ChemFOnt: Showing chemical card for (±)-2-Hydroxy-4-(methylthio)butanoic acid (CFc000018049)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:19 UTC

Chemfont ID

CFc000018049

Molecule Identification

Common Name

(±)-2-Hydroxy-4-(methylthio)butanoic acid

Definition

Animal and poultry feed additive.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(±)-2-hydroxy-4-(methylthio)butanoate	Generator
(+-)-2-Hydroxy-4-(methylthio)butyric acid	HMDB
2-Hydroxy-4-(methylthio) butanoic acid	HMDB
2-Hydroxy-4-(methylthio)-butanoic acid	HMDB
2-Hydroxy-4-(methylthio)-butyric acid	HMDB
2-Hydroxy-4-(methylthio)butanoic acid	HMDB
2-Hydroxy-4-(methylthio)butyric acid	HMDB
4857-44-7 (Calcium[2:1] salt)	HMDB
Alimet	HMDB, MeSH
alpha-Hydroxy-gamma-(methylmercapto)butyric acid	HMDB
alpha-Hydroxy-gamma-(methylthio)butyric acid	HMDB
alpha-Hydroxy-gamma-methylmercaptobutyric acid	HMDB, MeSH
Desmeninol	HMDB
gamma-(methylthio)-alpha-Hydroxybutyric acid	HMDB
Methionine hydroxy analog	HMDB, MeSH
MHA	HMDB
Mha acid	HMDB
Mha-fa	HMDB
(+-)-Isomer OF alpha-hydroxy-gamma-methylmercaptobutyric acid	MeSH, HMDB
alpha-Hydroxy-gamma-methylmercaptobutyric acid, calcium salt(+-)-isomer	MeSH, HMDB
2-Hydroxy-4-methylthiobutanoic acid	MeSH, HMDB
alpha-Hydroxy-gamma-methylmercaptobutyric acid, calcium salt	MeSH, HMDB
2-Hydroxy-4-methylthiobutyrate	MeSH, HMDB
alpha-Hydroxy-gamma-methylmercaptobutyric acid, monosodium salt (S)-isomer	MeSH, HMDB
alpha-Hydroxymethionine	MeSH, HMDB
4-methylthio-2-Hydroxybutyrate	MeSH, HMDB
alpha-Hydroxy-gamma-methylmercaptobutyric acid, calcium salt (2:1)	MeSH, HMDB
alpha-Hydroxy-gamma-methylmercaptobutyric acid, monosodium salt	MeSH, HMDB
alpha-Hydroxy-gamma-methylthiobutyrate	MeSH, HMDB
2-Hydroxy-4-(methylthio)butanoate	Generator

Chemical Formula

C₅H₁₀O₃S

Average Molecular Weight

150.196

Monoisotopic Molecular Weight

150.035064876

IUPAC Name

2-hydroxy-4-(methylsulfanyl)butanoic acid

Traditional Name

methionine hydroxy analog

CAS Registry Number

120-91-2

SMILES

CSCCC(O)C(O)=O

InChI Identifier

InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)

InChI Key

ONFOSYPQQXJWGS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Thia fatty acids

Alternative Parents

Substituents

Hydroxy fatty acid
Thia fatty acid
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Dialkylthioether
Sulfenyl compound
Thioether
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0037115)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0037115)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037115)

Source

Endogenous

Endogenous (HMDB: HMDB0037115)

Animal

Animal (HMDB: HMDB0037115)

Exogenous

Food

Food (HMDB: HMDB0037115)

Exogenous (HMDB: HMDB0037115)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037115)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037115)

Lipid metabolism pathway (HMDB: HMDB0037115)

Cellular process

Cell signaling (HMDB: HMDB0037115)

Biochemical process

Lipid transport (HMDB: HMDB0037115)

Role

Biological role

Energy source (HMDB: HMDB0037115)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037115)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	40.9 g/L	ALOGPS
logP	-0.4	ALOGPS
logP	0.18	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	4.03	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	35.93 m³·mol⁻¹	ChemAxon
Polarizability	15.09 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

HMDB0037115

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016108

KNApSAcK ID

Not Available

Chemspider ID

10946

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11427

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (±)-2-Hydroxy-4-(methylthio)butanoic acid (CFc000018049)

MOL for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

3D MOL for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

3D SDF for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

3D-SDF for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

PDB for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

3D PDB for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

SMILES for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

INCHI for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

Structure for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)

3D Structure for CFc000018049 ((±)-2-Hydroxy-4-(methylthio)butanoic acid)