Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:45:50 UTC
Update Date2022-03-07 02:57:13 UTC
HMDB IDHMDB0041882
Secondary Accession Numbers
  • HMDB41882
Metabolite Identification
Common NameDopexamine
DescriptionDopexamine, also known as FPL 60278 or dopacard, belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. Based on a literature review a significant number of articles have been published on Dopexamine.
Structure
Data?1563863710
Synonyms
ValueSource
FPL 60278HMDB
DopacardHMDB
Dopexamine hydrochlorideHMDB
Dopexamine dihydrobromideHMDB
Dopexamine dihydrochlorideHMDB
Chemical FormulaC22H32N2O2
Average Molecular Weight356.5017
Monoisotopic Molecular Weight356.246378278
IUPAC Name4-[2-({6-[(2-phenylethyl)amino]hexyl}amino)ethyl]benzene-1,2-diol
Traditional Namedopexamine
CAS Registry Number86197-47-9
SMILES
OC1=C(O)C=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C1
InChI Identifier
InChI=1S/C22H32N2O2/c25-21-11-10-20(18-22(21)26)13-17-24-15-7-2-1-6-14-23-16-12-19-8-4-3-5-9-19/h3-5,8-11,18,23-26H,1-2,6-7,12-17H2
InChI KeyRYBJORHCUPVNMB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentCatecholamines and derivatives
Alternative Parents
Substituents
  • Catecholamine
  • Phenethylamine
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Monocyclic benzene moiety
  • Secondary aliphatic amine
  • Secondary amine
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0024 g/LALOGPS
logP3.75ALOGPS
logP2.98ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)10.71ChemAxon
pKa (Strongest Basic)10.14ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area64.52 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity108.83 m³·mol⁻¹ChemAxon
Polarizability43.77 ųChemAxon
Number of Rings2ChemAxon
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]+185.0631661259
DarkChem[M-H]-185.04831661259
DeepCCS[M+H]+187.0430932474
DeepCCS[M-H]-184.68230932474
DeepCCS[M-2H]-217.58630932474
DeepCCS[M+Na]+193.27630932474
AllCCS[M+H]+189.232859911
AllCCS[M+H-H2O]+186.532859911
AllCCS[M+NH4]+191.632859911
AllCCS[M+Na]+192.332859911
AllCCS[M-H]-186.132859911
AllCCS[M+Na-2H]-186.932859911
AllCCS[M+HCOO]-188.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DopexamineOC1=C(O)C=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C13930.0Standard polar33892256
DopexamineOC1=C(O)C=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C13150.8Standard non polar33892256
DopexamineOC1=C(O)C=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C13215.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Dopexamine,1TMS,isomer #1C[Si](C)(C)OC1=CC=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C1O3235.3Semi standard non polar33892256
Dopexamine,1TMS,isomer #2C[Si](C)(C)OC1=CC(CCNCCCCCCNCCC2=CC=CC=C2)=CC=C1O3219.7Semi standard non polar33892256
Dopexamine,1TMS,isomer #3C[Si](C)(C)N(CCCCCCNCCC1=CC=CC=C1)CCC1=CC=C(O)C(O)=C13273.6Semi standard non polar33892256
Dopexamine,1TMS,isomer #4C[Si](C)(C)N(CCCCCCNCCC1=CC=C(O)C(O)=C1)CCC1=CC=CC=C13271.4Semi standard non polar33892256
Dopexamine,2TMS,isomer #1C[Si](C)(C)OC1=CC=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C1O[Si](C)(C)C3295.4Semi standard non polar33892256
Dopexamine,2TMS,isomer #2C[Si](C)(C)OC1=CC=C(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C)C=C1O3286.8Semi standard non polar33892256
Dopexamine,2TMS,isomer #3C[Si](C)(C)OC1=CC=C(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)C=C1O3277.5Semi standard non polar33892256
Dopexamine,2TMS,isomer #4C[Si](C)(C)OC1=CC(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C)=CC=C1O3264.7Semi standard non polar33892256
Dopexamine,2TMS,isomer #5C[Si](C)(C)OC1=CC(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)=CC=C1O3255.9Semi standard non polar33892256
Dopexamine,2TMS,isomer #6C[Si](C)(C)N(CCCCCCN(CCC1=CC=C(O)C(O)=C1)[Si](C)(C)C)CCC1=CC=CC=C13376.6Semi standard non polar33892256
Dopexamine,3TMS,isomer #1C[Si](C)(C)OC1=CC=C(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C)C=C1O[Si](C)(C)C3353.9Semi standard non polar33892256
Dopexamine,3TMS,isomer #1C[Si](C)(C)OC1=CC=C(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C)C=C1O[Si](C)(C)C3180.6Standard non polar33892256
Dopexamine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)C=C1O[Si](C)(C)C3349.9Semi standard non polar33892256
Dopexamine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)C=C1O[Si](C)(C)C3179.6Standard non polar33892256
Dopexamine,3TMS,isomer #3C[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1O3382.8Semi standard non polar33892256
Dopexamine,3TMS,isomer #3C[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1O3223.7Standard non polar33892256
Dopexamine,3TMS,isomer #4C[Si](C)(C)OC1=CC(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)[Si](C)(C)C)=CC=C1O3361.0Semi standard non polar33892256
Dopexamine,3TMS,isomer #4C[Si](C)(C)OC1=CC(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)[Si](C)(C)C)=CC=C1O3231.7Standard non polar33892256
Dopexamine,4TMS,isomer #1C[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1O[Si](C)(C)C3442.7Semi standard non polar33892256
Dopexamine,4TMS,isomer #1C[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1O[Si](C)(C)C3164.2Standard non polar33892256
Dopexamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C1O3515.0Semi standard non polar33892256
Dopexamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(CCNCCCCCCNCCC2=CC=CC=C2)=CC=C1O3496.8Semi standard non polar33892256
Dopexamine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CCCCCCNCCC1=CC=CC=C1)CCC1=CC=C(O)C(O)=C13514.5Semi standard non polar33892256
Dopexamine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(CCCCCCNCCC1=CC=C(O)C(O)=C1)CCC1=CC=CC=C13499.7Semi standard non polar33892256
Dopexamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C1O[Si](C)(C)C(C)(C)C3745.3Semi standard non polar33892256
Dopexamine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1O3771.2Semi standard non polar33892256
Dopexamine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1O3753.1Semi standard non polar33892256
Dopexamine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)=CC=C1O3737.7Semi standard non polar33892256
Dopexamine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC1=CC(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)=CC=C1O3736.7Semi standard non polar33892256
Dopexamine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(CCCCCCN(CCC1=CC=C(O)C(O)=C1)[Si](C)(C)C(C)(C)C)CCC1=CC=CC=C13814.7Semi standard non polar33892256
Dopexamine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C4018.0Semi standard non polar33892256
Dopexamine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(CCCCCCNCCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C3691.7Standard non polar33892256
Dopexamine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C4017.4Semi standard non polar33892256
Dopexamine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(CCNCCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C3691.5Standard non polar33892256
Dopexamine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O4069.9Semi standard non polar33892256
Dopexamine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O3723.8Standard non polar33892256
Dopexamine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O4052.0Semi standard non polar33892256
Dopexamine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC1=CC(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O3724.0Standard non polar33892256
Dopexamine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C4331.5Semi standard non polar33892256
Dopexamine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(CCN(CCCCCCN(CCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C3788.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Dopexamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00lr-2940000000-f3c3c0c2d74b52c35f532017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dopexamine GC-MS (2 TMS) - 70eV, Positivesplash10-000i-2235900000-ef721fab576174637f882017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dopexamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Dopexamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 10V, Positive-QTOFsplash10-0a4i-0549000000-6fc44b8dd2ab38227a232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 20V, Positive-QTOFsplash10-0a4r-2930000000-c3e433a2bce3dd47bf482016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 40V, Positive-QTOFsplash10-0a4r-5900000000-4324181b7db7e89113162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 10V, Negative-QTOFsplash10-0a4i-0009000000-1c9ee2736a6093f335592016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 20V, Negative-QTOFsplash10-0a4i-0339000000-84991bd2c813e45b53812016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 40V, Negative-QTOFsplash10-0fk9-2910000000-944e7a12e8682671704f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 10V, Negative-QTOFsplash10-0a4i-0009000000-dd75abae26ba8dd403db2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 20V, Negative-QTOFsplash10-0a4i-0209000000-a41212cab29593970eb62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 40V, Negative-QTOFsplash10-00dl-4940000000-4cb659c5a83a10e38d182021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 10V, Positive-QTOFsplash10-0a4i-0009000000-ac6d8caaaead091a706d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 20V, Positive-QTOFsplash10-0a4i-0349000000-cd533dbf6b2446ed265f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dopexamine 40V, Positive-QTOFsplash10-0aor-2910000000-99bb4262a51f3715fe012021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB12313
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID50102
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDopexamine
METLIN IDNot Available
PubChem Compound55483
PDB IDNot Available
ChEBI IDNot Available
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 ReferencesNot Available