Record Information
Version1.0
Creation date2011-09-21 01:37:59 UTC
Update date2015-10-09 22:33:39 UTC
Primary IDFDB028325
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCinnamoylglycine
DescriptionCinnamoylglycine is known as a urinary metabolite in man (PMID 649712) although whether it is formed de novo from plant cinnamate or is a plant product excreted unchanged has not been conclusively demonstrated. When cinnamoylglycine occurs naturally it is probably a food constituent excreted unchanged. It is not found when small quantities (0.5-6 g) of cinnamic acid are fed to man, but by analogy with animal experiments may be produced when much larger quantities are given. (PMID 6743769) [HMDB]
CAS Number16534-24-0
Structure
Thumb
Synonyms
SynonymSource
N-(1-oxo-3-Phenyl-2-propenyl)-glycineChEBI
N-CinnamylglycineChEBI
N-(1-oxo-3-Phenyl-2-propen-1-yl)-glycineHMDB
N-Cinnamoyl-glycineHMDB
N-CinnamoylglycineHMDB
CinnamoylglycineMeSH
N-(1-oxo-3-phenyl-2-propen-1-yl)-Glycinehmdb
N-(1-oxo-3-phenyl-2-propenyl)-Glycinehmdb
N-cinnamoyl-Glycinehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.24 g/LALOGPS
logP1.42ALOGPS
logP1.03ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.9ChemAxon
pKa (Strongest Basic)-0.71ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity55.86 m³·mol⁻¹ChemAxon
Polarizability21.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H11NO3
IUPAC name2-[(2E)-3-phenylprop-2-enamido]acetic acid
InChI IdentifierInChI=1S/C11H11NO3/c13-10(12-8-11(14)15)7-6-9-4-2-1-3-5-9/h1-7H,8H2,(H,12,13)(H,14,15)/b7-6+
InChI KeyYAADMLWHGMUGQL-VOTSOKGWSA-N
Isomeric SMILESOC(=O)CNC(=O)\C=C\C1=CC=CC=C1
Average Molecular Weight205.2099
Monoisotopic Molecular Weight205.073893223
Classification
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Cinnamic acid amide
  • Cinnamic acid or derivatives
  • Styrene
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSCinnamoylglycine, 2 TMS, GC-MS Spectrumsplash10-001i-1910000000-7b0490fa51a377269e9dSpectrum
GC-MSCinnamoylglycine, 1 TMS, GC-MS Spectrumsplash10-0f89-2910000000-16c2b17bb853369ad245Spectrum
GC-MSCinnamoylglycine, non-derivatized, GC-MS Spectrumsplash10-001i-1910000000-7b0490fa51a377269e9dSpectrum
GC-MSCinnamoylglycine, non-derivatized, GC-MS Spectrumsplash10-0f89-2910000000-16c2b17bb853369ad245Spectrum
Predicted GC-MSCinnamoylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-2900000000-2a02e57572e92e42f09bSpectrum
Predicted GC-MSCinnamoylglycine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0089-9720000000-16dc0e03c0e019315f45Spectrum
Predicted GC-MSCinnamoylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCinnamoylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-03di-0900000000-9d2464a406e5dd831998Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-03di-0900000000-5279a0674a2cf7a0cae3Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-03di-0900000000-02398618d42e8fcb08b0Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-001i-0900000000-5406a752964d808bc261Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-001i-0900000000-6dd52db5d562fa3bf1d0Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-001i-0900000000-e6e6c83e592b714e4e33Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-001i-0900000000-ad00be066d9fa571526aSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-052b-9680000000-5c522e402b24b9a95d49Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-052b-9780000000-085070e5f5be5445ca47Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0w29-1920000000-aaea2b41d7eb51e12715Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0udi-4900000000-60a27ed96b70d796d8ccSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0f89-0900000000-64951a0d5fe4498693f2Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0il0-1900000000-1dab32dc7e5a173d57eeSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-9200000000-86fa47a6317f07190d89Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-37e671e90343bf321c66Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0udi-1900000000-693e3661882f7c68795dSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0fbc-9000000000-49f940bc8e977d1340ccSpectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0ufr-9300000000-e43c6766895cc1a9e89aSpectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-9800000000-9cd1c962edde3e7df085Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-4970000000-d8ec4cda1b0df3564ea4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a7i-9700000000-d9761862670d5f40657dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zi0-9500000000-b566a112d1ac6cf8c790Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0390000000-f5226ad4335bb382cd9cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-6970000000-4573208136664eb993fbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0kmi-9300000000-a18fe23acd114627f210Spectrum
NMRNot Available
ChemSpider ID618829
ChEMBL IDCHEMBL456606
KEGG Compound IDNot Available
Pubchem Compound ID709625
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB11621
CRC / DFC (Dictionary of Food Compounds) IDNot Available
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 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