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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:33:11 UTC
Update Date2019-07-23 06:05:05 UTC
HMDB IDHMDB0029876
Secondary Accession Numbers
  • HMDB29876
Metabolite Identification
Common NamePaucine
DescriptionPaucine belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Paucine is a very strong basic compound (based on its pKa). Outside of the human body, Paucine has been detected, but not quantified in, a few different foods, such as avocado, eggplants, and fruits. This could make paucine a potential biomarker for the consumption of these foods.
Structure
Data?1563861905
Synonyms
ValueSource
(2E)-N-(4-Aminobutyl)-3-(3,4-dihydroxyphenyl)acrylamideHMDB
(2E)-N-(4-Aminobutyl)-3-(3,4-dihydroxyphenyl)prop-2-enamideHMDB
CaffeoylputrescineHMDB
N-(3,4-Dihydroxycinnamoyl)-1,4-butanediamineHMDB
N-(4-Aminobutyl)-3,4-dihydroxy-(e)-cinnamamideHMDB
N-(4-Aminobutyl)-3-(3,4-dihydroxyphenyl)-2-propanamide, 9ciHMDB
N-CaffeoylputrescineHMDB
(2Z)-N-(4-Aminobutyl)-3-(3,4-dihydroxyphenyl)prop-2-enimidateGenerator
Chemical FormulaC13H18N2O3
Average Molecular Weight250.2936
Monoisotopic Molecular Weight250.131742452
IUPAC Name(Z,2Z)-N-(4-aminobutyl)-3-(3,4-dihydroxyphenyl)propa-2-enimidic acid
Traditional Name(Z,2Z)-N-(4-aminobutyl)-3-(3,4-dihydroxyphenyl)propa-2-enimidic acid
CAS Registry Number29554-26-5
SMILES
NCCCC\N=C(/O)\C=C/C1=CC(O)=C(O)C=C1
InChI Identifier
InChI=1S/C13H18N2O3/c14-7-1-2-8-15-13(18)6-4-10-3-5-11(16)12(17)9-10/h3-6,9,16-17H,1-2,7-8,14H2,(H,15,18)/b6-4-
InChI KeyKTZNZCYTXQYEHT-XQRVVYSFSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassBenzenediols
Direct ParentCatechols
Alternative Parents
Substituents
  • Catechol
  • Styrene
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Carboximidic acid
  • Carboximidic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

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
Water Solubility0.18 g/LALOGPS
logP0.63ALOGPS
logP-0.55ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)7.75ChemAxon
pKa (Strongest Basic)12.69ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area99.07 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity71.72 m³·mol⁻¹ChemAxon
Polarizability27.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01q9-9710000000-83e750853026126b3eaeSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0ue9-7006900000-fde5744144b4802e0811Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0019-9160000000-ca008be3a6368fda476bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-9100000000-fe38c7990c4a88bc0993Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-9100000000-34629f1c0162d7f84985Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1290000000-6e558b4b21a5ac0393a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01rb-5960000000-ea3a5da9464b5421a436Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-99fa8fe91e106b64249cSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB001105
KNApSAcK IDC00002719
Chemspider IDNot Available
KEGG Compound IDC03002
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131750921
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .