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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:17:15 UTC

Update Date

2023-02-21 17:23:24 UTC

HMDB ID

HMDB0033550

Secondary Accession Numbers

HMDB33550

Metabolite Identification

Common Name

3-(Carboxymethylamino)propanoic acid

Description

3-(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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-(Carboxymethylamino)propanoate	Generator
Iminopropionicacetic acid	HMDB
N-(Carboxyethyl)glycine	HMDB
N-(Carboxymethyl)--alanine	HMDB
N-(Carboxymethyl)-b-alanine, 9ci	HMDB
3-[(Carboxymethyl)amino]propanoate	Generator

Chemical Formula

C₅H₉NO₄

Average Molecular Weight

147.1293

Monoisotopic Molecular Weight

147.053157781

IUPAC Name

3-[(carboxymethyl)amino]propanoic acid

Traditional Name

β-alanine, N-(carboxymethyl)-

CAS Registry Number

505-72-6

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 Key

GAUBNQMYYJLWNF-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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha 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 Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033550)
Cytoplasm (HMDB: HMDB0033550)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033550)

Source

Exogenous

Food

Food (HMDB: HMDB0033550)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Fabaceae (HMDB: HMDB0033550)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033550)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	195 - 198 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	26 mg/mL at 7 °C	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	27.3 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-3.6	ChemAxon
logS	-0.73	ALOGPS
pKa (Strongest Acidic)	1.5	ChemAxon
pKa (Strongest Basic)	10.33	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	31.56 m³·mol⁻¹	ChemAxon
Polarizability	13.45 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	131.088	31661259
DarkChem	[M-H]-	125.04	31661259
DeepCCS	[M+H]+	125.547	30932474
DeepCCS	[M-H]-	122.435	30932474
DeepCCS	[M-2H]-	158.951	30932474
DeepCCS	[M+Na]+	134.11	30932474
AllCCS	[M+H]+	132.4	32859911
AllCCS	[M+H-H2O]+	128.5	32859911
AllCCS	[M+NH4]+	136.1	32859911
AllCCS	[M+Na]+	137.2	32859911
AllCCS	[M-H]-	129.4	32859911
AllCCS	[M+Na-2H]-	131.7	32859911
AllCCS	[M+HCOO]-	134.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-(Carboxymethylamino)propanoic acid	OC(=O)CCNCC(O)=O	2380.5	Standard polar	33892256
3-(Carboxymethylamino)propanoic acid	OC(=O)CCNCC(O)=O	1266.0	Standard non polar	33892256
3-(Carboxymethylamino)propanoic acid	OC(=O)CCNCC(O)=O	1469.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-(Carboxymethylamino)propanoic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCNCC(=O)O	1493.9	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)CNCCC(=O)O	1478.1	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,1TMS,isomer #3	C[Si](C)(C)N(CCC(=O)O)CC(=O)O	1563.2	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCNCC(=O)O[Si](C)(C)C	1561.9	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCN(CC(=O)O)[Si](C)(C)C	1618.4	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CN(CCC(=O)O)[Si](C)(C)C	1643.4	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1642.0	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1659.0	Standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCNCC(=O)O	1751.5	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNCCC(=O)O	1750.2	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(=O)O)CC(=O)O	1796.3	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCNCC(=O)O[Si](C)(C)C(C)(C)C	2009.2	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCN(CC(=O)O)[Si](C)(C)C(C)(C)C	2100.1	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(CCC(=O)O)[Si](C)(C)C(C)(C)C	2108.0	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2315.8	Semi standard non polar	33892256
3-(Carboxymethylamino)propanoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2270.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-9200000000-9c152c823e28e6499a11	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-022i-9830000000-fe4b9a29115174c842d7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-(Carboxymethylamino)propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 10V, Positive-QTOF	splash10-001i-2900000000-451c90612e5a32b88ff1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Positive-QTOF	splash10-0ff0-9600000000-cde1a6226232b66821f2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Positive-QTOF	splash10-05di-9000000000-799c269f2c91537d29fb	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 10V, Negative-QTOF	splash10-0002-1900000000-759056688c62b60f515f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Negative-QTOF	splash10-0fft-6900000000-97ac199dedc8625b0caf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Negative-QTOF	splash10-05fr-9000000000-6e2ece40ad82c028fef2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 10V, Positive-QTOF	splash10-001r-7900000000-d71250e9095aabcd6a71	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Positive-QTOF	splash10-052f-9000000000-091eb0732b9f6827d582	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Positive-QTOF	splash10-0006-9000000000-fb3e589ff525f96237cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 10V, Negative-QTOF	splash10-00b9-8900000000-c9c41e1d8ab570ce7fa8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 20V, Negative-QTOF	splash10-05gi-9300000000-32f4c828d0b75b625407	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-(Carboxymethylamino)propanoic acid 40V, Negative-QTOF	splash10-00dl-9000000000-2ac23a2452ea3557694e	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011614

KNApSAcK ID

C00054319

Chemspider ID

248019

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

281622

PDB ID

Not Available

ChEBI ID

173626

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1836621

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3-(Carboxymethylamino)propanoic acid (HMDB0033550)

MOL for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

3D MOL for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

3D SDF for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

3D-SDF for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

PDB for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

3D PDB for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

SMILES for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

INCHI for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

Structure for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

3D Structure for HMDB0033550 (3-(Carboxymethylamino)propanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra