Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:11:20 UTC
Update Date2022-03-07 02:55:57 UTC
HMDB IDHMDB0038841
Secondary Accession Numbers
  • HMDB38841
Metabolite Identification
Common Name2,4-Dodecadienoic acid pyrrolidide
Description2,4-Dodecadienoic acid pyrrolidide belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. 2,4-Dodecadienoic acid pyrrolidide has been detected, but not quantified in, herbs and spices and pepper (spice). This could make 2,4-dodecadienoic acid pyrrolidide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,4-Dodecadienoic acid pyrrolidide.
Structure
Data?1563863267
Synonyms
ValueSource
2,4-Dodecadienoate pyrrolidideGenerator
1-(2,4-Dodecadienoyl)pyrrolidineHMDB
[(2E,4E)-Dodecadienoyl]-pyrrolidineHMDB
Chemical FormulaC16H27NO
Average Molecular Weight249.3917
Monoisotopic Molecular Weight249.209264491
IUPAC Name(2E,4E)-1-(pyrrolidin-1-yl)dodeca-2,4-dien-1-one
Traditional Name(2E,4E)-1-(pyrrolidin-1-yl)dodeca-2,4-dien-1-one
CAS Registry Number117137-69-6
SMILES
CCCCCCC\C=C\C=C\C(=O)N1CCCC1
InChI Identifier
InChI=1S/C16H27NO/c1-2-3-4-5-6-7-8-9-10-13-16(18)17-14-11-12-15-17/h8-10,13H,2-7,11-12,14-15H2,1H3/b9-8+,13-10+
InChI KeyUAIYHWLHQSKQLW-PEGOPYGQSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolidines
Sub ClassN-acylpyrrolidines
Direct ParentN-acylpyrrolidines
Alternative Parents
Substituents
  • N-acylpyrrolidine
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.67 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.001 g/LALOGPS
logP5.06ALOGPS
logP4.16ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)2.07ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity80.05 m³·mol⁻¹ChemAxon
Polarizability32.03 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+168.42231661259
DarkChem[M-H]-167.1231661259
DeepCCS[M+H]+170.17430932474
DeepCCS[M-H]-167.81630932474
DeepCCS[M-2H]-201.27430932474
DeepCCS[M+Na]+177.2430932474
AllCCS[M+H]+163.832859911
AllCCS[M+H-H2O]+160.532859911
AllCCS[M+NH4]+167.032859911
AllCCS[M+Na]+167.932859911
AllCCS[M-H]-169.532859911
AllCCS[M+Na-2H]-170.332859911
AllCCS[M+HCOO]-171.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,4-Dodecadienoic acid pyrrolidideCCCCCCC\C=C\C=C\C(=O)N1CCCC12768.5Standard polar33892256
2,4-Dodecadienoic acid pyrrolidideCCCCCCC\C=C\C=C\C(=O)N1CCCC12113.1Standard non polar33892256
2,4-Dodecadienoic acid pyrrolidideCCCCCCC\C=C\C=C\C(=O)N1CCCC12364.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9420000000-131fee3e1998b35e35852017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 10V, Negative-QTOFsplash10-0002-0190000000-ff52a3beaa84ed5263f62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Negative-QTOFsplash10-006t-9680000000-1bade95995a629c313702016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Negative-QTOFsplash10-00di-9100000000-fcc92709a774f9e55f492016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 10V, Negative-QTOFsplash10-0002-0090000000-10488f0bf3afa7bde33e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Negative-QTOFsplash10-0002-3590000000-bec284e2c73e8f0b81672021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Negative-QTOFsplash10-01ba-9310000000-21d41d21b21d49ed77432021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 10V, Positive-QTOFsplash10-0udi-3290000000-45bc51114f972d450b9c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Positive-QTOFsplash10-0fk9-9720000000-dd93f8e977d021a101ef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Positive-QTOFsplash10-0596-9100000000-90777d8be773173676882016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 10V, Positive-QTOFsplash10-0udi-5190000000-6c066058b3cdca417af02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 20V, Positive-QTOFsplash10-00di-9000000000-ef69d04c66a93944dc5d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,4-Dodecadienoic acid pyrrolidide 40V, Positive-QTOFsplash10-00di-9000000000-33f3766b7ffac541e7772021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB018276
KNApSAcK IDC00031479
Chemspider ID9174623
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10999431
PDB IDNot Available
ChEBI ID70093
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1628111
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.. .