ChemFOnt: Showing chemical card for (S)-2-hydroxy-3-methylbutyric Acid (CFc000042996)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:48 UTC

Chemfont ID

CFc000042996

Molecule Identification

Common Name

(S)-2-hydroxy-3-methylbutyric Acid

Definition

(S)-2-hydroxy-3-methylbutyric Acid, also known as a-Hydroxyisovaleric acid or 2-Oxyisovalerate, is classified as a member of the Hydroxy fatty acids. Hydroxy fatty acids are fatty acids in which the chain bears a hydroxyl group. (S)-2-hydroxy-3-methylbutyric Acid is considered to be soluble (in water) and acidic. (S)-2-hydroxy-3-methylbutyric Acid is a fatty acid lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-(+)-2-Hydroxy-3-methylbutanoic acid	ChEBI
(S)-(+)-2-Hydroxy-3-methylbutyric acid	ChEBI
2-Hydroxy-3-methyl-(S)-(+)-butyric acid	ChEBI
2-Hydroxyisovalerate	ChEBI
2-Oxyisovalerate	ChEBI
a-Hydroxyisovaleric acid	ChEBI
L-(+)-2-Hydroxyisovaleric acid	ChEBI
L-(+)-alpha-Hydroxyisovaleric acid	ChEBI
(S)-(+)-2-Hydroxy-3-methylbutanoate	Generator
(S)-(+)-2-Hydroxy-3-methylbutyrate	Generator
2-Hydroxy-3-methyl-(S)-(+)-butyrate	Generator
2-Hydroxyisovaleric acid	Generator
2-Oxyisovaleric acid	Generator
a-Hydroxyisovalerate	Generator
L-(+)-2-Hydroxyisovalerate	Generator
L-(+)-a-Hydroxyisovalerate	Generator
L-(+)-a-Hydroxyisovaleric acid	Generator
L-(+)-alpha-Hydroxyisovalerate	Generator
L-(+)-Α-hydroxyisovalerate	Generator
L-(+)-Α-hydroxyisovaleric acid	Generator
2-Hydroxy-3-methylbutyrate	Generator
(S)-2-Hydroxy-3-methylbutyrate	Generator

Chemical Formula

C₅H₁₀O₃

Average Molecular Weight

118.132

Monoisotopic Molecular Weight

118.062994182

IUPAC Name

(2S)-2-hydroxy-3-methylbutanoic acid

Traditional Name

α-hydroxyisovaleric acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t4-/m0/s1

InChI Key

NGEWQZIDQIYUNV-BYPYZUCNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Hydroxy fatty acids

Alternative Parents

Substituents

Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Alpha-hydroxy acid
Hydroxy acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

(2S)-2-hydroxy monocarboxylic acid (CHEBI:60631 )
Hydroxy fatty acids (LMFA01050390 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 23313728)

Source

Exogenous

Exogenous (HMDB: HMDB0062584)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	215 g/L	ALOGPS
logP	0.1	ALOGPS
logP	0.42	ChemAxon
logS	0.26	ALOGPS
pKa (Strongest Acidic)	4.14	ChemAxon
pKa (Strongest Basic)	-3.9	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	2	ChemAxon
Refractivity	27.84 m³·mol⁻¹	ChemAxon
Polarizability	11.78 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

HMDB0062584

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

853180

PDB ID

Not Available

ChEBI ID

60631

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (S)-2-hydroxy-3-methylbutyric Acid (CFc000042996)

MOL for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

3D MOL for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

3D SDF for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

3D-SDF for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

PDB for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

3D PDB for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

SMILES for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

INCHI for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

Structure for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)

3D Structure for CFc000042996 ((S)-2-hydroxy-3-methylbutyric Acid)