Record Information
Version1.0
Creation Date2016-05-22 04:41:59 UTC
Update Date2016-11-09 01:15:41 UTC
Accession NumberCHEM017860
Identification
Common NameOctopamine
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
4-(2R-AMINO-1-hydroxyethyl)phenolChEBI
OctopamineChEBI
p-HydroxyphenylethanolamineChEBI
1-(4-Hydroxyphenyl)-2-aminoethanolKegg
(RS)-OctopamineHMDB
1-(P-Hydroxyphenyl)-2-aminoethanolHMDB
2-amino-1-(4-Hydroxyphenyl)ethanolHMDB
4-HydroxyphenethanolamineHMDB
4-[2-amino-1-Hydroxyethyl]phenolHMDB
AnaletHMDB
DL-OctopamineHMDB
ND 50HMDB
NordenHMDB
NorphenHMDB
NorsympatholHMDB
NorsympatolHMDB, MeSH
NorsynephrineHMDB, MeSH
NortonHMDB
Racemic octopamineHMDB
alpha-(Aminoethyl)-4-hydroxybenzenemethanolMeSH, HMDB
4-OctopamineMeSH, HMDB
Para-octopamineMeSH, HMDB
p-OctopamineMeSH
Chemical FormulaC8H11NO2
Average Molecular Mass153.178 g/mol
Monoisotopic Mass153.079 g/mol
CAS Registry Number104-14-3
IUPAC Name4-[(1R)-2-amino-1-hydroxyethyl]phenol
Traditional Namenorden
SMILESNCC(O)C1=CC=C(O)C=C1
InChI IdentifierInChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2
InChI KeyQHGUCRYDKWKLMG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub Class1-hydroxy-2-unsubstituted benzenoids
Direct Parent1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Substituents
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility17.2 g/LALOGPS
logP-0.94ALOGPS
logP-0.32ChemAxon
logS-0.95ALOGPS
pKa (Strongest Acidic)9.64ChemAxon
pKa (Strongest Basic)8.98ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area66.48 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.47 m³·mol⁻¹ChemAxon
Polarizability16.13 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0udi-1930000000-aeaf6668117443b652dfSpectrum
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-00di-2920000000-eac0ee43846f06375f09Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9400000000-7bd2825323961e7e77a7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00di-2900000000-81a0f8885218fb70dd7dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-001i-0900000000-993e2ed88ef6cbd70af4Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0udr-1900000000-db9b6f4a61c3daf758f7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-016u-9100000000-ab8781f9f83be81adeb9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-2900000000-834d8be6be1cb4372469Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-001i-0900000000-cad28f34e88b55e5386eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9200000000-d9fcac2c9c4b72086177Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000l-3900000000-2328bc9b1f20887cb47fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014l-9100000000-9c737b155bef78929325Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-2900000000-44c1b16abed2a7b9fbe2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014l-9100000000-14e1257cd6b54b3edba2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9300000000-6383cc12ce7bc89e4f00Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0f79-1900000000-ab9f3df8e957a181137dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9200000000-4327ddc1b08ae5983dc0Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000l-3900000000-c9ca46ecce749dab367aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0006-9300000000-c744792bb2c0286e1b13Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014l-9100000000-7331ac4385d3eba8ce49Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0900000000-cbccb6320d8f104128fcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0900000000-a5726285752e737a522cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-7900000000-b95d97e585c7372180c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-147fc77ef53334009935Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ul0-0900000000-b6f38730ffcfd9e9109cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-d36206e8975bc1966b3bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ue9-0900000000-c03df9235598a17ae503Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a59-1900000000-c93e89c01e85cd1dda77Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f6x-6900000000-1d918dbc915a91967696Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0004825
FooDB IDFDB010584
Phenol Explorer IDNot Available
KNApSAcK IDC00001425
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID7087
PDB IDOTR
Wikipedia LinkOctopamine
Chemspider ID389242
ChEBI ID44715
PubChem Compound ID440266
Kegg Compound IDC04227
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Hinsberg, O. Nucleus-substituted hydroxyl derivatives of b-amino-a-hydroxy-a-arylethanes and b-amino-a-bisarylethanes. (1923), DE 373286 CAN 18:14396 AN 1924:14396
2. Hinsberg, O. Nucleus-substituted hydroxyl derivatives of b-amino-a-hydroxy-a-arylethanes and b-amino-a-bisarylethanes. (1923), DE 373286 CAN 18:14396 AN 1924:14396
3. 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.
4. Balbi T, Fusco M, Vasapollo D, Boschetto R, Cocco P, Leon A, Farruggio A: The presence of trace amines in postmortem cerebrospinal fluid in humans. J Forensic Sci. 2005 May;50(3):630-2.