Bovine Metabolome Database: Showing metabocard for 2-Ethylhydracrylic acid (BMDB0000396)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:29:58 UTC

Update Date

2020-05-11 20:36:56 UTC

BMDB ID

BMDB0000396

Secondary Accession Numbers

BMDB00396

Metabolite Identification

Common Name

2-Ethylhydracrylic acid

Description

2-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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(Hydroxymethyl)-butyric acid	ChEBI
3-Hydroxy-2-ethylpropanoic acid	ChEBI
beta-Hydroxy-alpha-ethylpropionic acid	ChEBI
2-(Hydroxymethyl)-butyrate	Generator
3-Hydroxy-2-ethylpropanoate	Generator
b-Hydroxy-a-ethylpropionate	Generator
b-Hydroxy-a-ethylpropionic acid	Generator
beta-Hydroxy-alpha-ethylpropionate	Generator
Β-hydroxy-α-ethylpropionate	Generator
Β-hydroxy-α-ethylpropionic acid	Generator
2-Ethylhydracrylate	Generator
2-(Hydroxymethyl)butyrate	HMDB
2-(Hydroxymethyl)butyric acid	HMDB
2-Ethyl-3-hydroxypropionate	HMDB
2-Ethyl-3-hydroxypropionic acid	HMDB
3-Hydroxy-2-ethylpropionate	HMDB
3-Hydroxy-2-ethylpropionic acid	HMDB
3-Hydroxy-propionic acid ethyl ester	HMDB
2-Ethyl-hydracrylate	HMDB
2-Ethylhydracrylic acid	MeSH

Chemical Formula

C₅H₁₀O₃

Average Molecular Weight

118.1311

Monoisotopic Molecular Weight

118.062994186

IUPAC Name

2-(hydroxymethyl)butanoic acid

Traditional Name

2-ethylhydracrylic acid

CAS Registry Number

4374-62-3

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 Key

ZMZQVAUJTDKQGE-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.

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

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 Framework

Aliphatic acyclic compounds

External Descriptors

hydroxy fatty acid (CHEBI:82956 )
branched-chain saturated fatty acid (CHEBI:82956 )
short-chain fatty acid (CHEBI:82956 )
Hydroxy fatty acids (LMFA01050388 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Adiposome
Cell membrane
Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.03	ALOGPS
logP	0.18	ChemAxon
logS	0.52	ALOGPS
pKa (Strongest Acidic)	4.51	ChemAxon
pKa (Strongest Basic)	-2.7	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	3	ChemAxon
Refractivity	28.22 m³·mol⁻¹	ChemAxon
Polarizability	11.9 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-9100000000-59a6eea0d0e7113fac3b	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00ds-9520000000-fe0d3d2aa8e758f26b61	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d329b2816688175f0721	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-22531cd4192cb58bffc8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-28513bb053ccf9cda074	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uxr-3900000000-f4f29b39d6efac6dea03	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zfr-9500000000-033bb7e1b24d83c3260e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-f9809158ef0031b0966e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-7900000000-2b7594fdf2745541476d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00rl-9000000000-15a1a560605b3560b3c5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-e23602be1497f191e28f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0lk9-8900000000-7d190d86968d376f371f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ab9-9000000000-d13a71b7a126b5b4db40	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-187afb47dc1fef8de486	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-7900000000-9c57f47a79d94aa41b40	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00xs-9000000000-7eb9835e7021f42ca784	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-9000000000-ebe207f16b68bd130a7c	View in MoNA

Biological Properties

Cellular Locations

Adiposome
Cell membrane
Cytoplasm

Biospecimen Locations

Placenta

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0000396

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022014

KNApSAcK ID

Not Available

Chemspider ID

164207

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

3785

PubChem Compound

188979

PDB ID

Not Available

ChEBI ID

82956

References

Synthesis Reference

Price, 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 References

Not Available

Showing metabocard for 2-Ethylhydracrylic acid (BMDB0000396)

Structure for BMDB0000396 (2-Ethylhydracrylic acid)