2-Ethyl-3-hydroxypropionic acid
Basic information
- CAS
4374-62-3- Standard SMILES
CCC(CO)C(=O)O- InChIKey
ZMZQVAUJTDKQGE-UHFFFAOYSA-N- Molecular formula
- C5H10O3
- Average molar mass
- 118.13 g/mol
- Monoisotopic mass
- 118.06299418
Overview
2-ethylhydracrylic acid is a branched-chain saturated fatty acid that is butanoic acid substituted by a hydroxymethyl group at position 2. It is a metabolite derived from the isoleucine metabolism. It has a role as a human metabolite. It is a hydroxy fatty acid, a short-chain fatty acid and a branched-chain saturated fatty acid. It is a conjugate acid of a 2-ethylhydracrylate.
Names & identifiers
- Preferred name
- 2-Ethyl-3-hydroxypropionic acid
- IUPAC
- 2-(hydroxymethyl)butanoic acid
- English name
- 2-(hydroxymethyl)-Butanoic acid
- Molecular formula
- C5H10O3
- Molecular weight
- 118.13
Names & synonyms
4374-62-32-Ethylhydracrylic acid2-(Hydroxymethyl)butyric acid2-Ethyl-3-hydroxypropionic acidCHEBI:82956Butanoic acid, 2-(hydroxymethyl)-RefChem:9097982-(hydroxymethyl)butanoic acid3-Hydroxy-2-ethylpropionic acid2-ethyl-hydracrylic acidbeta-Hydroxy-alpha-ethylpropionic acid2-(hydroxymethyl)-Butyric acid
Show more names
2-methylolbutyric acid2-(hydroxymethyl)-Butanoic acid
3-hydroxy-2-ethylpropanoic acid2-ethyl-3-hydroxy-propionic acid2-(Hydroxymethyl)butyrate3-hydroxy-2-ethylpropanoate3-Hydroxy-2-ethylpropionateMFCD14583063b-Hydroxy-a-ethylpropionate2-(hydroxymethyl)-Butyrate
Database identifiers
- CAS
4374-62-3- PubChem CID
- 188979
- DTXSID
DTXSID30863387- ChEMBL
CHEMBL1160011- ChEBI
CHEBI:82956- Nikkaji
- J742.205I
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 79.7
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 100 °C · 100 °C(Press: 0.0001 Torr)
- Density
- 1.116 g/cm3 · 1.116 g/cm3(Temp: 25 °C)
- storage temp.
- -20 °C · -20°C Freezer, Under inert atmosphere
- solubility
- Acetone (Slightly), Chloroform, DMSO (Sparingly), Ethyl Acetate (Slightly)
- form
- Oil
- pka
- 4.33 · 4.33±0.10(Predicted)
- color
- Colourless
Chemistry & industry
Pharmacology
Tissue LocationsPlacenta
Applications
Uses2-(Hydroxymethyl)butanoic Acid was used as a substrate to study the activity of 2-methyl-3hydroxybutyryl-CoA dehydrogenase deficiency in patients and carriers.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: A branched-chain saturated fatty acid that is butanoic acid substituted by a hydroxymethyl group at position 2. It is a metabolite derived from the isoleucine metabolism.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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