxus chinensis	KNApSAcK Database	22123792
Vachellia rigidula	LOTUS Database	35616633
Virola sebifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Tryptamines and derivatives

Alternative Parents

Substituents

Tryptamine
3-alkylindole
Indole
Aralkylamine
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary aliphatic amine
Secondary amine
Azacycle
Organopnictogen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tryptamine alkaloid (CHEBI:28136 )
tryptamines (CHEBI:28136 )
Indole alkaloids (C06213 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.02	ALOGPS
logP	1.92	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	17.17	ChemAxon
pKa (Strongest Basic)	10.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	27.82 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	55.15 m³·mol⁻¹	ChemAxon
Polarizability	20.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0004370

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

N-Methyltryptamine

METLIN ID

7057

PubChem Compound

6088

PDB ID

Not Available

ChEBI ID

28136

Good Scents ID

Not Available

References

General References

Forsstrom T, Tuominen J, Karkkainen J: Determination of potentially hallucinogenic N-dimethylated indoleamines in human urine by HPLC/ESI-MS-MS. Scand J Clin Lab Invest. 2001;61(7):547-56. [PubMed:11763413 ]
VandenHeuvel WJ, Carlin JR, Walker RW: Biochemical and biomedical applications of capillary column GLC using SIM. J Chromatogr Sci. 1983 Mar;21(3):119-24. doi: 10.1093/chromsci/21.3.119. [PubMed:6574135 ]
Oon MC, Murray RM, Rodnight R, Murphy MP, Birley JL: Factors affecting the urinary excretion of endogenously formed dimethyltryptamine in normal human subjects. Psychopharmacology (Berl). 1977 Oct 20;54(2):171-5. doi: 10.1007/BF00426775. [PubMed:22091 ]
Penez, N., et al. (2011). Penez, N., et al, J. Nat. Prod. 74, 2304 (2011). J. Nat. Prod..

Showing NP-Card for N-methyltryptamine (NP0036327)

MOL for NP0036327 (N-methyltryptamine)

3D MOL for NP0036327 (N-methyltryptamine)

3D SDF for NP0036327 (N-methyltryptamine)

3D-SDF for NP0036327 (N-methyltryptamine)

PDB for NP0036327 (N-methyltryptamine)

3D PDB for NP0036327 (N-methyltryptamine)

SMILES for NP0036327 (N-methyltryptamine)

INCHI for NP0036327 (N-methyltryptamine)

Structure for NP0036327 (N-methyltryptamine)

3D Structure for NP0036327 (N-methyltryptamine)