ChemFOnt: Showing chemical card for 2-amino-3-hydroxybutanoic acid (CFc000139559)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:15:14 UTC

Chemfont ID

CFc000139559

Molecule Identification

Common Name

2-amino-3-hydroxybutanoic acid

Definition

alpha-Amino-beta-hydroxybutyric acid, also known as a-amino-b-hydroxybutyrate, 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). alpha-Amino-beta-hydroxybutyric acid has been detected, but not quantified in, peanuts (Arachis hypogaea). This could make alpha-amino-beta-hydroxybutyric acid a potential biomarker for the consumption of these foods. alpha-Amino-beta-hydroxybutyric acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on alpha-Amino-beta-hydroxybutyric acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
a-Amino-b-hydroxybutyrate	Generator
a-Amino-b-hydroxybutyric acid	Generator
alpha-Amino-beta-hydroxybutyrate	Generator
Α-amino-β-hydroxybutyrate	Generator
Α-amino-β-hydroxybutyric acid	Generator

Chemical Formula

C₄H₉NO₃

Average Molecular Weight

119.1192

Monoisotopic Molecular Weight

119.058243159

IUPAC Name

2-amino-3-hydroxybutanoic acid

Traditional Name

threonine(L)

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)

InChI Key

AYFVYJQAPQTCCC-UHFFFAOYSA-N

Chemical Taxonomy

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
Beta-hydroxy acid
Short-chain hydroxy acid
Hydroxy acid
Fatty acid
Amino acid
Secondary alcohol
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha-amino acid (CHEBI:38263 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	477 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3.5	ChemAxon
logS	0.6	ALOGPS
pKa (Strongest Acidic)	2.21	ChemAxon
pKa (Strongest Basic)	9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.46 m³·mol⁻¹	ChemAxon
Polarizability	11.21 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

External Links

HMDB ID

HMDB0250801

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004013

KNApSAcK ID

Not Available

Chemspider ID

200

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

205

PDB ID

Not Available

ChEBI ID

38263

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-amino-3-hydroxybutanoic acid (CFc000139559)

MOL for CFc000139559 (2-amino-3-hydroxybutanoic acid)

3D MOL for CFc000139559 (2-amino-3-hydroxybutanoic acid)

3D SDF for CFc000139559 (2-amino-3-hydroxybutanoic acid)

3D-SDF for CFc000139559 (2-amino-3-hydroxybutanoic acid)

PDB for CFc000139559 (2-amino-3-hydroxybutanoic acid)

3D PDB for CFc000139559 (2-amino-3-hydroxybutanoic acid)

SMILES for CFc000139559 (2-amino-3-hydroxybutanoic acid)

INCHI for CFc000139559 (2-amino-3-hydroxybutanoic acid)

Structure for CFc000139559 (2-amino-3-hydroxybutanoic acid)

3D Structure for CFc000139559 (2-amino-3-hydroxybutanoic acid)