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Bovine Metabolome Database



Showing metabocard for 3-Methoxytyramine (BMDB00022)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-05-05 20:57:38
Accession Number BMDB00022
Common Name 3-Methoxytyramine
Description The O-methylated derivative of dopamine. Dopamine is methylated by catechol-O-methyltransferase (COMT) to make 3-Methoxytyramine. This compound can be broken down to homovanillic acid by monoamine oxidase and aldehyde dehydrogenase. Elevated concentrations of this compound are indicated for a variety of brain and carcinoid tumors as well as certain mental disorders.
Synonyms
  1. 3-Methoxy-4-hydroxyphenylethyl amine
  2. 3-Methoxytyramine
  3. 3-O-methyldopamine
  4. 4-(2-Aminoethyl)-2-methoxyphenol
  5. 4-(2-amino-ethyl)-2-methoxy-phenol
  6. 4-(2-aminoethyl)-2-methoxy-Phenol
  7. 5-(2-aminoethyl)guaiacol
Chemical IUPAC Name 4-(2-aminoethyl)-2-methoxy-phenol
Chemical Formula C9H13NO2
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Alcohols
Class
  • Catecholamines and Derivatives
Sub Class
  • Dopamines
Family
  • Mammalian_Metabolite
Species
  • phenol or hydroxyhetarene; alkyl aryl ether ; primary amine; primary aliphatic amine (alkylamine); aromatic compound
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 167.205
Monoisotopic Molecular Weight 167.094635
Isomeric SMILES COC1=C(O)C=CC(CCN)=C1
Canonical SMILES COC1=C(O)C=CC(CCN)=C1
KEGG Compound ID C05587 Link Image
BioCyc ID Not Available
BiGG ID 46076 Link Image
Wikipedia Link Not Available
METLIN ID 5094 Link Image
PubChem Compound 1669 Link Image
PubChem Substance 3885186 Link Image
ChEBI ID Not Available
CAS Registry Number 554-52-9
InChI Identifier InChI=1/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3
Synthesis Reference Kametani, Tetsuji; Takano, Seiichi; Karibe, Etsuo. Syntheses of heterocyclic compounds. LXXXVII. Simplified synthesis of 3-methoxy-4-hydroxy- and 3-methoxy-4-tosyloxyphenethylamine. Yakugaku Zasshi (1963), 83(11), 1035-9.
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 1000.0 mg/mL [MEYLAN,WM et al. (1996)]; 5.36 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 1
State Solid
Experimental LogP/Hydrophobicity -0.08 [SANGSTER (1994)] Source: PhysProp
Predicted LogP/Hydrophobicity -0.04 [Predicted by ALOGPS]; 0.8 [Predicted by PubChem via XLOGP] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
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2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Download Spectrum
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm
Biofluid Location Not Available
Tissue Location
Tissue References
Brain
Most Tissues
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names
  • Tyrosine Metabolism
HMDB Pathways
Name Tyrosine Metabolism
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KEGG Pathways
Name Tyrosine Metabolism
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SimCell Pathways
Name Tyrosine Metabolism
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Graph
SBML
General References Not Available