Showing metabocard for N-Methyltyramine (MMDBc0047941)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-23 23:17:34 UTC
Update Date2022-09-01 02:02:36 UTC
Metabolite IDMMDBc0047941
Metabolite Identification
Common NameN-Methyltyramine
DescriptionN-methyltyramine (NMT) is a phenolic amine. NMT is a potent stimulant of gastrin release present in alcoholic beverages produced by alcoholic fermentation, but not by distillation (i.e.: beer.). NMT is well absorbed in the small intestine, especially in the duodenum and jejunum. NMT is metabolized in the liver (the site of first-pass metabolism), but not in the small-intestinal mucosa. NMT is occasionally present in the stools of children and infants. Satisfactory results have been obtained in treating infective shock with injection of natural Fructus Aurantii immaturus (nat-FAI); the anti-shock effective compositions in FAI have been proved to be synephrine and NMT. (PMID: 10772638 , 2570680 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f124101c8b8>


  Mrv0541 02231219462D          

 11 11  0  0  0  0            999 V2000
   17.9186  -15.9176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -11.3801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -12.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9186  -12.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3476  -10.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9186  -15.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9186  -13.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2042  -14.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -14.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2042  -13.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -13.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f124101c8b8>

HMDB0003633
     RDKit          3D
N-Methyltyramine
 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.1791    1.1543    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    0.5592    0.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8734   -0.7994    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7898   -1.4608   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027   -0.7606   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537    0.2200   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829    0.8604   -0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9601    0.5099    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056    1.1263    0.2221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157   -0.4709    0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -1.0930    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9036    0.9486    2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    2.2363    0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1606    0.6802    0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    1.1148    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -0.8484    1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -1.3756    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6836   -2.5036    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -1.5472   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1870    0.5348   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960    1.6334   -1.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570    1.9404    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730   -0.7848    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1424   -1.8744    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f124101c8b8>


  Mrv0541 02231219462D          

 11 11  0  0  0  0            999 V2000
   17.9186  -15.9176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -11.3801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -12.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9186  -12.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3476  -10.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9186  -15.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9186  -13.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2042  -14.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -14.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2042  -13.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6332  -13.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047941

> <DATABASE_NAME>
MIME

> <SMILES>
CNCCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3

> <INCHI_KEY>
AXVZFRBSCNEKPQ-UHFFFAOYSA-N

> <FORMULA>
C9H13NO

> <MOLECULAR_WEIGHT>
151.2056

> <EXACT_MASS>
151.099714043

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.417013092088204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[2-(methylamino)ethyl]phenol

> <ALOGPS_LOGP>
0.48

> <JCHEM_LOGP>
0.960510916100806

> <ALOGPS_LOGS>
-1.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.5446863243861

> <JCHEM_PKA_STRONGEST_BASIC>
9.824093465521198

> <JCHEM_POLAR_SURFACE_AREA>
32.26

> <JCHEM_REFRACTIVITY>
46.04190000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methyltyramine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007f124101c8b8>

HMDB0003633
     RDKit          3D
N-Methyltyramine
 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.1791    1.1543    0.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1229    0.5592    0.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8734   -0.7994    0.5877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7898   -1.4608   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5027   -0.7606   -0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537    0.2200   -1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829    0.8604   -0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9601    0.5099    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056    1.1263    0.2221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6157   -0.4709    0.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -1.0930    0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9036    0.9486    2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    2.2363    0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1606    0.6802    0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    1.1148    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -0.8484    1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8126   -1.3756    0.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6836   -2.5036    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1494   -1.5472   -1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1870    0.5348   -1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960    1.6334   -1.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570    1.9404    0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2730   -0.7848    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1424   -1.8744    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
M  END
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PDB for #<Metabolite:0x00007f124101c8b8>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      33.448 -29.713   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      34.782 -21.243   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      34.782 -22.783   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.448 -23.553   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      36.116 -20.473   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.448 -28.173   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.448 -25.093   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.115 -27.403   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.782 -27.403   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.115 -25.863   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      34.782 -25.863   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    3    5                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    2                                                            
CONECT    6    1    8    9                                                  
CONECT    7    4   10   11                                                  
CONECT    8    6   10                                                       
CONECT    9    6   11                                                       
CONECT   10    7    8                                                       
CONECT   11    7    9                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007f124101c8b8>

COMPND    HMDB0003633
HETATM    1  C1  UNL     1      -3.179   1.154   0.928  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.123   0.559   0.131  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.873  -0.799   0.588  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.790  -1.461  -0.203  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.503  -0.761  -0.129  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.854   0.220  -1.018  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.083   0.860  -0.918  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.960   0.510   0.083  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.206   1.126   0.222  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.616  -0.471   0.977  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.391  -1.093   0.859  1.00  0.00           C  
HETATM   12  H1  UNL     1      -2.904   0.949   2.002  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.242   2.236   0.816  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.161   0.680   0.722  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.247   1.115   0.366  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.703  -0.848   1.684  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.813  -1.376   0.407  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.684  -2.504   0.209  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.149  -1.547  -1.253  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.187   0.535  -1.835  1.00  0.00           H  
HETATM   21  H10 UNL     1       2.396   1.633  -1.595  1.00  0.00           H  
HETATM   22  H11 UNL     1       4.257   1.940   0.798  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.273  -0.785   1.787  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.142  -1.874   1.590  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6    6   11
CONECT    6    7   20
CONECT    7    8    8   21
CONECT    8    9   10
CONECT    9   22
CONECT   10   11   11   23
CONECT   11   24
END
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SMILES for #<Metabolite:0x00007f124101c8b8>

CNCCC1=CC=C(O)C=C1
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INCHI for #<Metabolite:0x00007f124101c8b8>

InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3
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Synonyms
ValueSource
4-Hydroxy-N-methylphenethylamineChEBI
Methyl-4-tyramineChEBI
p-(2-Methylaminoethyl)phenolChEBI
4-(2-(Methylamino)ethyl)-phenolHMDB
4-(2-Methylaminoethyl)phenolHMDB
4-[2-(Methylamino)ethyl]-phenolHMDB
4-[2-(Methylamino)ethyl]phenolHMDB
Methyl tyramineHMDB
N-Methyl-p-tyramineHMDB
N-MethyltyraminiumHMDB
NMTHMDB
p-(2-(Methylamino)ethyl)phenolHMDB
p-[2-(Methylamino)ethyl]-phenolHMDB
{p-[2-(methylamino)ethyl]phenol}HMDB
N-MethyltyrosamineHMDB
Methyl-4-tyramine hydrochlorideHMDB
Methyl-4-tyramine hydrobromideHMDB
Molecular FormulaC9H13NO
Average Mass151.2056
Monoisotopic Mass151.099714043
IUPAC Name4-[2-(methylamino)ethyl]phenol
Traditional NameN-methyltyramine
CAS Registry Number370-98-9
SMILES
CNCCC1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C9H13NO/c1-10-7-6-8-2-4-9(11)5-3-8/h2-5,10-11H,6-7H2,1H3
InChI KeyAXVZFRBSCNEKPQ-UHFFFAOYSA-N