MiMeDB: Showing metabocard for N-(2-aminobutanoyl)glycine (MMDBc0056100)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:16:42 UTC

Update Date

2025-10-07 16:09:33 UTC

Metabolite ID

MMDBc0056100

Metabolite Identification

Common Name

N-(2-aminobutanoyl)glycine

Description

N-(2-aminobutanoyl)glycine is a peptide derivative belonging to the class of amino acids. There is little literature available on this metabolite, indicating a gap in research regarding its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.540   2.667   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -3.080   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       3.080   0.000   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    4                                                       
CONECT    3    5    8                                                       
CONECT    4    2    6    7   12                                             
CONECT    5    3    9   10                                                  
CONECT    6    4    8   11                                                  
CONECT    7    4                                                            
CONECT    8    3    6                                                       
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    4                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

Synonyms

Value	Source
N-[(2S)-Ammoniobutanoyl]glycinate	ChEBI
N-[(2S)-Ammoniobutanoyl]glycinic acid	Generator

Molecular Formula

C₆H₁₂N₂O₃

Average Mass

160.173

Monoisotopic Mass

160.084792254

IUPAC Name

2-{[(2S)-2-amino-1-hydroxybutylidene]amino}acetic acid

Traditional Name

{[(2S)-2-amino-1-hydroxybutylidene]amino}acetic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CC)C(O)=NCC(O)=O

InChI Identifier

InChI=1S/C6H12N2O3/c1-2-4(7)6(11)8-3-5(9)10/h4H,2-3,7H2,1H3,(H,8,11)(H,9,10)/t4-/m0/s1

InChI Key

SVHUWZOIWWJJJM-BYPYZUCNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Quaternary ammonium salt
Amino acid or derivatives
Carboxamide group
Carboxylic acid salt
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organic salt
Hydrocarbon derivative
Amine
Primary aliphatic amine
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic zwitterion
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.8	ChemAxon
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	9.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	38.35 m³·mol⁻¹	ChemAxon
Polarizability	15.87 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	450.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	347.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	50.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	232.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	283.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	286.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	516.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	673.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	620.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	156.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	451.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	169.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	55.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	289.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	561.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	51.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	177.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	694.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	575.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_1	CC[C@H](N)C(=NCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1895.52
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_2	CC[C@H](N)C(O)=NCC(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1870.47
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_3	CC[C@H](N[Si](C)(C)C)C(O)=NCC(=O)O	standard non polar	2025-10-24	2045.87
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_4	CC[C@H](N)C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2079.12
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_5	CC[C@H](N[Si](C)(C)C)C(=NCC(=O)O)O[Si](C)(C)C	standard non polar	2025-10-24	1597.5
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_6	CC[C@H](N[Si](C)(C)C)C(O)=NCC(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2260.6
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_7	CC[C@@H](C(O)=NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2122.07
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_8	CC[C@H](N[Si](C)(C)C)C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1543.65
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_9	CC[C@@H](C(=NCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2171.07
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_10	CC[C@@H](C(O)=NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1787.1
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_11	CC[C@@H](C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1992.13
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_1	CC[C@H](N)C(=NCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	2228.71
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_2	CC[C@H](N)C(O)=NCC(=O)O[Si](C)(C)C	standard polar	2025-10-24	2268.17
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_3	CC[C@H](N[Si](C)(C)C)C(O)=NCC(=O)O	standard polar	2025-10-24	2382.63
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_4	CC[C@H](N)C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2355.59
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_5	CC[C@H](N[Si](C)(C)C)C(=NCC(=O)O)O[Si](C)(C)C	standard polar	2025-10-24	1850.4
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_6	CC[C@H](N[Si](C)(C)C)C(O)=NCC(=O)O[Si](C)(C)C	standard polar	2025-10-24	2528.38
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_7	CC[C@@H](C(O)=NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2630.5
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_8	CC[C@H](N[Si](C)(C)C)C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	2507.56
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_9	CC[C@@H](C(=NCC(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1888.36
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_10	CC[C@@H](C(O)=NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1964.67
Gas Chromatography	N-(2-aminobutanoyl)glycine_TMS_11	CC[C@@H](C(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2088.39

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5382892

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7019935

PDB ID

Not Available

ChEBI ID

144699

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for N-(2-aminobutanoyl)glycine (MMDBc0056100)

MOL for #<Metabolite:0x00007f9ad021a058>

3D MOL for #<Metabolite:0x00007f9ad021a058>

3D SDF for #<Metabolite:0x00007f9ad021a058>

3D-SDF for #<Metabolite:0x00007f9ad021a058>

PDB for #<Metabolite:0x00007f9ad021a058>

3D PDB for #<Metabolite:0x00007f9ad021a058>

SMILES for #<Metabolite:0x00007f9ad021a058>

INCHI for #<Metabolite:0x00007f9ad021a058>

Structure for #<Metabolite:0x00007f9ad021a058>

3D Structure for #<Metabolite:0x00007f9ad021a058>