Showing Compound (S)-3-amino-2-methylpropanoate (FDB030157)

Record Information

Version

1.0

Creation date

2015-05-07 18:43:26 UTC

Update date

2019-11-26 03:21:37 UTC

Primary ID

FDB030157

Secondary Accession Numbers

FDB022878

Chemical Information

FooDB Name

(S)-3-amino-2-methylpropanoate

Description

(s)-b-aminoisobutyric acid, also known as (S)-3-amino-2-methylpropanoic acid or L-3-amino-isobutanoate, belongs to beta amino acids and derivatives class of compounds. Those are amino acids having a (-NH2) group attached to the beta carbon atom. Thus, (s)-b-aminoisobutyric acid is considered to be a fatty acid lipid molecule (s)-b-aminoisobutyric acid is soluble (in water) and a weakly acidic compound (based on its pKa). (s)-b-aminoisobutyric acid can be found in a number of food items such as canada blueberry, sea-buckthornberry, groundcherry, and oriental wheat, which makes (s)-b-aminoisobutyric acid a potential biomarker for the consumption of these food products (s)-b-aminoisobutyric acid can be found primarily in blood, feces, and urine (s)-b-aminoisobutyric acid exists in all living organisms, ranging from bacteria to humans. In humans, (s)-b-aminoisobutyric acid is involved in the valine, leucine and isoleucine degradation (s)-b-aminoisobutyric acid is also involved in several metabolic disorders, some of which include isobutyryl-coa dehydrogenase deficiency, 3-hydroxyisobutyric aciduria, 3-methylglutaconic aciduria type I, and methylmalonic aciduria.

CAS Number

4249-19-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
(+)-a-Methyl-b-alanine	HMDB
(+)-alpha-Methyl-beta-alanine	HMDB
(+)-b-Aminoisobutyric acid	HMDB
(+)-beta-Aminoisobutyric acid	HMDB
(S)-3-amino-2-Methyl-propanoate	HMDB
(S)-3-amino-2-Methyl-propanoic acid	HMDB
(S)-3-Amino-2-methylpropanoate	Kegg
(S)-3-Amino-2-methylpropanoic acid	ChEBI
(S)-3-Amino-isobutanoate	Generator
(S)-3-Amino-isobutanoic acid	ChEBI

Showing 1 to 10 of 40 entries

Predicted Properties

Property	Value	Source
Water Solubility	367 g/L	ALOGPS
logP	-3	ALOGPS
logP	-2.6	ChemAxon
logS	0.55	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	10.32	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	25.28 m³·mol⁻¹	ChemAxon
Polarizability	10.42 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

(2S)-3-amino-2-methylpropanoic acid

InChI Identifier

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

InChI Key

QCHPKSFMDHPSNR-VKHMYHEASA-N

Isomeric SMILES

C[C@@H](CN)C(O)=O

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

Classification

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta 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

Beta amino acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

beta-amino acid (CHEBI:33094 )
3-aminoisobutyric acid (CHEBI:33094 )
Amino fatty acids (LMFA01100050 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Biofluid and excreta:

Source:

Biological:

Animal

Plant:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(S)-beta-Aminoisobutyric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-9000000000-59e52601f90d8e636d61	Spectrum
Predicted GC-MS	(S)-beta-Aminoisobutyric acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00ar-9200000000-0eb92539979a9fa36dbd	Spectrum
Predicted GC-MS	(S)-beta-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 - Orbitrap 1V, negative	splash10-0udi-1900000000-aaccebe5d4a868bc32bf	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-0udi-2900000000-4f4e49fe169d5c21efc1	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-0udi-4900000000-f32e82420f5efb60456e	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-0uk9-6900000000-cb0ef82b397e24372142	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-0uk9-8900000000-31fc31847c8771693d15	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-0fk9-9600000000-6379643466e30660a05b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, negative	splash10-00di-9300000000-97e8a7125780e41fceaf	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, negative	splash10-05fr-9200000000-8f0488fe62603d121536	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, negative	splash10-0ab9-9100000000-84e07fbee3e332502265	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, negative	splash10-0a4i-9000000000-3634b730902e2e080b56	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 7V, negative	splash10-00di-9000000000-1b9078e3902a11473fa0	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-0udi-1900000000-76d19f44560e6b1b6f80	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-0udi-1900000000-bd4e85f35b448a2b7540	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-0udi-2900000000-b1371ec53be10ec9c411	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udi-3900000000-d16b3475fcdfed5038d5	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udi-4900000000-cd34930bbcb805c7525f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udr-5900000000-4b73ac1046680185a981	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udr-6900000000-a911da27982a560a6cf1	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-0udr-8900000000-91a255aae27e4e4aabb8	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f79-9300000000-30669ed04aadf3d3f040	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-9000000000-ca65637476e64152c44e	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-04d1648391d3f90db226	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-3900000000-ec54fcce079024a62344	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-9500000000-0394f399cdf5df93c5df	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-d0c495c908ed905558a2	2015-09-15	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound (S)-3-amino-2-methylpropanoate (FDB030157)

Structure for FDB030157 ((S)-3-amino-2-methylpropanoate)