ChemFOnt: Showing chemical card for 2-amino-4-hydroxybutanoic acid (CFc000139560)

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

CFc000139560

Molecule Identification

Common Name

2-amino-4-hydroxybutanoic acid

Definition

L-Homoserine 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-Homoserine exists in all living species, ranging from bacteria to plants to humans. L-Homoserine has been detected, but not quantified in, several different foods, such as menthas (Mentha), small-leaf lindens (Tilia cordata), pepper (c. pubescens), new zealand spinaches (Tetragonia tetragonioides), and oats (Avena sativa). This could make L-homoserine a potential biomarker for the consumption of these foods. L-Homoserine 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 small amount of articles have been published on L-Homoserine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-4-hydroxybutanoic acid	ChEBI
2-Amino-4-hydroxybutanoic acid	ChEBI
2-Amino-4-hydroxybutyric acid	ChEBI
Homoserine	ChEBI
(2S)-2-Amino-4-hydroxybutanoate	Generator
2-Amino-4-hydroxybutanoate	Generator
2-Amino-4-hydroxybutyrate	Generator
(S)-2-Amino-4-hydroxy-butanoate	HMDB
(S)-2-Amino-4-hydroxy-butanoic acid	HMDB
(S)-2-Amino-4-hydroxybutanoate	HMDB
(S)-2-Amino-4-hydroxybutanoic acid	HMDB
(S)-Homoserine	HMDB
2-Amino-4-hydroxy-butyrate	HMDB
2-Amino-4-hydroxy-butyric acid	HMDB
2-Amino-4-hydroxy-L-butyrate	HMDB
2-Amino-4-hydroxy-L-butyric acid	HMDB
Homoserine L-isomer	HMDB
L Isomer OF homoserine	HMDB
L-Isomer OF homoserine	HMDB

Chemical Formula

C₄H₉NO₃

Average Molecular Weight

119.1192

Monoisotopic Molecular Weight

119.058243159

IUPAC Name

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

Traditional Name

L-homoserine

CAS Registry Number

672-15-1

SMILES

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

InChI Identifier

InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1

InChI Key

UKAUYVFTDYCKQA-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
Short-chain hydroxy acid
Fatty acid
1,3-aminoalcohol
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

homoserine (CHEBI:15699 )
Other amino acids (C00263 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	423 g/L	ALOGPS
logP	-3.3	ALOGPS
logP	-3.8	ChemAxon
logS	0.55	ALOGPS
pKa (Strongest Acidic)	2.22	ChemAxon
pKa (Strongest Basic)	9.16	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	3	ChemAxon
Refractivity	26.91 m³·mol⁻¹	ChemAxon
Polarizability	11.44 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