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Record Information
Version4.0
StatusPredicted
Creation Date2017-09-20 16:58:51 UTC
Update Date2019-11-12 17:23:41 UTC
HMDB IDHMDB0144286
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-(dimethylamino)-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutan-2-yl propanoate
Description4-(dimethylamino)-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutan-2-yl propanoate belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. It is generated by cyp2b6, cyp2c8, cyp2c19, and cyp3a4 enzymes via a p-hydroxylation-of-monosubstituted-benzene reaction. 4-(dimethylamino)-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutan-2-yl propanoate is a very strong basic compound (based on its pKa). 4-(dimethylamino)-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutan-2-yl propanoate is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate. This p-hydroxylation-of-monosubstituted-benzene occurs in humans.
Structure
Data?1563877789
Synonyms
ValueSource
4-(Dimethylamino)-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutan-2-yl propanoic acidGenerator
Chemical FormulaC22H29NO3
Average Molecular Weight355.478
Monoisotopic Molecular Weight355.214743798
IUPAC Name4-(dimethylamino)-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutan-2-yl propanoate
Traditional Name4-(dimethylamino)-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutan-2-yl propanoate
CAS Registry NumberNot Available
SMILES
CCC(=O)OC(CC1=CC=C(O)C=C1)(C(C)CN(C)C)C1=CC=CC=C1
InChI Identifier
InChI=1S/C22H29NO3/c1-5-21(25)26-22(17(2)16-23(3)4,19-9-7-6-8-10-19)15-18-11-13-20(24)14-12-18/h6-14,17,24H,5,15-16H2,1-4H3
InChI KeyWARGTCFQQJJWGF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassStilbenes
Sub ClassNot Available
Direct ParentStilbenes
Alternative Parents
Substituents
  • Stilbene
  • Phenylbutylamine
  • Benzyloxycarbonyl
  • Phenylpropane
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Benzenoid
  • Monocyclic benzene moiety
  • Tertiary aliphatic amine
  • Tertiary amine
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organonitrogen compound
  • Organooxygen compound
  • Amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.95ALOGPS
logP3.88ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)9.21ChemAxon
pKa (Strongest Basic)9.81ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity104.86 m³·mol⁻¹ChemAxon
Polarizability40.06 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0a6r-9421000000-d99c0a6db70d6841c4cbSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9620000000-83e7c6836ff398540cb9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-3029000000-1d1422ddfd19cc14a770Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9484000000-9d57099eee8b2f2835ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-9670000000-f2de1e32f7ae8c532409Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2049000000-7ab2c0c9a2fbc1479afeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0kft-6095000000-2fa2b09cb9a011ac5826Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9080000000-7f8aaf8a68f1e7941c6fSpectrum
Biological Properties
Cellular LocationsNot Available
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 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 Compound131839555
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Djoumbou Feunang, Yannick (2017). Cheminformatics Tools for Enabling Metabolomics, 2017 (PhD thesis). University of Alberta.