Ethyldihydrocinnamate (YMDB01690)

Identification

YMDB ID

YMDB01690

Name

Ethyldihydrocinnamate

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Ethyl (±)-2-ethyl-3-phenylpropanoate 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 small amount of articles have been published on Ethyl (±)-2-ethyl-3-phenylpropanoate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Benzenepropanoic acid, ethyl ester
ethyl 2-benzylbutanoate
Ethyl 3-phenylpropanoate
Ethyl 3-phenylpropionate
ethyl 3-phenylproprionate
Ethyl benzenepropanoate
Ethyl dihydrocinnamate
Ethyl hydrocinnamate
ethylphenyl propanoate
Hydrocinnamic acid, ethyl ester
Ethyl (±)-2-ethyl-3-phenylpropanoic acid
Benzenepropanoic acid, alpha-ethyl-, ethyl ester
Ethyl 2-benzylbutyrate
Ethyl 2-ethyl-3-phenylpropanoate
Ethyl 2-ethylbenzenepropanoate
Ethyl 2-ethyldihydrocinnamate
Ethyl alpha-ethylbenzenepropanoate
Ethyl alpha-ethylhydrocinnamate
FEMA 3341
Hydrocinnamic acid, alpha-ethyl-, ethyl ester
Ethyl 2-ethyl-3-phenylpropanoic acid

CAS number

2021-28-5

Weight

Average: 206.2808
Monoisotopic: 206.13067982

InChI Key

QDCUBAFTOOPBFR-UHFFFAOYSA-N

InChI

InChI=1S/C13H18O2/c1-3-12(13(14)15-4-2)10-11-8-6-5-7-9-11/h5-9,12H,3-4,10H2,1-2H3

IUPAC Name

ethyl 2-benzylbutanoate

Traditional IUPAC Name

ethyl 2-benzylbutanoate

Chemical Formula

C₁₃H₁₈O₂

SMILES

CCOC(=O)C(CC)CC1=CC=CC=C1

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
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Solid

Charge

Melting point

Not Available

Experimental Properties

Property	Value	Reference
Water Solubility	0.22 mg/mL at 25 oC [BEILSTEIN]	PhysProp
LogP	2.73 [HANSCH,C ET AL. (1995)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	3.79	ALOGPS
logP	3.55	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-7.1	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	6	ChemAxon
Refractivity	60.66 m³·mol⁻¹	ChemAxon
Polarizability	23.56 Å³	ChemAxon
Number of Rings	1	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

Not Available

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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-4900000000-10595cb403906e6bde9a	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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	splash10-0a4i-1690000000-cabf197b88d5a4794bf8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06tf-7920000000-55572803ae3590d60c57	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9200000000-85e4f5a22c2715fff2a1	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0490000000-91f6130c420c4c115161	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-4930000000-b6de39e2953de8852ab4	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003u-9800000000-593701aae7bffbbfea2d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0290000000-398980cd04e87ba3c8d9	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-9810000000-cbbceaa6bf38d2ca212c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-9300000000-082dd2631a43eebb00be	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9410000000-67d0664fcc2cdea171ed	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9600000000-8c3899b211cf24ef5e78	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9200000000-b2b45fcf02bb24e88288	JSpectraViewer

References

References:

Loscos, N., Hernandez-Orte, P., Cacho, J., Ferreira, V. (2007). "Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions." J Agric Food Chem 55:6674-6684.17616208

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	Not Available
HMDB ID	HMDB0037194
Pubchem Compound ID	62469
Kegg ID	Not Available
ChemSpider ID	56249
FOODB ID	FDB016196
Wikipedia ID	Not Available
BioCyc ID	Not Available

Structure for #<Compound:0x9fba4808>