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Showing Compound (E,E)-Piperlonguminine (FDB002005)

Record Information
Version1.0
Creation date2010-04-08 22:05:12 UTC
Update date2019-11-26 02:56:52 UTC
Primary IDFDB002005
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(E,E)-Piperlonguminine
Description(E,E)-Piperlonguminine, also known as piperlongumine, belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms (E,E)-Piperlonguminine has been detected, but not quantified in, herbs and spices. This could make (e,e)-piperlonguminine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (E,E)-Piperlonguminine.
CAS Number5950-12-9
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.006 g/LALOGPS
logP3.58ALOGPS
logP3.77ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)7.72ChemAxon
pKa (Strongest Basic)4.99ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area51.05 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity80.13 m³·mol⁻¹ChemAxon
Polarizability31.45 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H19NO3
IUPAC name(Z,2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienimidic acid
InChI IdentifierInChI=1S/C16H19NO3/c1-12(2)10-17-16(18)6-4-3-5-13-7-8-14-15(9-13)20-11-19-14/h3-9,12H,10-11H2,1-2H3,(H,17,18)/b5-3+,6-4+
InChI KeyWHAAPCGHVWVUEX-GGWOSOGESA-N
Isomeric SMILESCC(C)C\N=C(/O)\C=C\C=C\C1=CC2=C(OCO2)C=C1
Average Molecular Weight273.327
Monoisotopic Molecular Weight273.136493479
Classification
Description Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodioxoles
Sub ClassNot Available
Direct ParentBenzodioxoles
Alternative Parents
Substituents
  • Benzodioxole
  • Styrene
  • N-acyl-amine
  • Benzenoid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Acetal
  • Oxacycle
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(E,E)-Piperlonguminine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udl-4290000000-427cd8f96702f4d87b60Spectrum
Predicted GC-MS(E,E)-Piperlonguminine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fr-9375000000-df52f1f3e0600e0192c6Spectrum
Predicted GC-MS(E,E)-Piperlonguminine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0udi-0690000000-aa4a8e7d85b84fc68ba62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00kr-0910000000-2e88b4e4a73fd8b3c4ab2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-00di-0090000000-2c5137df36f0ce8b47f62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4r-4910000000-d0a82a1892f058f45b672021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-00di-0090000000-5c4aa81e45c8f50e65342021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00di-0190000000-684772db3f325d77e9b42021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-052r-5910000000-3670d53479869ebd58d12021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00di-0290000000-ce08f32a865fc569c4f32021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9140000000-e2b9ff384b615e68e4842016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-ce265384b494297a72332016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-a7a86f1ff4ed9259c1c72016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-25db048f484dbe4caff52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-4690000000-73a43e1e711ef3fcecfd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dm-7910000000-0a3050421629ca7cf18f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-4aad5806e19a0e184d442021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0h90-2790000000-99eac5e0140f785c87182021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-3910000000-609e969720c31ae23e442021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-9a5ec9d1a8133eb075752021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0290000000-45b698369ecf633548f92021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006t-2910000000-0c3f1dbd52589070c55e2021-09-23View Spectrum
NMRNot Available
ChemSpider ID4478660
ChEMBL IDCHEMBL253973
KEGG Compound IDNot Available
Pubchem Compound ID5320621
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30187
CRC / DFC (Dictionary of Food Compounds) IDCCT40-K:CCT41-L
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
Processing...
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