Record Information
Version1.0
Creation date2010-04-08 22:04:36 UTC
Update date2019-11-26 02:54:57 UTC
Primary IDFDB000538
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(±)-4-Methylene-2-pyrrolidinecarboxylic acid
Description(±)-4-Methylene-2-pyrrolidinecarboxylic acid, also known as 4-methylene-L-proline or 4-methylidenepyrrolidine-2-carboxylate, belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom (±)-4-Methylene-2-pyrrolidinecarboxylic acid has been detected, but not quantified in, fruits. This could make (±)-4-methylene-2-pyrrolidinecarboxylic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (±)-4-Methylene-2-pyrrolidinecarboxylic acid.
CAS Number2370-38-9
Structure
Thumb
Synonyms
SynonymSource
(±)-4-methylene-2-pyrrolidinecarboxylateGenerator
4-Methyleneproline, (DL)-isomerHMDB
4-Methylene-L-prolineHMDB
4-Methylidenepyrrolidine-2-carboxylateHMDB
4-MethyleneprolineHMDB
Predicted Properties
PropertyValueSource
Water Solubility177 g/LALOGPS
logP-2.2ALOGPS
logP-2.5ChemAxon
logS0.14ALOGPS
pKa (Strongest Acidic)1.96ChemAxon
pKa (Strongest Basic)10.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.24 m³·mol⁻¹ChemAxon
Polarizability12.69 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H9NO2
IUPAC name4-methylidenepyrrolidine-2-carboxylic acid
InChI IdentifierInChI=1S/C6H9NO2/c1-4-2-5(6(8)9)7-3-4/h5,7H,1-3H2,(H,8,9)
InChI KeyPEYQZZMUNYLHII-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1CC(=C)CN1
Average Molecular Weight127.1412
Monoisotopic Molecular Weight127.063328537
Classification
Description Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentProline and derivatives
Alternative Parents
Substituents
  • Proline or derivatives
  • Alpha-amino acid
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine
  • Amino acid
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Secondary aliphatic amine
  • Carboxylic acid
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.68%; H 7.13%; N 11.02%; O 25.17%DFC
Melting PointMp 224-245 (225°)° dec.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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSL-4-Methylene-2-pyrrolidinecarboxylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9000000000-358a6914480ac6e64ab7Spectrum
Predicted GC-MSL-4-Methylene-2-pyrrolidinecarboxylic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-9100000000-7cd7f99b38507da01915Spectrum
Predicted GC-MSL-4-Methylene-2-pyrrolidinecarboxylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSL-4-Methylene-2-pyrrolidinecarboxylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-3900000000-9274706ee64020acc143Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9300000000-03ef1e475ad33bba3ee0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pvl-9000000000-c818f95849c168eb02e1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-7c89ea5165a6365aee8aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-9700000000-ab38f832cb8b8e41a4e6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fsr-9000000000-4abd3484276ce24f4d0eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9000000000-2431731543c23668dd16Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9000000000-6fedfb706f5c40e6ed18Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001c-9000000000-7661f522e86e11d63fe1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-92dabc7e1e831e6f3847Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-9800000000-711e14a5b1a54935c187Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-1f1ec61dcf07e73774b4Spectrum
NMRNot Available
ChemSpider ID485385
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID558375
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29434
CRC / DFC (Dictionary of Food Compounds) IDBDH82-M:BDH85-P
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