Record Information
Version1.0
Creation date2010-04-08 22:04:34 UTC
Update date2018-01-23 18:44:06 UTC
Primary IDFDB000432
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMoupinamide
DescriptionAlkaloid from Piper nigrum. Moupinamide is found in many foods, some of which are nutmeg, amaranth, sapodilla, and orange bell pepper.
CAS Number66648-43-9
Structure
Thumb
Synonyms
SynonymSource
trans-N-FeruloyltyramineChEBI
(2,3)trans-N-(p-Hydroxyphenethyl)ferulamideHMDB
FeruloyltyramineHMDB
N-FeruloyltyramineHMDB
N-trans-FeruloyltyramineHMDB
Feruloyltyramine, (Z)-isomerHMDB
Feruloyltyramine, (e)-isomerHMDB
MoupinamideChEBI
N-feruloyltyraminebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.013 g/LALOGPS
logP2.46ALOGPS
logP2.8ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.35ChemAxon
pKa (Strongest Basic)1.21ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area78.79 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity89.57 m³·mol⁻¹ChemAxon
Polarizability34.15 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H19NO4
IUPAC name(2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
InChI IdentifierInChI=1S/C18H19NO4/c1-23-17-12-14(4-8-16(17)21)5-9-18(22)19-11-10-13-2-6-15(20)7-3-13/h2-9,12,20-21H,10-11H2,1H3,(H,19,22)/b9-5+
InChI KeyNPNNKDMSXVRADT-WEVVVXLNSA-N
Isomeric SMILESCOC1=CC(\C=C\C(=O)NCCC2=CC=C(O)C=C2)=CC=C1O
Average Molecular Weight313.3478
Monoisotopic Molecular Weight313.131408101
Classification
Description belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyShould have ontology for this compound
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 69.00%; H 6.11%; N 4.47%; O 20.42%DFC
Melting PointMp 144.5-145°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4j-0930000000-0d34a7b54bbeaebc282bView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00dl-9433600000-1e204cd575b97a4b0e8eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-03di-0509000000-7a8a88d076bfbf1cf48cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00ba-1900000000-1acd727ab1a27d74943cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01p9-0902000000-35cbd3fbcb8058d64329View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0900000000-714a65fcbd5aa8249beaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avs-3900000000-cdd8344e1c4c188399fbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0419000000-87271f4c26fc442256b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08ic-0922000000-64a362d838af2e86e0dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-3900000000-b725e376ed0d4ee8b405View in MoNA
ChemSpider ID4444168
ChEMBL IDCHEMBL206555
KEGG Compound IDC02717
Pubchem Compound ID5280537
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29365
CRC / DFC (Dictionary of Food Compounds) IDBCB62-V:BCB61-U
EAFUS IDNot Available
Dr. Duke IDN-TRANS-FERULOYL-TYRAMINE
BIGG IDNot Available
KNApSAcK IDC00025334
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.