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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:07:59 UTC
Update Date2021-09-14 15:47:01 UTC
HMDB IDHMDB0060931
Secondary Accession Numbers
  • HMDB60931
Metabolite Identification
Common Name2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium (EDDP)
Description2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium (EDDP) belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. 2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium (EDDP) is possibly neutral. Within humans, 2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium (eddp) participates in a number of enzymatic reactions. In particular, 2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium (eddp) can be biosynthesized from methadone; which is mediated by the enzymes cytochrome P450 2B6, cytochrome P450 2C19, cytochrome P450 2C8, cytochrome P450 2D6, cytochrome P450 3A4, and cytochrome P450 3A7. In addition, 2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium (eddp) can be converted into 2-ethyl-5-methyl-3,3-diphenyl-1-pyrroline and formaldehyde; which is catalyzed by the enzyme cytochrome P450 3A7. In humans, 2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium (eddp) is involved in methadone metabolism pathway.
Structure
Data?1563866124
SynonymsNot Available
Chemical FormulaC20H24N
Average Molecular Weight278.4113
Monoisotopic Molecular Weight278.190874773
IUPAC Name5-ethyl-1,2-dimethyl-4,4-diphenyl-3,4-dihydro-2H-pyrrol-1-ium
Traditional Name2-ethyl-1,5-dimethyl-3,3-diphenyl-4,5-dihydropyrrol-1-ium
CAS Registry NumberNot Available
SMILES
CCC1=[N+](C)C(C)CC1(C1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C20H24N/c1-4-19-20(15-16(2)21(19)3,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,16H,4,15H2,1-3H3/q+1
InChI KeySCIYBRNSSXZMKG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • 3-phenylpyrroline
  • Pyrroline
  • Pyrrole
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.8e-05 g/LALOGPS
logP0.4ALOGPS
logP1.54ChemAxon
logS-7ALOGPS
Physiological Charge1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area3.01 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity110.96 m³·mol⁻¹ChemAxon
Polarizability33.14 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference

Retention Indices

Underivatized

Not Available

Derivatized

Not Available
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01t9-2390000000-c69200da89f159d74b902017-09-20View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-3818f8e469ce13075d7f2017-10-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1190000000-d08f7200697a713a098e2017-10-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-017l-4910000000-e88c5dd87f47f50aba742017-10-06View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10110164
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available