Showing metabocard for 2-Ethylhydracrylic acid (BMDB0000396)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:29:58 UTC
Update Date2020-05-11 20:36:56 UTC
BMDB IDBMDB0000396
Secondary Accession Numbers
  • BMDB00396
Metabolite Identification
Common Name2-Ethylhydracrylic acid
Description2-Ethylhydracrylic acid, also known as 2-(hydroxymethyl)-butyrate or 3-hydroxy-2-ethylpropanoate, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. 2-Ethylhydracrylic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Ethylhydracrylic acid is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(Hydroxymethyl)-butyric acidChEBI
3-Hydroxy-2-ethylpropanoic acidChEBI
beta-Hydroxy-alpha-ethylpropionic acidChEBI
2-(Hydroxymethyl)-butyrateGenerator
3-Hydroxy-2-ethylpropanoateGenerator
b-Hydroxy-a-ethylpropionateGenerator
b-Hydroxy-a-ethylpropionic acidGenerator
beta-Hydroxy-alpha-ethylpropionateGenerator
Β-hydroxy-α-ethylpropionateGenerator
Β-hydroxy-α-ethylpropionic acidGenerator
2-EthylhydracrylateGenerator
2-(Hydroxymethyl)butyrateHMDB
2-(Hydroxymethyl)butyric acidHMDB
2-Ethyl-3-hydroxypropionateHMDB
2-Ethyl-3-hydroxypropionic acidHMDB
3-Hydroxy-2-ethylpropionateHMDB
3-Hydroxy-2-ethylpropionic acidHMDB
3-Hydroxy-propionic acid ethyl esterHMDB
2-Ethyl-hydracrylateHMDB
2-Ethylhydracrylic acidMeSH
Chemical FormulaC5H10O3
Average Molecular Weight118.1311
Monoisotopic Molecular Weight118.062994186
IUPAC Name2-(hydroxymethyl)butanoic acid
Traditional Name2-ethylhydracrylic acid
CAS Registry Number4374-62-3
SMILES
CCC(CO)C(O)=O
InChI Identifier
InChI=1S/C5H10O3/c1-2-4(3-6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)
InChI KeyZMZQVAUJTDKQGE-UHFFFAOYSA-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Hydroxy fatty acid
  • Branched fatty acid
  • Beta-hydroxy acid
  • Hydroxy acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.03ALOGPS
logP0.18ChemAxon
logS0.52ALOGPS
pKa (Strongest Acidic)4.51ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity28.22 m³·mol⁻¹ChemAxon
Polarizability11.9 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000396
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022014
KNApSAcK IDNot Available
Chemspider ID164207
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID3785
PubChem Compound188979
PDB IDNot Available
ChEBI ID82956
References
Synthesis ReferencePrice, Charles C.; Cypher, George A.; Krishnamurti, I. V. Thermal reaction of formaldehyde with allyl cyanide. Journal of the American Chemical Society (1952), 74 2987-91.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available