Ethyl dodecanoate (YMDB01332)

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Identification

YMDB ID

YMDB01332

Name

Ethyl dodecanoate

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Ethyl dodecanoate, also known as ethyl laurinate or laate ethyl ester, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl dodecanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Dodecanoic acid, ethyl ester
Ethyl dodecylate
Ethyl ester dodecanoic acid
Ethyl laurate
Ethyl laurinate
Ethyl n-dodecanoate
ethyl n-dodecanote
Lauric acid, ethyl ester
Dodecanoic acid ethyl ester
Lauric acid ethyl ester
Dodecanoate ethyl ester
Ethyl laurinic acid
Laate ethyl ester
Laic acid ethyl ester
Ethyl dodecanoic acid
Dodecanoic acid,ethyl ester
Ethyllaurate
FEMA 2441
Lauric acid, ethyl ester (8ci)

CAS number

106-33-2

Weight

Average: 228.3709
Monoisotopic: 228.20893014

InChI Key

MMXKVMNBHPAILY-UHFFFAOYSA-N

InChI

InChI=1S/C14H28O2/c1-3-5-6-7-8-9-10-11-12-13-14(15)16-4-2/h3-13H2,1-2H3

IUPAC Name

ethyl dodecanoate

Traditional IUPAC Name

ethyl laurate

Chemical Formula

C₁₄H₂₈O₂

SMILES

CCCCCCCCCCCC(=O)OCC

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:87427 )
Wax monoesters (LMFA07010464 )

Physical Properties

State

Liquid

Charge

Melting point

-10 °C

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	5.71 [KROP,HB ET AL. (1997)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	0.00079 g/L	ALOGPS
logP	5.95	ALOGPS
logP	4.98	ChemAxon
logS	-5.5	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	12	ChemAxon
Refractivity	68.2 m³·mol⁻¹	ChemAxon
Polarizability	29.97 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

Flavour/Odour	Source
Clean	FDB011947
Floral	FDB011947
Leaf	FDB011947
Soapy	FDB011947
Sweet	FDB011947
Waxy	FDB011947

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)	splash10-000l-9100000000-3c72f0ffdafbe522391e	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9200000000-9c0b8381b214359f116b	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9300000000-53980699cddfb543d2db	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000l-9100000000-3c72f0ffdafbe522391e	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9200000000-9c0b8381b214359f116b	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9300000000-53980699cddfb543d2db	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9700000000-e60d5951cdca399e94e1	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1590000000-2d567432d2ca43be4a59	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0564-6920000000-54c134bdee53b5229698	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9200000000-36fccd37359860945ed9	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0059-2790000000-523de103778fd01c8bb1	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003s-5930000000-43a5c8836eb357352a42	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052e-9400000000-704561cf45a59278197e	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	87427
HMDB ID	HMDB0033788
Pubchem Compound ID	7799
Kegg ID	Not Available
ChemSpider ID	7512
FOODB ID	FDB011947
Wikipedia ID	Not Available
BioCyc ID	Not Available

Structure for #<Compound:0xaa4079dc>