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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:54 UTC

Update Date

2023-02-21 17:21:51 UTC

HMDB ID

HMDB0032278

Secondary Accession Numbers

HMDB32278

Metabolite Identification

Common Name

Ethyl trans-2-methyl-2-pentenoate

Description

Ethyl trans-2-methyl-2-pentenoate 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 trans-2-methyl-2-pentenoate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ethyl trans-2-methyl-2-pentenoic acid	Generator
2-Pentenoic acid, 2-methyl-, ethyl ester	HMDB
Ethyl (2E)-2-methyl-2-pentenoate	HMDB
Ethyl (e)-2-methylpent-2-en-1-Oate	HMDB
Ethyl 2-methylpent-2-en-1-Oate	HMDB

Chemical Formula

C₈H₁₄O₂

Average Molecular Weight

142.1956

Monoisotopic Molecular Weight

142.099379692

IUPAC Name

ethyl (2E)-2-methylpent-2-enoate

Traditional Name

ethyl (2E)-2-methylpent-2-enoate

CAS Registry Number

1617-40-9

SMILES

CCOC(=O)C(\C)=C\CC

InChI Identifier

InChI=1S/C8H14O2/c1-4-6-7(3)8(9)10-5-2/h6H,4-5H2,1-3H3/b7-6+

InChI Key

HYQYCHQAUPHFKX-VOTSOKGWSA-N

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
Alpha,beta-unsaturated carboxylic ester
Enoate 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

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Fruity

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0032278)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032278)

Source

Endogenous

Endogenous (HMDB: HMDB0032278)

Animal

Animal (HMDB: HMDB0032278)

Exogenous

Food

Food (HMDB: HMDB0032278)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032278)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032278)

Cellular process

Cell signaling (HMDB: HMDB0032278)

Biochemical process

Lipid transport (HMDB: HMDB0032278)

Role

Biological role

Energy storage (HMDB: HMDB0032278)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032278)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.92 g/L	ALOGPS
logP	2.86	ALOGPS
logP	2.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Basic)	-6.8	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	41.44 m³·mol⁻¹	ChemAxon
Polarizability	16.73 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	132.716	31661259
DarkChem	[M-H]-	129.787	31661259
DeepCCS	[M+H]+	134.702	30932474
DeepCCS	[M-H]-	132.152	30932474
DeepCCS	[M-2H]-	168.671	30932474
DeepCCS	[M+Na]+	143.772	30932474
AllCCS	[M+H]+	134.4	32859911
AllCCS	[M+H-H2O]+	130.3	32859911
AllCCS	[M+NH4]+	138.2	32859911
AllCCS	[M+Na]+	139.3	32859911
AllCCS	[M-H]-	134.6	32859911
AllCCS	[M+Na-2H]-	137.0	32859911
AllCCS	[M+HCOO]-	139.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl trans-2-methyl-2-pentenoate	CCOC(=O)C(\C)=C\CC	1298.9	Standard polar	33892256
Ethyl trans-2-methyl-2-pentenoate	CCOC(=O)C(\C)=C\CC	979.5	Standard non polar	33892256
Ethyl trans-2-methyl-2-pentenoate	CCOC(=O)C(\C)=C\CC	1017.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl trans-2-methyl-2-pentenoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-9000000000-824cf4b7fe7db79b0f1b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl trans-2-methyl-2-pentenoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 10V, Positive-QTOF	splash10-0006-4900000000-7bb9052bfdfcce4ec1f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 20V, Positive-QTOF	splash10-0006-9200000000-6f9ff6e687e57d1ca8a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 40V, Positive-QTOF	splash10-00kf-9000000000-992e14f6af29e637a824	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 10V, Negative-QTOF	splash10-0006-2900000000-8892f7f113eb026bea28	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 20V, Negative-QTOF	splash10-0007-9800000000-e34f3898274f765811f9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 40V, Negative-QTOF	splash10-014i-9000000000-c289d2cd278e5d89e94e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 10V, Positive-QTOF	splash10-014j-9000000000-8427ab9d484cfc482a82	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 20V, Positive-QTOF	splash10-014i-9000000000-d22266e12030cb3116d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 40V, Positive-QTOF	splash10-0gbc-9000000000-5bf622dd69b1306c9d41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 10V, Negative-QTOF	splash10-03di-0900000000-d2d7e0e0a4bc977bee0f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 20V, Negative-QTOF	splash10-01ba-9100000000-b9d16727776f7b313a9a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl trans-2-methyl-2-pentenoate 40V, Negative-QTOF	splash10-014j-9000000000-e31214c77855bfe3ac67	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009410

KNApSAcK ID

Not Available

Chemspider ID

4940958

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436311

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). EAFUS: Everything Added to Food in the United States.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Ethyl trans-2-methyl-2-pentenoate (HMDB0032278)

MOL for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

3D MOL for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

3D SDF for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

3D-SDF for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

PDB for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

3D PDB for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

SMILES for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

INCHI for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

Structure for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

3D Structure for HMDB0032278 (Ethyl trans-2-methyl-2-pentenoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra