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Human Metabolome Database Version 3.5

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Showing metabocard for Methylnoradrenaline (HMDB02832)

Record Information
Version 3.5
Creation Date 2006-05-22 09:12:13 -0600
Update Date 2013-02-08 17:12:08 -0700
HMDB ID HMDB02832
Secondary Accession Numbers None
Metabolite Identification
Common Name Methylnoradrenaline
Description Methylnoradrenaline is a norepinephrine derivative used as a vasoconstrictor agent. -- Pubchem.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (+-)-3,4-Dihydroxynorephedrine
  2. (+/-)-3,4-Dihydroxynorephedrine
  3. 3,4-Dihydrophenyl-1-amino-2-propanol-1
  4. a-Methylnoradrenaline
  5. a-Methylnorepinephrine
  6. alpha-Methylnoradrenaline
  7. alpha-Methylnorepinephrine
  8. Dihydroxyphenylpropanolamine
  9. Dioxynorepinephrine
  10. DL-a-Methylnorepinephrine
  11. DL-alpha-Methylnorepinephrine
  12. Isoadrenaline
  13. L-a-Methylnorepinephrine
  14. L-alpha-Methylnorepinephrine
  15. Levonordefrin
  16. Methylnoradrenaline
  17. Nordefrin
Chemical Formula C9H13NO3
Average Molecular Weight 183.2044
Monoisotopic Molecular Weight 183.089543287
IUPAC Name 4-(2-amino-1-hydroxypropyl)benzene-1,2-diol
Traditional IUPAC Name 4-(2-amino-1-hydroxypropyl)benzene-1,2-diol
CAS Registry Number 6539-57-7
SMILES CC(N)C(O)C1=CC(O)=C(O)C=C1
InChI Identifier InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3
InChI Key GEFQWZLICWMTKF-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Homomonocyclic Compounds
Class Phenols and Derivatives
Sub Class Benzenediols
Other Descriptors
  • Amphetamines and Derivatives
  • Aromatic Homomonocyclic Compounds
Substituents
  • 1,2 Aminoalcohol
  • 1,2 Diphenol
  • Benzyl Alcohol Derivative
  • Phenethylamine
  • Primary Aliphatic Amine (Alkylamine)
  • Secondary Alcohol
Direct Parent Catecholamines and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP -1.43 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 14.6 g/L ALOGPS
LogP -0.77 ALOGPS
LogP -0.39 ChemAxon
LogS -1.10 ALOGPS
pKa (strongest acidic) 9.63 ChemAxon
pKa (strongest basic) 8.96 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 4 ChemAxon
Polar Surface Area 86.71 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 48.87 ChemAxon
Polarizability 18.79 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB023071
KNApSAcK ID Not Available
Chemspider ID 3780 Link_out
KEGG Compound ID C17925 Link_out
BioCyc ID ASN Link_out
BiGG ID Not Available
Wikipedia Link Levonordefrin Link_out
NuGOwiki Link HMDB02832 Link_out
Metagene Link HMDB02832 Link_out
METLIN ID 1217 Link_out
PubChem Compound 3917 Link_out
PDB ID Not Available
ChEBI ID 142891 Link_out
References
Synthesis Reference Farrugia, M. T.; Hunter, W. H.; Kirk, G. Preparation and pharmacological properties of y-corbasil. Journal of Pharmacy and Pharmacology (1969), 21(Suppl.), 199-205.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Causon RC, Brown MJ, Leenders KL, Wolfson L: High-performance liquid chromatography with amperometric detection of plasma L-3,4-dihydroxyphenylalanine in Parkinsonian patients. J Chromatogr. 1983 Oct 14;277:115-23. Pubmed: 6643597 Link_out
  2. Grossi G, Bargossi AM, Lucarelli C, Paradisi R, Sprovieri C, Sprovieri G: Improvements in automated analysis of catecholamine and related metabolites in biological samples by column-switching high-performance liquid chromatography. J Chromatogr. 1991 Mar 22;541(1-2):273-84. Pubmed: 2037650 Link_out