Record Information
Version1.0
Creation date2010-04-08 22:09:12 UTC
Update date2019-11-26 03:03:51 UTC
Primary IDFDB010584
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(R)-Octopamine
Descriptionp-Octopamine, also known as norsympathol or analet, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. p-Octopamine is a very strong basic compound (based on its pKa). p-Octopamine has been detected, but not quantified in, several different foods, such as root vegetables, green vegetables, fruits, herbs and spices, and citrus. This could make p-octopamine a potential biomarker for the consumption of these foods.
CAS Number876-04-0
Structure
Thumb
Synonyms
SynonymSource
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
NorsynephrineHMDB
NortonHMDB
Racemic octopamineHMDB
alpha-(Aminoethyl)-4-hydroxybenzenemethanolHMDB
4-OctopamineHMDB
Para-octopamineHMDB
p-OctopamineMeSH
R-Octopaminemanual
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H11NO2
IUPAC name4-[(1R)-2-amino-1-hydroxyethyl]phenol
InChI IdentifierInChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2/t8-/m0/s1
InChI KeyQHGUCRYDKWKLMG-QMMMGPOBSA-N
Isomeric SMILESNC[C@H](O)C1=CC=C(O)C=C1
Average Molecular Weight153.1784
Monoisotopic Molecular Weight153.078978601
Classification
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
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 62.73%; H 7.24%; N 9.14%; O 20.89%DFC
Melting PointMp 160 approx.°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP-0.90SANGSTER (1994)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -56 (c, 1 in 1M HCl)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS(R)-Octopamine, 3 TMS, GC-MS Spectrumsplash10-0udi-1930000000-aeaf6668117443b652dfSpectrum
GC-MS(R)-Octopamine, 4 TMS, GC-MS Spectrumsplash10-00di-2920000000-eac0ee43846f06375f09Spectrum
Predicted GC-MS(R)-Octopamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9400000000-7bd2825323961e7e77a7Spectrum
Predicted GC-MS(R)-Octopamine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-2900000000-81a0f8885218fb70dd7dSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - , negativesplash10-001i-0900000000-993e2ed88ef6cbd70af4Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-0udr-1900000000-db9b6f4a61c3daf758f7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0900000000-cbccb6320d8f104128fcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0900000000-a5726285752e737a522cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-7900000000-b95d97e585c7372180c2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-147fc77ef53334009935Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ul0-0900000000-b6f38730ffcfd9e9109cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-d36206e8975bc1966b3bSpectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID440266
Pubchem Substance IDNot Available
ChEBI ID44715
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDFFG71-J:FFG75-N
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDOctopamine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference