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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:17:15 UTC
Update Date2023-02-21 17:23:24 UTC
HMDB IDHMDB0033550
Secondary Accession Numbers
  • HMDB33550
Metabolite Identification
Common Name3-(Carboxymethylamino)propanoic acid
Description3-(Carboxymethylamino)propanoic acid belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 3-(Carboxymethylamino)propanoic acid has been detected, but not quantified in, pulses. This could make 3-(carboxymethylamino)propanoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-(Carboxymethylamino)propanoic acid.
Structure
Data?1677000204
Synonyms
ValueSource
3-(Carboxymethylamino)propanoateGenerator
Iminopropionicacetic acidHMDB
N-(Carboxyethyl)glycineHMDB
N-(Carboxymethyl)--alanineHMDB
N-(Carboxymethyl)-b-alanine, 9ciHMDB
3-[(Carboxymethyl)amino]propanoateGenerator
Chemical FormulaC5H9NO4
Average Molecular Weight147.1293
Monoisotopic Molecular Weight147.053157781
IUPAC Name3-[(carboxymethyl)amino]propanoic acid
Traditional Nameβ-alanine, N-(carboxymethyl)-
CAS Registry Number505-72-6
SMILES
OC(=O)CCNCC(O)=O
InChI Identifier
InChI=1S/C5H9NO4/c7-4(8)1-2-6-3-5(9)10/h6H,1-3H2,(H,7,8)(H,9,10)
InChI KeyGAUBNQMYYJLWNF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Amino acid
  • Carboxylic acid
  • Secondary aliphatic amine
  • Secondary amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point195 - 198 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility26 mg/mL at 7 °CNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility27.3 g/LALOGPS
logP-2.8ALOGPS
logP-3.6ChemAxon
logS-0.73ALOGPS
pKa (Strongest Acidic)1.5ChemAxon
pKa (Strongest Basic)10.33ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity31.56 m³·mol⁻¹ChemAxon
Polarizability13.45 ųChemAxon
Number of Rings0ChemAxon
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]+131.08831661259
DarkChem[M-H]-125.0431661259
DeepCCS[M+H]+125.54730932474
DeepCCS[M-H]-122.43530932474
DeepCCS[M-2H]-158.95130932474
DeepCCS[M+Na]+134.1130932474
AllCCS[M+H]+132.432859911
AllCCS[M+H-H2O]+128.532859911
AllCCS[M+NH4]+136.132859911
AllCCS[M+Na]+137.232859911
AllCCS[M-H]-129.432859911
AllCCS[M+Na-2H]-131.732859911
AllCCS[M+HCOO]-134.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-(Carboxymethylamino)propanoic acidOC(=O)CCNCC(O)=O2380.5Standard polar33892256
3-(Carboxymethylamino)propanoic acidOC(=O)CCNCC(O)=O1266.0Standard non polar33892256
3-(Carboxymethylamino)propanoic acidOC(=O)CCNCC(O)=O1469.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-(Carboxymethylamino)propanoic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)CCNCC(=O)O1493.9Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,1TMS,isomer #2C[Si](C)(C)OC(=O)CNCCC(=O)O1478.1Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,1TMS,isomer #3C[Si](C)(C)N(CCC(=O)O)CC(=O)O1563.2Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)CCNCC(=O)O[Si](C)(C)C1561.9Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,2TMS,isomer #2C[Si](C)(C)OC(=O)CCN(CC(=O)O)[Si](C)(C)C1618.4Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,2TMS,isomer #3C[Si](C)(C)OC(=O)CN(CCC(=O)O)[Si](C)(C)C1643.4Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1642.0Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1659.0Standard non polar33892256
3-(Carboxymethylamino)propanoic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCNCC(=O)O1751.5Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CNCCC(=O)O1750.2Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(CCC(=O)O)CC(=O)O1796.3Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCNCC(=O)O[Si](C)(C)C(C)(C)C2009.2Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)CCN(CC(=O)O)[Si](C)(C)C(C)(C)C2100.1Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)CN(CCC(=O)O)[Si](C)(C)C(C)(C)C2108.0Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2315.8Semi standard non polar33892256
3-(Carboxymethylamino)propanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2270.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6x-9200000000-9c152c823e28e6499a112017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic acid GC-MS (2 TMS) - 70eV, Positivesplash10-022i-9830000000-fe4b9a29115174c842d72017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic 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 - 3-(Carboxymethylamino)propanoic acid 10V, Positive-QTOFsplash10-001i-2900000000-451c90612e5a32b88ff12015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Positive-QTOFsplash10-0ff0-9600000000-cde1a6226232b66821f22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Positive-QTOFsplash10-05di-9000000000-799c269f2c91537d29fb2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 10V, Negative-QTOFsplash10-0002-1900000000-759056688c62b60f515f2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Negative-QTOFsplash10-0fft-6900000000-97ac199dedc8625b0caf2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Negative-QTOFsplash10-05fr-9000000000-6e2ece40ad82c028fef22015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 10V, Positive-QTOFsplash10-001r-7900000000-d71250e9095aabcd6a712021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Positive-QTOFsplash10-052f-9000000000-091eb0732b9f6827d5822021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Positive-QTOFsplash10-0006-9000000000-fb3e589ff525f96237cb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 10V, Negative-QTOFsplash10-00b9-8900000000-c9c41e1d8ab570ce7fa82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Negative-QTOFsplash10-05gi-9300000000-32f4c828d0b75b6254072021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Negative-QTOFsplash10-00dl-9000000000-2ac23a2452ea3557694e2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDFDB011614
KNApSAcK IDC00054319
Chemspider ID248019
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound281622
PDB IDNot Available
ChEBI ID173626
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1836621
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.. .