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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:44 UTC
HMDB IDHMDB0014748
Secondary Accession Numbers
  • HMDB14748
Metabolite Identification
Common NameMetaraminol
DescriptionMetaraminol is only found in individuals that have used or taken this drug. It is an adrenergic agonist that acts predominantly at alpha adrenergic receptors and also stimulates the release of norepinephrine. It has been used primarily as a vasoconstrictor in the treatment of hypotension. [PubChem]Metaraminol acts through peripheral vasoconstriction by acting as a pure alpha-1 adrenergic receptor agonist, consequently increasing systemic blood pressure (both systolic & diastolic). Its effect is thought to be associated with the inhibition of adenyl cyclase which leads to an inhibition of the production of cAMP. Another effect of Metaraminol is that it releases norepinephrine from its storage sites indirectly.
Structure
Data?1582753216
Synonyms
ValueSource
(-)-Erythro-metaraminolChEBI
1-(m-Hydroxyphenyl)-2-amino-1-propanolChEBI
1-MetaraminolChEBI
2-Amino-1-(m-hydroxyphenyl)-1-propanolChEBI
3-HydroxyphenylisopropanolamineChEBI
alpha-(1-Aminoethyl)-3-hydroxybenzenemethanolChEBI
alpha-(m-Hydroxyphenyl)-beta-aminopropanolChEBI
HydroxynorephedrineChEBI
L-MetaraminolChEBI
m-Hydroxy norephedrineChEBI
m-HydroxyphenylpropanolamineChEBI
m-HydroxypropadrineChEBI
MetaraminolumChEBI
a-(1-Aminoethyl)-3-hydroxybenzenemethanolGenerator
Α-(1-aminoethyl)-3-hydroxybenzenemethanolGenerator
a-(m-Hydroxyphenyl)-b-aminopropanolGenerator
Α-(m-hydroxyphenyl)-β-aminopropanolGenerator
Metaraminol bitartrateHMDB
AraminolHMDB
Bitartrate, metaraminolHMDB
Merck sharp and dohme brand OF metaraminol bitartrateHMDB
MetaradrinHMDB
Metaraminol tartrateHMDB
m-HydroxynorephedrineHMDB
IsophenylephrineHMDB
Meta hydroxynorephedrineHMDB
Meta-hydroxynorephedrineHMDB
AramineHMDB
Merck brand OF metaraminol bitartrateHMDB
Tartrate, metaraminolHMDB
m HydroxynorephedrineHMDB
Metaraminol bitartrate (1:1)HMDB
HydroxyphenylpropanolamineHMDB
m HydroxyphenylpropanolamineHMDB
Chemical FormulaC9H13NO2
Average Molecular Weight167.205
Monoisotopic Molecular Weight167.094628665
IUPAC Name3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol
Traditional Namemetaraminol
CAS Registry Number54-49-9
SMILES
C[C@H](N)[C@H](O)C1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m0/s1
InChI KeyWXFIGDLSSYIKKV-RCOVLWMOSA-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
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Organic nitrogen compound
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Primary amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point107.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility12.8 g/LNot Available
LogP0.6Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility12.8 g/LALOGPS
logP-0.59ALOGPS
logP-0.045ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)9.03ChemAxon
pKa (Strongest Basic)9.68ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area66.48 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.89 m³·mol⁻¹ChemAxon
Polarizability17.84 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.38631661259
DarkChem[M-H]-137.13131661259
DeepCCS[M+H]+142.63430932474
DeepCCS[M-H]-140.23830932474
DeepCCS[M-2H]-173.5530932474
DeepCCS[M+Na]+148.54730932474
AllCCS[M+H]+138.332859911
AllCCS[M+H-H2O]+133.932859911
AllCCS[M+NH4]+142.432859911
AllCCS[M+Na]+143.632859911
AllCCS[M-H]-136.132859911
AllCCS[M+Na-2H]-137.332859911
AllCCS[M+HCOO]-138.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MetaraminolC[C@H](N)[C@H](O)C1=CC(O)=CC=C13025.2Standard polar33892256
MetaraminolC[C@H](N)[C@H](O)C1=CC(O)=CC=C11680.1Standard non polar33892256
MetaraminolC[C@H](N)[C@H](O)C1=CC(O)=CC=C11762.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Metaraminol,1TMS,isomer #1C[C@H](N)[C@H](O[Si](C)(C)C)C1=CC=CC(O)=C11753.1Semi standard non polar33892256
Metaraminol,1TMS,isomer #2C[C@H](N)[C@H](O)C1=CC=CC(O[Si](C)(C)C)=C11687.8Semi standard non polar33892256
Metaraminol,1TMS,isomer #3C[C@H](N[Si](C)(C)C)[C@H](O)C1=CC=CC(O)=C11797.9Semi standard non polar33892256
Metaraminol,2TMS,isomer #1C[C@H](N)[C@H](O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C11717.1Semi standard non polar33892256
Metaraminol,2TMS,isomer #2C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)C1=CC=CC(O)=C11757.2Semi standard non polar33892256
Metaraminol,2TMS,isomer #3C[C@H](N[Si](C)(C)C)[C@H](O)C1=CC=CC(O[Si](C)(C)C)=C11764.3Semi standard non polar33892256
Metaraminol,2TMS,isomer #4C[C@@H]([C@H](O)C1=CC=CC(O)=C1)N([Si](C)(C)C)[Si](C)(C)C1935.0Semi standard non polar33892256
Metaraminol,3TMS,isomer #1C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C11783.2Semi standard non polar33892256
Metaraminol,3TMS,isomer #1C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C11796.3Standard non polar33892256
Metaraminol,3TMS,isomer #1C[C@H](N[Si](C)(C)C)[C@H](O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C11838.1Standard polar33892256
Metaraminol,3TMS,isomer #2C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=CC(O)=C1)N([Si](C)(C)C)[Si](C)(C)C1938.7Semi standard non polar33892256
Metaraminol,3TMS,isomer #2C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=CC(O)=C1)N([Si](C)(C)C)[Si](C)(C)C1942.4Standard non polar33892256
Metaraminol,3TMS,isomer #2C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=CC(O)=C1)N([Si](C)(C)C)[Si](C)(C)C1940.6Standard polar33892256
Metaraminol,3TMS,isomer #3C[C@@H]([C@H](O)C1=CC=CC(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C1925.2Semi standard non polar33892256
Metaraminol,3TMS,isomer #3C[C@@H]([C@H](O)C1=CC=CC(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C1891.8Standard non polar33892256
Metaraminol,3TMS,isomer #3C[C@@H]([C@H](O)C1=CC=CC(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C2066.0Standard polar33892256
Metaraminol,4TMS,isomer #1C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C2044.8Semi standard non polar33892256
Metaraminol,4TMS,isomer #1C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C1918.4Standard non polar33892256
Metaraminol,4TMS,isomer #1C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1)N([Si](C)(C)C)[Si](C)(C)C1840.6Standard polar33892256
Metaraminol,1TBDMS,isomer #1C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O)=C11978.5Semi standard non polar33892256
Metaraminol,1TBDMS,isomer #2C[C@H](N)[C@H](O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C11933.7Semi standard non polar33892256
Metaraminol,1TBDMS,isomer #3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)C1=CC=CC(O)=C12008.3Semi standard non polar33892256
Metaraminol,2TBDMS,isomer #1C[C@H](N)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12190.5Semi standard non polar33892256
Metaraminol,2TBDMS,isomer #2C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O)=C12222.0Semi standard non polar33892256
Metaraminol,2TBDMS,isomer #3C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12272.3Semi standard non polar33892256
Metaraminol,2TBDMS,isomer #4C[C@@H]([C@H](O)C1=CC=CC(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2350.3Semi standard non polar33892256
Metaraminol,3TBDMS,isomer #1C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12460.3Semi standard non polar33892256
Metaraminol,3TBDMS,isomer #1C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12400.4Standard non polar33892256
Metaraminol,3TBDMS,isomer #1C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12246.9Standard polar33892256
Metaraminol,3TBDMS,isomer #2C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2595.0Semi standard non polar33892256
Metaraminol,3TBDMS,isomer #2C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2560.6Standard non polar33892256
Metaraminol,3TBDMS,isomer #2C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2271.1Standard polar33892256
Metaraminol,3TBDMS,isomer #3C[C@@H]([C@H](O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2651.2Semi standard non polar33892256
Metaraminol,3TBDMS,isomer #3C[C@@H]([C@H](O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2524.4Standard non polar33892256
Metaraminol,3TBDMS,isomer #3C[C@@H]([C@H](O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2387.0Standard polar33892256
Metaraminol,4TBDMS,isomer #1C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2901.5Semi standard non polar33892256
Metaraminol,4TBDMS,isomer #1C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2681.2Standard non polar33892256
Metaraminol,4TBDMS,isomer #1C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2290.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Metaraminol GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9500000000-19e4ba301696c4b317052017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Metaraminol GC-MS (2 TMS) - 70eV, Positivesplash10-00kb-2920000000-b05bd4da1530670783f52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Metaraminol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Metaraminol LC-ESI-QQ , positive-QTOFsplash10-0uxr-0900000000-54fdef7fb806e96185172017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Metaraminol LC-ESI-QQ , positive-QTOFsplash10-0udi-1900000000-53aa60f30061472008e22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Metaraminol LC-ESI-QQ , positive-QTOFsplash10-0a4i-3900000000-03da43641cb5f6da239a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Metaraminol LC-ESI-QQ , positive-QTOFsplash10-056r-9700000000-bb18dd53ad6ac9a58e4f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Metaraminol LC-ESI-QQ , positive-QTOFsplash10-004i-9300000000-3d3ebdc9e7c553d5122c2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 10V, Positive-QTOFsplash10-0uxr-0900000000-cb591339823fe58da5832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 20V, Positive-QTOFsplash10-0ue9-0900000000-72d52af9c83300b1cf212016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 40V, Positive-QTOFsplash10-001i-5900000000-bf0b8aab46d5d2c3aab62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 10V, Negative-QTOFsplash10-014i-0900000000-0ed81878c7665d2668c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 20V, Negative-QTOFsplash10-00r2-0900000000-432f771c7524342b70122016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 40V, Negative-QTOFsplash10-006x-8900000000-01eebcaa27ee21836f1e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 10V, Positive-QTOFsplash10-0udi-0900000000-7cfdf32533cde65b37fb2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 20V, Positive-QTOFsplash10-001i-0900000000-e5f86599f7aaea978c902021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 40V, Positive-QTOFsplash10-0pvi-9600000000-1f433b6e4686c25920c02021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 10V, Negative-QTOFsplash10-0002-0900000000-78917da9a8c1cc2ba5dc2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 20V, Negative-QTOFsplash10-05fu-2900000000-edfa5053e3bba3a40bfa2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metaraminol 40V, Negative-QTOFsplash10-0006-9300000000-8cb77e21838a1ccce6362021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00610 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00610 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00610
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5695
KEGG Compound IDC07146
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMetaraminol
METLIN IDNot Available
PubChem Compound5906
PDB IDNot Available
ChEBI ID6794
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Koga S, Shiraishi K, Saito Y: Post-traumatic priapism treated with metaraminol bitartrate: case report. J Trauma. 1990 Dec;30(12):1591-3. [PubMed:2258979 ]
  2. Block T, Sturm W, Ernst G, Staehler G, Schmiedt E: [Metaraminol in therapy of various forms of priapism]. Urologe A. 1988 Jul;27(4):225-9. [PubMed:3140463 ]
  3. McDonald M, Santucci RA: Successful management of stuttering priapism using home self-injections of the alpha-agonist metaraminol. Int Braz J Urol. 2004 Mar-Apr;30(2):121-2. [PubMed:15703094 ]

Enzymes

General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:
ADRA1A
Uniprot ID:
P35348
Molecular weight:
51486.0
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Tatsuta M, Iishi H, Baba M, Yano H, Sakai N, Uehara H, Hirasawa R, Nakaizumi A: Alpha1-adrenoceptor stimulation enhances experimental gastric carcinogenesis induced by N-methyl-N'-nitro-N-nitrosoguanidine in Wistar rats. Int J Cancer. 1998 Jul 29;77(3):467-9. [PubMed:9663612 ]