MiMeDB: Showing metabocard for (2S)-4-acetamido-2-aminobutanoic acid (MMDBc0054058)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:49:13 UTC

Update Date

2024-04-30 20:51:02 UTC

Metabolite ID

MMDBc0054058

Metabolite Identification

Common Name

(2S)-4-acetamido-2-aminobutanoic acid

Description

4-Acetamido-2-aminobutanoic acid, also known as N-acetyl-L-2,4-diaminobutyrate or N-gamma-acetyldiaminobutyric acid, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. 4-Acetamido-2-aminobutanoic acid exists in all living organisms, ranging from bacteria to humans. 4-Acetamido-2-aminobutanoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 4-Acetamido-2-aminobutanoic acid.

Structure

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

Synonyms

Value	Source
N-Acetyl-L-2,4-diaminobutanoate	ChEBI
N-Acetyl-L-2,4-diaminobutyrate	ChEBI
N-gamma-Acetyldiaminobutyrate	ChEBI
N4-Acetyl-L-2,4-diaminobutyrate	Kegg
N4-Acetyl-L-2,4-diaminobutanoate	Kegg
(2S)-4-Acetamido-2-aminobutanoate	Kegg
N-Acetyl-L-2,4-diaminobutanoic acid	Generator
N-Acetyl-L-2,4-diaminobutyric acid	Generator
N-g-Acetyldiaminobutyrate	Generator
N-g-Acetyldiaminobutyric acid	Generator
N-gamma-Acetyldiaminobutyric acid	Generator
N-Γ-acetyldiaminobutyrate	Generator
N-Γ-acetyldiaminobutyric acid	Generator
N4-Acetyl-L-2,4-diaminobutyric acid	Generator
N4-Acetyl-L-2,4-diaminobutanoic acid	Generator
(2S)-4-Acetamido-2-aminobutanoic acid	Generator
4-Acetamido-2-aminobutanoate	Generator
N(g)-Acetyldiaminobutyrate	HMDB
N(g)-Acetyldiaminobutyric acid	HMDB
N(gamma)-Acetyldiaminobutyric acid	HMDB
N(Γ)-acetyldiaminobutyrate	HMDB
N(Γ)-acetyldiaminobutyric acid	HMDB
NADA	HMDB
N(4)-Acetyl-L-2,4-diaminobutyrate	HMDB

Molecular Formula

C₆H₁₂N₂O₃

Average Mass

160.1711

Monoisotopic Mass

160.08479226

IUPAC Name

(2S)-2-amino-4-acetamidobutanoic acid

Traditional Name

N-gamma-acetyldiaminobutyrate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C6H12N2O3/c1-4(9)8-3-2-5(7)6(10)11/h5H,2-3,7H2,1H3,(H,8,9)(H,10,11)/t5-/m0/s1

InChI Key

YLZRFVZUZIJABA-YFKPBYRVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Fatty acid
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetamides (CHEBI:7351 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	49.9 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-4.1	ChemAxon
logS	-0.51	ALOGPS
pKa (Strongest Acidic)	2.26	ChemAxon
pKa (Strongest Basic)	9.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	38.01 m³·mol⁻¹	ChemAxon
Polarizability	16 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 (Non-derivatized) - 70eV, Positive	splash10-00dl-9200000000-489b671eee3334c17422	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-9200000000-942ddd053454918cc14e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-2900000000-222dedb68ecf7807c5da	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xr-9400000000-04143d205bc214fa2d97	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-a86caa2b8542982abb62	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-2900000000-ef938ab10d8c0d8086f8	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aor-8900000000-7b7fc4c3d4c4b826641e	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-56c2ad9f057adff8938e	2016-08-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-82caf5f2d5df1826b977	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aor-9700000000-20a47090cec8064b10d3	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-7e743c8b4635cfc8cc4c	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-3900000000-7ee68ff17990af176acf	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0g4i-9700000000-aa4fba6938d25d83959e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-d86b336356870d3ac826	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0013586	Acetyl-CoA	(2S)-4-acetamido-2-aminobutanoic acid	L-2,4-diaminobutyric acid acetyltransferase	N-Acetylation	RHEA	34755880
MMDBr0013637	(2S)-4-acetamido-2-aminobutanoic acid	Water	L-ectoine synthase	Synthesis	RHEA	34755880

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
Bacteria	Firmicutes	6	Human feces
Bacteria	Proteobacteria	26	Human ; Human feces; Cattle ; Turkey
Bacteria	Actinobacteria	15	Human ; Human feces
Bacteria/NULL	Proteobacteria	2	Human ; Human feces; Cattle ; Turkey

Exposure Sources

Source Type	Source Sub-type	Species	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

HMDB0031411

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003487

KNApSAcK ID

Not Available

Chemspider ID

389841

KEGG Compound ID

C06442

BioCyc ID

N-ACETYL-L-24-DIAMINOBUTANOATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

902

PDB ID

Not Available

ChEBI ID

7351

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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

Showing metabocard for (2S)-4-acetamido-2-aminobutanoic acid (MMDBc0054058)

MOL for #<Metabolite:0x00007fe2a83bd1d8>

3D MOL for #<Metabolite:0x00007fe2a83bd1d8>

3D SDF for #<Metabolite:0x00007fe2a83bd1d8>

3D-SDF for #<Metabolite:0x00007fe2a83bd1d8>

PDB for #<Metabolite:0x00007fe2a83bd1d8>

3D PDB for #<Metabolite:0x00007fe2a83bd1d8>

SMILES for #<Metabolite:0x00007fe2a83bd1d8>

INCHI for #<Metabolite:0x00007fe2a83bd1d8>

Structure for #<Metabolite:0x00007fe2a83bd1d8>

3D Structure for #<Metabolite:0x00007fe2a83bd1d8>