Showing Compound 2-Aminoisobutyric acid (FDB022732)

Record Information

Version

1.0

Creation date

2011-09-21 00:18:44 UTC

Update date

2019-11-26 03:21:06 UTC

Primary ID

FDB022732

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Aminoisobutyric acid

Description

2-Aminoisobutyric acid, also known as alpha-methylalanine or a-aminoisobutanoate, 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). 2-Aminoisobutyric acid exists in all living organisms, ranging from bacteria to humans. 2-Aminoisobutyric acid has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and milk (cow). This could make 2-aminoisobutyric acid a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Aminoisobutyric acid.

CAS Number

62-57-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2,2-Dimethylglycine	ChEBI
2-Amino-2-methylpropanoate	ChEBI
2-Amino-2-methylpropionic acid	ChEBI
2-Methylalanine	ChEBI
2MA	ChEBI
AIB	ChEBI
alpha,alpha-Dimethylglycine	ChEBI
alpha-Aminoisobutanoic acid	ChEBI
alpha-Aminoisobutyric acid	ChEBI
alpha-Methylalanine	ChEBI
2-Amino-2-methylpropanoic acid	Generator
2-Amino-2-methylpropionate	Generator
a,a-Dimethylglycine	Generator
Α,α-dimethylglycine	Generator
a-Aminoisobutanoate	Generator
a-Aminoisobutanoic acid	Generator
alpha-Aminoisobutanoate	Generator
Α-aminoisobutanoate	Generator
Α-aminoisobutanoic acid	Generator
a-Aminoisobutyrate	Generator
a-Aminoisobutyric acid	Generator
alpha-Aminoisobutyrate	Generator
Α-aminoisobutyrate	Generator
Α-aminoisobutyric acid	Generator
a-Methylalanine	Generator
Α-methylalanine	Generator
2-Aminoisobutyrate	Generator
2-Aminoisobutyric acid, 11C-labeled	MeSH, HMDB
2-Aminoisobutyric acid, 14C-labeled	MeSH, HMDB
2-Aminoisobutyric acid	KEGG
2-Amino-isobutyrate	Generator, HMDB
2-amino-2-Methylpropionate	Generator
2-amino-2-Methylpropionic acid	ChEBI
α-aminoisobutanoate	Generator
α-aminoisobutanoic acid	Generator
α-aminoisobutyrate	Generator
α-aminoisobutyric acid	Generator
α-methylalanine	Generator
α,α-dimethylglycine	Generator

Predicted Properties

Property	Value	Source
Water Solubility	337 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-2.4	ChemAxon
logS	0.51	ALOGPS
pKa (Strongest Acidic)	2.58	ChemAxon
pKa (Strongest Basic)	9.72	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	1	ChemAxon
Refractivity	25.21 m³·mol⁻¹	ChemAxon
Polarizability	10.33 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

Chemical Formula

C4H9NO2

IUPAC name

2-amino-2-methylpropanoic acid

InChI Identifier

InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)

InChI Key

FUOOLUPWFVMBKG-UHFFFAOYSA-N

Isomeric SMILES

CC(C)(N)C(O)=O

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

Classification

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2,2-dialkylglycine (CHEBI:27971 )
Amino fatty acids (LMFA01100053 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Organ and components:

Prostate

Subcellular:

Cytoplasm

Biofluid and excreta:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	2-Aminoisobutyric acid, non-derivatized, GC-MS Spectrum	splash10-001i-0900000000-e469c31fdb361c68d7c1	Spectrum
GC-MS	2-Aminoisobutyric acid, 2 TMS, GC-MS Spectrum	splash10-001i-0900000000-a36ad39a36ae444e46ae	Spectrum
GC-MS	2-Aminoisobutyric acid, non-derivatized, GC-MS Spectrum	splash10-001i-0900000000-e469c31fdb361c68d7c1	Spectrum
GC-MS	2-Aminoisobutyric acid, non-derivatized, GC-MS Spectrum	splash10-001i-0900000000-a36ad39a36ae444e46ae	Spectrum
Predicted GC-MS	2-Aminoisobutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9000000000-6b7bf93c06f2aeefce39	Spectrum
Predicted GC-MS	2-Aminoisobutyric acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-9600000000-a300b153080dc92a72f6	Spectrum
Predicted GC-MS	2-Aminoisobutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Aminoisobutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000i-9200000000-da2827369e92adba7cd8	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-7900000000-6079ac9d44cf4a311152	Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0udi-4900000000-cf4a983a808aa8a18729	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0udi-0900000000-b09f9465bfd507f59a9d	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0udi-0900000000-4eeda03ca057f971ad21	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0udi-4900000000-8b7badd6f8457356fe62	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0a4i-9000000000-7e17058c19f5affb357a	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a4i-9000000000-b986c9a42c2c739c6fd0	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0a4i-9000000000-bf285168a5a5d41ab049	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0a4l-9000000000-b7fd609f2bf6e6145d54	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0pb9-9500000000-2f9ed721c06843a9df2b	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-0udi-0900000000-02624b93137883b214ad	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0900000000-b09f9465bfd507f59a9d	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0900000000-4eeda03ca057f971ad21	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0udi-0900000000-02624b93137883b214ad	Spectrum
MS/MS	LC-MS/MS Spectrum - , negative	splash10-0udi-0900000000-aac342be2df7745c885d	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-4900000000-8b7badd6f8457356fe62	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-23a671f383f99bc465c8	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-9000000000-b986c9a42c2c739c6fd0	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9200000000-4849dde814173ad8e73f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-5ae41491e22202d700f3	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-6dff5b04f9cf69c4d686	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-278a45a568ba95d65cab	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1900000000-82d99c3456fa9229a224	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0k9i-9200000000-a1add3dee96321589e43	Spectrum

NMR

Type	Description	View
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
1D NMR	1H NMR Spectrum	Spectrum
1D NMR	13C NMR Spectrum	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Spectrum