ChemFOnt: Showing chemical card for 3-Hydroxy-2-methylglutaric acid (CFc000010422)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:51 UTC

Chemfont ID

CFc000010422

Molecule Identification

Common Name

3-Hydroxy-2-methylglutaric acid

Definition

3-Hydroxy-2-methylglutaric acid (CAS: 54665-33-7), also known as 2,4-dideoxy-2-methylpentaric acid, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. 3-Hydroxy-2-methylglutaric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxy-2-methylglutarate	Generator
(2S,3R)-3-Hydroxy-2-methylpentanedioate	HMDB
2,4-Dideoxy-2-methylpentarate	HMDB
2,4-Dideoxy-2-methylpentaric acid	HMDB
3R-Hydroxy-2S-methylglutarate	HMDB
3R-Hydroxy-2S-methylglutaric acid	HMDB
3-Hydroxy-2-methylglutaric acid	HMDB

Chemical Formula

C₆H₁₀O₅

Average Molecular Weight

162.141

Monoisotopic Molecular Weight

162.052823422

IUPAC Name

(2S,3R)-3-hydroxy-2-methylpentanedioic acid

Traditional Name

(2S,3R)-3-hydroxy-2-methylpentanedioic acid

CAS Registry Number

1189155-79-0

SMILES

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

InChI Identifier

InChI=1S/C6H10O5/c1-3(6(10)11)4(7)2-5(8)9/h3-4,7H,2H2,1H3,(H,8,9)(H,10,11)/t3-,4+/m0/s1

InChI Key

JJSWRLIXMHKPEW-IUYQGCFVSA-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

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0029169)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	103 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-0.49	ChemAxon
logS	-0.2	ALOGPS
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	34.07 m³·mol⁻¹	ChemAxon
Polarizability	14.76 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

HMDB0029169

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Hydroxy-2-methylglutaric acid (CFc000010422)

MOL for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

3D MOL for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

3D SDF for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

3D-SDF for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

PDB for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

3D PDB for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

SMILES for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

INCHI for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

Structure for CFc000010422 (3-Hydroxy-2-methylglutaric acid)

3D Structure for CFc000010422 (3-Hydroxy-2-methylglutaric acid)