Ethyl 3-methyl butanoate (YMDB01334)

Identification

YMDB ID

YMDB01334

Name

Ethyl 3-methyl butanoate

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Ethyl isovalerate, also known as ethyl isopentanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a significant number of articles have been published on Ethyl isovalerate.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

(CH3)2CHCH2C(O)OC2H5
3-Methylbutanoic acid ethyl ester
Butanoic acid, 3-methyl-, ethyl ester
Butyric acid, 3-methyl-, ethyl ester
Ethyl 3-methylbutanoate
ethyl 3-methylbutanoate (ethyl isovalerate)
Ethyl 3-methylbutyrate
Ethyl iso-pentanoate
Ethyl isovalerate
Isovaleric acid, ethyl ester
Ethyl beta-methylbutyrate
Ethyl isopentanoate
Ethyl 3-methylbutyric acid
Ethyl b-methylbutyrate
Ethyl b-methylbutyric acid
Ethyl beta-methylbutyric acid
Ethyl β-methylbutyrate
Ethyl β-methylbutyric acid
Ethyl isopentanoic acid
Ethyl isovaleric acid
3-Methylbutyric acid ethyl ester
Butyric acid, 3-methyl-, ethyl ester (6ci,7ci,8ci)
Ethyl isovalerianate
Ethylisovalerate
FEMA 2463
Ethyl 3-methyl-butanoic acid
Ethyl 3-methyl butanoic acid

CAS number

108-64-5

Weight

Average: 130.1849
Monoisotopic: 130.099379692

InChI Key

PPXUHEORWJQRHJ-UHFFFAOYSA-N

InChI

InChI=1S/C7H14O2/c1-4-9-7(8)5-6(2)3/h6H,4-5H2,1-3H3

IUPAC Name

ethyl 3-methylbutanoate

Traditional IUPAC Name

ethyl isovalerate

Chemical Formula

C₇H₁₄O₂

SMILES

CCOC(=O)CC(C)C

Chemical Taxonomy

Description

belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty acid ethyl ester (CHEBI:31571 )
Wax monoesters (LMFA07010511 )

Physical Properties

State

Liquid

Charge

Melting point

-99.3 °C

Experimental Properties

Property	Value	Reference
Water Solubility	2 mg/mL at 20 oC [RIDDICK,JA et al. (1986)]	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	4.05 g/L	ALOGPS
logP	2.21	ALOGPS
logP	1.71	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	35.94 m³·mol⁻¹	ChemAxon
Polarizability	14.99 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
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9000000000-131dee797c5fc67efffb	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-002r-9000000000-2e5a458a237911c47c6a	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9000000000-131dee797c5fc67efffb	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-002r-9000000000-2e5a458a237911c47c6a	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a73-9000000000-c1b7378681f97f4f6e00	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-6900000000-8ba1d1c1f966ad17dca5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0007-9100000000-eed32a90ffaed5691eae	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-4aa67dd97a013a36b699	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0059-8900000000-e5224d86eecfb1c05567	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-9300000000-52d42ab52ca889399d3d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5d-9000000000-9371873aec37f0034169	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052o-9100000000-766f5583c2402ffa0e2c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-2aebc9e53f59ab2f7170	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-60a8c2b40ca14ed3bcc8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004j-7900000000-83afa7944c4e41de10ad	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-d45b079d526eaee5b551	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-80702d1ca5b1addba359	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-0550-9000000000-fe91c2131284961ab91b	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	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	31571
HMDB ID	HMDB0030028
Pubchem Compound ID	7945
Kegg ID	C12290
ChemSpider ID	7657
FOODB ID	FDB001326
Wikipedia ID	Ethyl isovalerate
BioCyc ID	Not Available

Structure for #<Compound:0xa9abf898>