Livestock Metabolome Database: Showing metabocard for L-Alpha-aminobutyric acid (LMDB00157)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:43:37 UTC

Update Date

2020-03-19 21:19:45 UTC

Lmdb

LMDB00157

Secondary Accession Numbers

None

Metabolite Identification

Common Name

L-Alpha-aminobutyric acid

Description

L-alpha-Aminobutyric acid, also known as (S)-2-aminobutanoic acid or (2S)-2-aminobutyrate, 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. L-alpha-Aminobutyric acid exists in all eukaryotes, ranging from yeast to plants to humans. L-alpha-Aminobutyric acid is found, on average, in the highest concentration within milk (cow). L-alpha-Aminobutyric acid has also been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), common peas (Pisum sativum), and domestic pigs (Sus scrofa domestica). This could make L-alpha-aminobutyric acid a potential biomarker for the consumption of these foods. L-alpha-Aminobutyric 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 a significant number of articles have been published on L-alpha-Aminobutyric acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-2-Aminobutyric acid	ChEBI
(2S)-2-Aminobutyric acid	ChEBI
(S)-2-Aminobutanoate	ChEBI
(S)-2-Aminobutanoic acid	ChEBI
(S)-2-Aminobutyric acid	ChEBI
L-(+)-2-Aminobutyric acid	ChEBI
L-2-Aminobuttersaeure	ChEBI
L-2-Aminobutyric acid	ChEBI
L-alpha-Amino-N-butyric acid	ChEBI
L-Butyrine	ChEBI
S-Butyrine	ChEBI
(-)-2-Aminobutyrate	Generator
(2S)-2-Aminobutyrate	Generator
(S)-2-Aminobutyrate	Generator
L-(+)-2-Aminobutyrate	Generator
L-2-Aminobutyrate	Generator
L-a-Amino-N-butyrate	Generator
L-a-Amino-N-butyric acid	Generator
L-alpha-Amino-N-butyrate	Generator
L-Α-amino-N-butyrate	Generator
L-Α-amino-N-butyric acid	Generator
L-a-Aminobutyrate	Generator
L-a-Aminobutyric acid	Generator
L-alpha-Aminobutyrate	Generator
L-Α-aminobutyrate	Generator
L-Α-aminobutyric acid	Generator
(+)-2-Aminobutanoate	HMDB
(+)-2-Aminobutanoic acid	HMDB
(+)-2-Aminobutyric acid	HMDB
(+)-alpha-Aminobutyric acid	HMDB
(2S)-2-Aminobutanoate	HMDB
(2S)-2-Aminobutanoic acid	HMDB, MeSH
(S)-(+)-alpha-Aminobutyric acid	HMDB
(S)-2-amino-Butanoate	HMDB
(S)-2-amino-Butanoic acid	HMDB
2-Aminobutanoate	HMDB
2-Aminobutanoic acid	HMDB, MeSH
2-Aminobutyrate	HMDB
2S-amino-Butanoate	HMDB, Generator
2S-amino-Butanoic acid	HMDB
alpha-Aminobutyric acid	HMDB, MeSH
L-2-amino-N-Butyric acid	HMDB
L-Ethylglycine	HMDB
Butyrine, (R)-isomer	MeSH, HMDB
2-Aminobutyric acid	MeSH, HMDB, Generator
alpha-Aminobutyric acid, (+-)-isomer	MeSH, HMDB
Butyrine	MeSH, HMDB
Butyrine, (S)-isomer	MeSH, HMDB
L-Homoalanine	MeSH, HMDB
alpha-Aminobutyric acid, (S)-isomer	MeSH, HMDB
Homoalanine	MeSH, HMDB
alpha-Aminobutyric acid, (R)-isomer	MeSH, HMDB
Butyrine, (+-)-isomer	MeSH, HMDB
L-2-Aminobutanoate	Generator, HMDB

Chemical Formula

C₄H₉NO₂

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

IUPAC Name

(2S)-2-aminobutanoic acid

Traditional Name

(-)-2-aminobutyric acid

CAS Registry Number

1492-24-6

SMILES

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

InChI Identifier

InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1

InChI Key

QWCKQJZIFLGMSD-VKHMYHEASA-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
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:35619 )
alpha-aminobutyric acid (CHEBI:35619 )
Amino fatty acids (C02356 )
Amino fatty acids (LMFA01100034 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-2.3	ChemAxon
logS	0.54	ALOGPS
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.02 m³·mol⁻¹	ChemAxon
Polarizability	10.34 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-001i-0900000000-5659d6d78898cfc7e3e1	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-001i-0900000000-c8849b7c3a366e6c4cb8	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0udi-0790000000-70b33ceb8fc59cf98fc5	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-001i-0900000000-5659d6d78898cfc7e3e1	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-0790000000-70b33ceb8fc59cf98fc5	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-001i-0900000000-c8849b7c3a366e6c4cb8	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000000000-231d9b85dacdfc8cfa1a	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9500000000-47e250b31bdc60f6848c	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0udi-0900000000-01184422112c4f45d2c2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0udi-0900000000-771c55fe95bc80e67d59	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0udi-1900000000-ddc187aaa752f4b10f2b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-0006-9000000000-3bdaa058b45a133c3bbd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0udi-0900000000-02624b93137883b214ad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0900000000-01184422112c4f45d2c2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0900000000-771c55fe95bc80e67d59	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-1900000000-ddc187aaa752f4b10f2b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9000000000-3bdaa058b45a133c3bbd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0udi-0900000000-02624b93137883b214ad	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-9100000000-ee8abbcaf7c2b98fbbf2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0a4l-9000000000-1345dd328d7b79523e9b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-052f-9100000000-338f85ef5403099a76c7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0udi-5900000000-116db8b71549d033ab56	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0a4i-9000000000-4ce723a5a5c9873c57dd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a4i-9000000000-7cce1c626271fbc1ff33	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-052f-9000000000-d7ee22bb360494f5a6ed	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0006-9000000000-e3892ebe321e35491da7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0a4i-9200000000-c71bee21cc5879ab61bb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-5900000000-10bf801074f410f1316f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-8d75ea4bc446938a682e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-7cce1c626271fbc1ff33	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-052f-9000000000-d7ee22bb360494f5a6ed	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-9000000000-e3892ebe321e35491da7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-9200000000-c71bee21cc5879ab61bb	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Feces
Follicular Fluid
Milk
Plasma
Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Feces	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Follicular Fluid	Detected and Quantified	45 +/- 0-54+/-3 uM	Not Available	Porcine	183842	details
Milk	Detected but not Quantified	Not Applicable	Not Available	Bovine	23438684	details
Milk	Detected and Quantified	1-10 uM	Not Available	Bovine	20338431	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Bovine	24070026	details
Plasma	Detected and Quantified	13 +/- 2-63+/-4 uM	Not Available	Porcine	22513987	details
Plasma	Detected and Quantified	13 +/- 2-65+/-4 uM	Not Available	Porcine	22513987	details
Plasma	Detected and Quantified	15 +/- 2-15+/-2 uM	Not Available	Porcine	22513987	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected and Quantified	1.67 +/- 1.15 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	28 +/- 4 uM	Not Available	Porcine	183842	details