Showing metabocard for Tyramine (MMDBc0000098)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:30:18 UTC
Update Date2024-09-29 09:54:25 UTC
Metabolite IDMMDBc0000098
Metabolite Identification
Common NameTyramine
DescriptionTyramine is a monoamine compound derived from the amino acid tyrosine. Tyramine is metabolized by the enzyme monoamine oxidase. In foods, it is often produced by the decarboxylation of tyrosine during fermentation or decay. Foods containing considerable amounts of tyramine include fish, chocolate, alcoholic beverages, cheese, soy sauce, sauerkraut, and processed meat. A large dietary intake of tyramine can cause an increase in systolic blood pressure of 30 mmHg or more. Tyramine acts as a neurotransmitter via a G protein-coupled receptor with high affinity for tyramine called TA1. The TA1 receptor is found in the brain as well as peripheral tissues including the kidney. An indirect sympathomimetic, Tyramine can also serve as a substrate for adrenergic uptake systems and monoamine oxidase so it prolongs the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals. Tyramine is a biomarker for the consumption of cheese
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46cebcc188>


  Mrv1652306232000432D          

 10 10  0  0  0  0            999 V2000
   -2.0087   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -1.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -2.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7232   -2.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522   -2.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2942   -0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5797   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1346   -0.7820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f46cebcc188>

HMDB0000306
     RDKit          3D
Tyramine
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.5632    0.7281    0.4180 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.7710    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -0.2938   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0415   -0.3037   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -1.0573    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422   -1.0523    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7746   -0.2739   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1569   -0.2606   -0.0632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    0.4803   -1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6976    0.4720   -1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8649    0.6612   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795   -0.1155    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8011    1.7670    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8786    0.6173    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9692   -1.2758   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -0.1152   -1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902   -1.6570    1.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -1.6462    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6799    0.3961    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6742    1.0933   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666    1.0649   -1.8307 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f46cebcc188>


  Mrv1652306232000432D          

 10 10  0  0  0  0            999 V2000
   -2.0087   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231   -0.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -1.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -2.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7232   -2.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522   -2.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2942   -0.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5797   -1.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1346   -0.7820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000098

> <DATABASE_NAME>
MIME

> <SMILES>
NCCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2

> <INCHI_KEY>
DZGWFCGJZKJUFP-UHFFFAOYSA-N

> <FORMULA>
C8H11NO

> <MOLECULAR_WEIGHT>
137.179

> <EXACT_MASS>
137.084063979

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.332804080654203

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(2-aminoethyl)phenol

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
0.6797131598312175

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.410817992116419

> <JCHEM_PKA_STRONGEST_BASIC>
9.663317955732815

> <JCHEM_POLAR_SURFACE_AREA>
46.25

> <JCHEM_REFRACTIVITY>
41.267300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tyramine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f46cebcc188>

HMDB0000306
     RDKit          3D
Tyramine
 21 21  0  0  0  0  0  0  0  0999 V2000
    3.5632    0.7281    0.4180 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206    0.7710    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -0.2938   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0415   -0.3037   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -1.0573    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0422   -1.0523    0.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7746   -0.2739   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1569   -0.2606   -0.0632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    0.4803   -1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6976    0.4720   -1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8649    0.6612   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9795   -0.1155    0.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8011    1.7670    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8786    0.6173    1.6072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9692   -1.2758   -0.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -0.1152   -1.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902   -1.6570    1.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5882   -1.6462    1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6799    0.3961    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6742    1.0933   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666    1.0649   -1.8307 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
M  END
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PDB for #<Metabolite:0x00007f46cebcc188>

HEADER    PROTEIN                                 23-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-20         0                                  
HETATM    1  C   UNK     0      -3.750  -2.230   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.083  -1.460   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.417  -2.230   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.417  -3.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.083  -4.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.750  -3.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -7.751  -4.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.416  -1.460   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.082  -2.230   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.251  -1.460   0.000  0.00  0.00           N+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007f46cebcc188>

COMPND    HMDB0000306
HETATM    1  N1  UNL     1       3.563   0.728   0.418  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.121   0.771   0.549  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.525  -0.294  -0.320  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.042  -0.304  -0.231  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.653  -1.057   0.692  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.042  -1.052   0.759  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.775  -0.274  -0.119  1.00  0.00           C  
HETATM    8  O1  UNL     1      -4.157  -0.261  -0.063  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.085   0.480  -1.043  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.698   0.472  -1.105  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.865   0.661  -0.589  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.979  -0.116   0.882  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.801   1.767   0.159  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.879   0.617   1.607  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.969  -1.276  -0.026  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.865  -0.115  -1.373  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.090  -1.657   1.369  1.00  0.00           H  
HETATM   18  H8  UNL     1      -2.588  -1.646   1.486  1.00  0.00           H  
HETATM   19  H9  UNL     1      -4.680   0.396   0.513  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.674   1.093  -1.734  1.00  0.00           H  
HETATM   21  H11 UNL     1      -0.167   1.065  -1.831  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5    5   10
CONECT    5    6   17
CONECT    6    7    7   18
CONECT    7    8    9
CONECT    8   19
CONECT    9   10   10   20
CONECT   10   21
END
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SMILES for #<Metabolite:0x00007f46cebcc188>

NCCC1=CC=C(O)C=C1
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INCHI for #<Metabolite:0x00007f46cebcc188>

InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
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Synonyms
ValueSource
2-(p-Hydroxyphenyl)ethylamineChEBI
4-Hydroxy-beta-phenylethylamineChEBI
4-HydroxyphenethylamineChEBI
4-HydroxyphenylethylamineChEBI
beta-(4-Hydroxyphenyl)ethylamineChEBI
p-(2-Aminoethyl)phenolChEBI
p-HydroxyphenethylamineChEBI
p-HydroxyphenylethylamineChEBI
p-TyramineChEBI
TyraminChEBI
4-Hydroxy-b-phenylethylamineGenerator
4-Hydroxy-β-phenylethylamineGenerator
b-(4-Hydroxyphenyl)ethylamineGenerator
Β-(4-hydroxyphenyl)ethylamineGenerator
2-(4'-Hydroxyphenyl)ethylamineHMDB
2-(4-Hydroxyphenyl)ethylamineHMDB
4-(2-Aminoethyl)-phenolHMDB
4-(2-Aminoethyl)-phenol(thyramin)HMDB
4-(2-Aminoethyl)phenolHMDB
4-Hydroxy-benzeneethanamineHMDB
a-(4-Hydroxyphenyl)-b-aminoethaneHMDB
alpha-(4-Hydroxyphenyl)-beta-aminoethaneHMDB
p-(2-Aminoethyl)-phenolHMDB
p-beta-AminoethylphenolHMDB
p-Hydroxy-b-phenethylamineHMDB
p-Hydroxy-b-phenylethylamineHMDB
p-Hydroxy-beta-phenethylamineHMDB
p-Hydroxy-beta-phenylethylamineHMDB
SystogeneHMDB
Tenosin-wirkstoffHMDB
TocosineHMDB
Tyramine baseHMDB
TyrosamineHMDB
UteramineHMDB
Para-tyramineHMDB
4 HydroxyphenethylamineHMDB
2-(4-Hydroxyphenyl)ethanamineHMDB
2-(4’-hydroxyphenyl)ethylamineHMDB
p-Hydroxy-β-phenylethylamineHMDB
p-Β-aminoethylphenolHMDB
Α-(4-hydroxyphenyl)-β-aminoethaneHMDB
Molecular FormulaC8H11NO
Average Mass137.179
Monoisotopic Mass137.084063979
IUPAC Name4-(2-aminoethyl)phenol
Traditional Nametyramine
CAS Registry Number51-67-2
SMILES
NCCC1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
InChI KeyDZGWFCGJZKJUFP-UHFFFAOYSA-N