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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:31:55 UTC

Update Date

2023-02-21 17:26:52 UTC

HMDB ID

HMDB0039163

Secondary Accession Numbers

HMDB39163

Metabolite Identification

Common Name

D-N-(Carboxyacetyl)alanine

Description

D-N-(Carboxyacetyl)alanine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on D-N-(Carboxyacetyl)alanine.

Structure

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

HEADER    PROTEIN                                 12-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-12         0                                  
HETATM    1  O   UNK     0      -1.646  -1.795   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.543  -0.598   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.039  -1.196   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -1.196   1.495   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.543   0.897   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.890   1.645   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.298  -0.598   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.001   0.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.346   1.645   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.692   0.897   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.039   1.795   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.842  -0.598   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2                                                            
CONECT    4    5    8                                                       
CONECT    5    2    4    6                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-[(2-Carboxy-1-hydroxyethylidene)amino]propanoate	HMDB

Chemical Formula

C₆H₉NO₅

Average Molecular Weight

175.1394

Monoisotopic Molecular Weight

175.048072403

IUPAC Name

2-(2-carboxyacetamido)propanoic acid

Traditional Name

2-(2-carboxyacetamido)propanoic acid

CAS Registry Number

19764-27-3

SMILES

CC(NC(=O)CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C6H9NO5/c1-3(6(11)12)7-4(8)2-5(9)10/h3H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)

InChI Key

AZKKNWAHCAZDCU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Alanine or derivatives
Dicarboxylic acid or derivatives
1,3-dicarbonyl compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Organopnictogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039163)
Cytoplasm (HMDB: HMDB0039163)

Common pea (FooDB: FOOD00141)

Pulses (FooDB: FOOD00867)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	138 - 140 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	16.8 g/L	ALOGPS
logP	-0.61	ALOGPS
logP	-0.87	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	3.2	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	36.29 m³·mol⁻¹	ChemAxon
Polarizability	15.22 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]+	138.37	31661259
DarkChem	[M-H]-	132.251	31661259
DeepCCS	[M+H]+	132.691	30932474
DeepCCS	[M-H]-	128.862	30932474
DeepCCS	[M-2H]-	166.249	30932474
DeepCCS	[M+Na]+	141.694	30932474
AllCCS	[M+H]+	139.2	32859911
AllCCS	[M+H-H2O]+	135.4	32859911
AllCCS	[M+NH4]+	142.6	32859911
AllCCS	[M+Na]+	143.6	32859911
AllCCS	[M-H]-	133.8	32859911
AllCCS	[M+Na-2H]-	135.4	32859911
AllCCS	[M+HCOO]-	137.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D-N-(Carboxyacetyl)alanine	CC(NC(=O)CC(O)=O)C(O)=O	2662.3	Standard polar	33892256
D-N-(Carboxyacetyl)alanine	CC(NC(=O)CC(O)=O)C(O)=O	1327.9	Standard non polar	33892256
D-N-(Carboxyacetyl)alanine	CC(NC(=O)CC(O)=O)C(O)=O	1667.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-N-(Carboxyacetyl)alanine,1TMS,isomer #1	CC(NC(=O)CC(=O)O[Si](C)(C)C)C(=O)O	1557.2	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,1TMS,isomer #2	CC(NC(=O)CC(=O)O)C(=O)O[Si](C)(C)C	1550.6	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,1TMS,isomer #3	CC(C(=O)O)N(C(=O)CC(=O)O)[Si](C)(C)C	1627.2	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,2TMS,isomer #1	CC(NC(=O)CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1667.2	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,2TMS,isomer #2	CC(C(=O)O)N(C(=O)CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1657.0	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,2TMS,isomer #3	CC(C(=O)O[Si](C)(C)C)N(C(=O)CC(=O)O)[Si](C)(C)C	1668.8	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,3TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1711.4	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,3TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1721.4	Standard non polar	33892256
D-N-(Carboxyacetyl)alanine,1TBDMS,isomer #1	CC(NC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	1807.6	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,1TBDMS,isomer #2	CC(NC(=O)CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	1802.9	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,1TBDMS,isomer #3	CC(C(=O)O)N(C(=O)CC(=O)O)[Si](C)(C)C(C)(C)C	1854.0	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,2TBDMS,isomer #1	CC(NC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2097.1	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,2TBDMS,isomer #2	CC(C(=O)O)N(C(=O)CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2115.7	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,2TBDMS,isomer #3	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC(=O)O)[Si](C)(C)C(C)(C)C	2121.1	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,3TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2351.1	Semi standard non polar	33892256
D-N-(Carboxyacetyl)alanine,3TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2337.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - D-N-(Carboxyacetyl)alanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-9300000000-cb84d4759026368dd8f4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-N-(Carboxyacetyl)alanine GC-MS (2 TMS) - 70eV, Positive	splash10-0fkl-9331000000-f38d2db4ac88cb1853b0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-N-(Carboxyacetyl)alanine 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 - D-N-(Carboxyacetyl)alanine 10V, Positive-QTOF	splash10-0a4i-2900000000-468c243044462e937f59	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 20V, Positive-QTOF	splash10-000x-9400000000-a8318ce9dd9cb806eb6d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 40V, Positive-QTOF	splash10-0006-9000000000-620488c3d0dbf6bcb807	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 10V, Negative-QTOF	splash10-05fr-1900000000-0040bc72f0b1ee87d55e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 20V, Negative-QTOF	splash10-0540-6900000000-c1a5cb53b863fc5a983f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 40V, Negative-QTOF	splash10-05g3-9000000000-cacec8c4c008a157b19e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 10V, Positive-QTOF	splash10-007o-9300000000-ea02f254017b169e7dfd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 20V, Positive-QTOF	splash10-00ec-9000000000-fb076944ce931cd534aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 40V, Positive-QTOF	splash10-0006-9000000000-aba22e741828d47c6eac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 10V, Negative-QTOF	splash10-000i-9300000000-c142f52ce2656f64a7fa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 20V, Negative-QTOF	splash10-000l-9000000000-5ee7f99fefd26511cc34	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-N-(Carboxyacetyl)alanine 40V, Negative-QTOF	splash10-0006-9000000000-00e6d9e466221d70a4cf	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB018688

KNApSAcK ID

Not Available

Chemspider ID

13634414

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21257161

PDB ID

Not Available

ChEBI ID

173805

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 D-N-(Carboxyacetyl)alanine (HMDB0039163)

MOL for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

3D MOL for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

3D SDF for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

3D-SDF for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

PDB for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

3D PDB for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

SMILES for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

INCHI for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

Structure for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

3D Structure for HMDB0039163 (D-N-(Carboxyacetyl)alanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra