Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:30:24 UTC
Update Date2022-03-07 02:52:09 UTC
HMDB IDHMDB0029435
Secondary Accession Numbers
  • HMDB29435
Metabolite Identification
Common NameL-trans-4-Methyl-2-pyrrolidinecarboxylic acid
DescriptionL-trans-4-Methyl-2-pyrrolidinecarboxylic acid, also known as 4-methylproline or 4-methylpyrrolidine-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. Based on a literature review very few articles have been published on L-trans-4-Methyl-2-pyrrolidinecarboxylic acid.
Structure
Data?1582753418
Synonyms
ValueSource
L-trans-4-Methyl-2-pyrrolidinecarboxylateGenerator
4-MethylprolineHMDB
4-Methylpyrrolidine-2-carboxylateHMDB
Chemical FormulaC6H11NO2
Average Molecular Weight129.157
Monoisotopic Molecular Weight129.078978601
IUPAC Name4-methylpyrrolidine-2-carboxylic acid
Traditional Name4-methylpyrrolidine-2-carboxylic acid
CAS Registry Number23009-50-9
SMILES
CC1CNC(C1)C(O)=O
InChI Identifier
InChI=1S/C6H11NO2/c1-4-2-5(6(8)9)7-3-4/h4-5,7H,2-3H2,1H3,(H,8,9)
InChI KeyKKJQZEWNZXRJFG-UHFFFAOYSA-N
Chemical Taxonomy
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
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point239 - 240 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility124 g/LALOGPS
logP-2.3ALOGPS
logP-2.2ChemAxon
logS-0.02ALOGPS
pKa (Strongest Acidic)2.06ChemAxon
pKa (Strongest Basic)11.45ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.54 m³·mol⁻¹ChemAxon
Polarizability13.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.73231661259
DarkChem[M-H]-124.67531661259
DeepCCS[M+H]+129.13830932474
DeepCCS[M-H]-126.32630932474
DeepCCS[M-2H]-162.87830932474
DeepCCS[M+Na]+137.71130932474
AllCCS[M+H]+127.932859911
AllCCS[M+H-H2O]+123.332859911
AllCCS[M+NH4]+132.332859911
AllCCS[M+Na]+133.532859911
AllCCS[M-H]-127.132859911
AllCCS[M+Na-2H]-129.232859911
AllCCS[M+HCOO]-131.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-trans-4-Methyl-2-pyrrolidinecarboxylic acidCC1CNC(C1)C(O)=O1912.3Standard polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acidCC1CNC(C1)C(O)=O1112.4Standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acidCC1CNC(C1)C(O)=O1347.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,1TMS,isomer #1CC1CNC(C(=O)O[Si](C)(C)C)C11215.8Semi standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,1TMS,isomer #2CC1CC(C(=O)O)N([Si](C)(C)C)C11306.6Semi standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,2TMS,isomer #1CC1CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)C11356.3Semi standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,2TMS,isomer #1CC1CC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)C11395.7Standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,1TBDMS,isomer #1CC1CNC(C(=O)O[Si](C)(C)C(C)(C)C)C11452.3Semi standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,1TBDMS,isomer #2CC1CC(C(=O)O)N([Si](C)(C)C(C)(C)C)C11572.7Semi standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,2TBDMS,isomer #1CC1CC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C11785.9Semi standard non polar33892256
L-trans-4-Methyl-2-pyrrolidinecarboxylic acid,2TBDMS,isomer #1CC1CC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C11821.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a59-9000000000-9e536faeee75bf0163932017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid GC-MS (1 TMS) - 70eV, Positivesplash10-001r-9100000000-7841f8819ac24fe36ca42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 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 - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 10V, Positive-QTOFsplash10-001i-3900000000-a167200a1afe50a82c522015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 20V, Positive-QTOFsplash10-001i-9400000000-e468fde72dc984aaca092015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 40V, Positive-QTOFsplash10-05mo-9000000000-e18494d842ad3f4d86ba2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 10V, Negative-QTOFsplash10-004i-2900000000-7be446b58b4cd51143f72015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 20V, Negative-QTOFsplash10-003r-8900000000-52fd7ed79d6c94d6a8a62015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 40V, Negative-QTOFsplash10-0pwc-9000000000-e8c1dfe74666b7d253ae2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 10V, Positive-QTOFsplash10-001i-9800000000-e7283a3c3fe846ccce1a2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 20V, Positive-QTOFsplash10-001i-9200000000-648530a154a102a5739c2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 40V, Positive-QTOFsplash10-0536-9000000000-b92d086b2539cea5794c2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 10V, Negative-QTOFsplash10-004i-0900000000-b487cd2a72f17977a8cd2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 20V, Negative-QTOFsplash10-004i-1900000000-1bff41d1e0f3cea6861f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-trans-4-Methyl-2-pyrrolidinecarboxylic acid 40V, Negative-QTOFsplash10-0006-9100000000-924ee4982d338367158e2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
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 IDFDB000539
KNApSAcK IDNot Available
Chemspider ID312597
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound352051
PDB IDNot Available
ChEBI ID173341
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents 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.. .