Showing metabocard for Methylnoradrenaline (BMDB0002832)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:01:47 UTC
Update Date2020-04-22 15:11:27 UTC
BMDB IDBMDB0002832
Secondary Accession Numbers
  • BMDB02832
Metabolite Identification
Common NameMethylnoradrenaline
DescriptionMethylnoradrenaline, also known as a-methylnorepinephrine, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. Based on a literature review a significant number of articles have been published on Methylnoradrenaline.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
alpha-MethylnorepinephrineKegg
alpha-MethylnoradrenalineKegg
a-MethylnorepinephrineGenerator
Α-methylnorepinephrineGenerator
a-MethylnoradrenalineGenerator
Α-methylnoradrenalineGenerator
(+-)-3,4-DihydroxynorephedrineHMDB
(+/-)-3,4-dihydroxynorephedrineHMDB
3,4-Dihydrophenyl-1-amino-2-propanol-1HMDB
DihydroxyphenylpropanolamineHMDB
DioxynorepinephrineHMDB
DL-a-MethylnorepinephrineHMDB
DL-alpha-MethylnorepinephrineHMDB
IsoadrenalineHMDB
L-a-MethylnorepinephrineHMDB
L-alpha-MethylnorepinephrineHMDB
LevonordefrinHMDB, MeSH
NordefrinHMDB, MeSH
Nordefrin hydrochloride, (r*,r*)-(+,-)-isomerMeSH, HMDB
Nordefrin, (r*,r*)-isomerMeSH, HMDB
3,4-DihydroxynorephedrineMeSH, HMDB
CobefrineMeSH, HMDB
CorbadrineMeSH, HMDB
Nordefrin tartrate, (r*,r*), (r*,r*) isomerMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediolMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol hydrochloride, (r*,r*)-(+,-)-isomerMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol hydrochloride, (r*,s*)-(+-)-isomerMeSH, HMDB
NeoCobefrinMeSH, HMDB
alpha MethylnoradrenalineMeSH, HMDB
3,4 DihydroxynorephedrineMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol, (r*,r*)-isomerMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol, (r*,s*)-isomerMeSH, HMDB
Hydrochloride, nordefrinMeSH, HMDB
neo-CobefrinMeSH, HMDB
Nordefrin hydrochlorideMeSH, HMDB
Nordefrin tartrate, (r*,s*), (r*,r*) isomerMeSH, HMDB
Nordefrin, (r*,s*)-isomerMeSH, HMDB
alpha MethylnorepinephrineMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol tartrate, (r*,s*), (r*,r*)-isomerMeSH, HMDB
MethylnorepinephrineMeSH, HMDB
NorephrineMeSH, HMDB
4-(2-amino-1-Hydroxypropyl)-1,2-benzenediol tartrate, (r*,r*), (r*,r*)-isomerMeSH, HMDB
neo CobefrinMeSH, HMDB
Nordefrin hydrochloride, (r*,s*)-(+,-)-isomerMeSH, HMDB
Chemical FormulaC9H13NO3
Average Molecular Weight183.2044
Monoisotopic Molecular Weight183.089543287
IUPAC Name4-(2-amino-1-hydroxypropyl)benzene-1,2-diol
Traditional Nameα methylnoradrenaline
CAS Registry Number6539-57-7
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 KeyGEFQWZLICWMTKF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Catechol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Organic nitrogen compound
  • Aromatic alcohol
  • Primary amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.43HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP-0.77ALOGPS
logP-0.39ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)9.63ChemAxon
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area86.71 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.87 m³·mol⁻¹ChemAxon
Polarizability18.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9700000000-97a66276892b2b9a6d84View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0a4i-3009000000-4926ecaf9c8e237270e1View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0159-0900000000-47e648782b51c0926d4cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-0900000000-b0d09db351f406d15290View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6t-5900000000-d074f2164ac8593850e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-677bd5c1c0e6ff820034View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01q9-0900000000-535a6592671a16064650View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-1900000000-6417a162c74813d6b283View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01x0-0900000000-4d329ca34072b59eedd4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-f3d6884a1d9a0b402eb9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-9800000000-0a42555edab27c646a52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-fb62819bff82a937e5bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-2900000000-ef244b4a084824e097b1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uk9-9600000000-8e21565f2276bece257eView in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002832
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023071
KNApSAcK IDNot Available
Chemspider ID3780
KEGG Compound IDC17925
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCorbadrine
METLIN ID1217
PubChem Compound3917
PDB IDNot Available
ChEBI ID142891
References
Synthesis ReferenceFarrugia, 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 ReferencesNot Available