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Human Metabolome Database Version 3.5

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Showing metabocard for m-Tyramine (HMDB04989)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:13:44 -0700
HMDB ID HMDB04989
Secondary Accession Numbers None
Metabolite Identification
Common Name m-Tyramine
Description m-Tyramine is an amine derived from Tyrosine, Phenylethylamine and other catecholamines. (PMID 7335956 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2-(3-Hydroxyphenyl)ethylamine
  2. 3-(2-Aminoethyl)phenol
  3. 3-Hydroxyphenethylamine
  4. 3-Hydroxyphenylethylamine
  5. 3-Tyramine
  6. M-Hydroxyphenethylamine
  7. Meta-tyramine
  8. Metatyramine
Chemical Formula C8H11NO
Average Molecular Weight 137.179
Monoisotopic Molecular Weight 137.084063979
IUPAC Name 3-(2-aminoethyl)phenol
Traditional IUPAC Name meta-tyramine
CAS Registry Number 588-05-6
SMILES NCCC1=CC(O)=CC=C1
InChI Identifier InChI=1S/C8H11NO/c9-5-4-7-2-1-3-8(10)6-7/h1-3,6,10H,4-5,9H2
InChI Key GHFGJTVYMNRGBY-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Homomonocyclic Compounds
Class Phenethylamines
Sub Class N/A
Other Descriptors
  • Organic Compounds
Substituents
  • Phenol
  • Phenol Derivative
  • Primary Aliphatic Amine (Alkylamine)
Direct Parent Phenethylamines
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 164 - 165 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 10.4 mg/mL at 15 °C Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 6.82 g/L ALOGPS
LogP -0.17 ALOGPS
LogP 0.64 ChemAxon
LogS -1.30 ALOGPS
pKa (strongest acidic) 10.27 ChemAxon
pKa (strongest basic) 9.58 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 46.25 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 41.27 ChemAxon
Polarizability 15.28 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations
  • Blood
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
0.000038 +/- 0.000011 uM Adult (>18 years old) Not Specified Normal Not Available
Urine Detected and Quantified
Article_icon
0.280 (0.152-0.408) umol/mmol creatinine Adult (>18 years old) Both Normal Not Available
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
0.00034 +/- 0.0000875 uM Adult (>18 years old) Both Hypertension Not Available
Associated Disorders and Diseases
Disease References
Hypertension
  • Andrew R, Best SA, Watson DG, Midgley JM, Reid JL, Squire IB: Analysis of biogenic amines in plasma of hypertensive patients and a control group. Neurochem Res. 1993 Nov;18(11):1179-82. Pubmed: 8255371 Link_out
    Associated OMIM IDs
    DrugBank ID Not Available
    Phenol Explorer Compound ID Not Available
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB023573
    KNApSAcK ID Not Available
    Chemspider ID 11008 Link_out
    KEGG Compound ID Not Available
    BioCyc ID Not Available
    BiGG ID Not Available
    Wikipedia Link Not Available
    NuGOwiki Link HMDB04989 Link_out
    Metagene Link HMDB04989 Link_out
    METLIN ID 7240 Link_out
    PubChem Compound 11492 Link_out
    PDB ID Not Available
    ChEBI ID 341165 Link_out
    References
    Synthesis Reference Falck, B.; Hillarp, N. A.; Thieme, G.; Torp, A. Fluorescence of catecholamines and related compounds condensed with formaldehyde. Brain Research Bulletin (1982), 9(1-6), xi-xv.
    Material Safety Data Sheet (MSDS) Not Available
    General References
    1. Andrew R, Watson DG, Best SA, Midgley JM, Wenlong H, Petty RK: The determination of hydroxydopamines and other trace amines in the urine of parkinsonian patients and normal controls. Neurochem Res. 1993 Nov;18(11):1175-7. Pubmed: 8255370 Link_out
    2. Durden DA, Davis BA: Determination of regional distributions of phenylethylamine and meta- and para-tyramine in rat brain regions and presence in human and dog plasma by an ultra-sensitive negative chemical ion gas chromatography-mass spectrometric (NCI-GC-MS) method. Neurochem Res. 1993 Sep;18(9):995-1002. Pubmed: 8232728 Link_out