Ethyl-2-butenoate (YMDB01379)

Identification

YMDB ID

YMDB01379

Name

Ethyl-2-butenoate

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Ethyl-2-butenoate is also known as ethyl-2-butenoic acid. Ethyl-2-butenoate is a very weakly acidic compound (based on its pKa). Ethyl-2-butenoate may be a unique S. cerevisiae (yeast) metabolite.

Structure

MOL SDF PDB SMILES InChI

Synonyms

2-Butenoic acid, ethyl ester
Crotonic acid, ethyl ester
Ethyl (2E)-2-butenoate
Ethyl 2-butenoate
ethyl but-2-enoate
Ethyl crotonate
Ethylester kyseliny krotonove
Ethyl-2-butenoic acid

CAS number

10544-63-5

Weight

Average: 113.1345
Monoisotopic: 113.060254532

InChI Key

KFSQJVOLYQRELE-HWKANZROSA-M

InChI

InChI=1S/C6H10O2/c1-3-5(4-2)6(7)8/h3H,4H2,1-2H3,(H,7,8)/p-1/b5-3+

IUPAC Name

2-ethylbut-2-enoate

Traditional IUPAC Name

2-ethylbut-2-enoate

Chemical Formula

C₆H₉O₂

SMILES

CCC(=CC)C([O-])=O

Chemical Taxonomy

Physical Properties

State

Solid

Charge

-1

Melting point

Not Available

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	31.7 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.76	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	5.06	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	42.76 m³·mol⁻¹	ChemAxon
Polarizability	11.82 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

extracellular

Organoleptic Properties

Not Available

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-182d810fc230a5984aec	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-4900000000-b48d8d813bbcffbb48fe	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ff0-9200000000-1f76d6706c348d7cebd9	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03xr-6900000000-6765f261b51ee0e0d53a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9300000000-8b7317e77f825a7d3566	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9000000000-f0805bc053338f2c094f	JSpectraViewer

References

References:

Tsakiris, A., Koutinas, A. A., Psarianos, C., Kourkoutas, Y., Bekatorou, A. (2010). "A new process for wine production by penetration of yeast in uncrushed frozen grapes." Appl Biochem Biotechnol 162:1109-1121.20151225

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	Not Available
HMDB ID	Not Available
Pubchem Compound ID	22445536
Kegg ID	Not Available
ChemSpider ID	23621256
FOODB ID	Not Available
Wikipedia ID	Not Available
BioCyc ID	Not Available

Structure for #<Compound:0xb0e4b6b8>