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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:41:38 UTC

Update Date

2023-02-21 17:20:03 UTC

HMDB ID

HMDB0031209

Secondary Accession Numbers

HMDB31209

Metabolite Identification

Common Name

Ethenyl acetate

Description

Ethenyl acetate, also known as 1-acetoxyethylene or vinyl ethanoate, belongs to the class of organic compounds known as enol esters. These are ester derivatives of enols. They have the general formula RC=COC(=O)R' where R, R' = H or organyl group. Ethenyl acetate is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Based on a literature review very few articles have been published on Ethenyl acetate.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Acetoxyethylene	ChEBI
Acetic acid ethenyl ester	ChEBI
Acetic acid vinyl ester	ChEBI
Acetoxyethene	ChEBI
Essigsaeurevinylester	ChEBI
Ethenyl ethanoate	ChEBI
Vinyl ethanoate	ChEBI
Vinylacetat	ChEBI
Vinylazetat	ChEBI
Acetate ethenyl ester	Generator
Acetate vinyl ester	Generator
Ethenyl ethanoic acid	Generator
Vinyl ethanoic acid	Generator
Ethenyl acetic acid	Generator
CH3CO2CH=ch2	HMDB
Ethenyl acetate, 9ci	HMDB
Everflex 81l	HMDB
Unocal 76 res 6206	HMDB
Unocal 76 res S-55	HMDB
VAC	HMDB
Vinile	HMDB
Vinnapas a 50	HMDB
Vinyl acetate	HMDB
Vinyl ester OF acetic acid	HMDB
Vinyle	HMDB
Vinyl acetic acid	Generator
Polyvinyl acetic acid	Generator

Chemical Formula

C₄H₆O₂

Average Molecular Weight

86.0892

Monoisotopic Molecular Weight

86.036779436

IUPAC Name

ethenyl acetate

Traditional Name

vinyl acetate

CAS Registry Number

108-05-4

SMILES

CC(=O)OC=C

InChI Identifier

InChI=1S/C4H6O2/c1-3-6-4(2)5/h3H,1H2,2H3

InChI Key

XTXRWKRVRITETP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enol esters. These are ester derivatives of enols. They have the general formula RC=COC(=O)R' where R, R' = H or organyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Enol esters

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:46916 )

Ontology

Not Available

Feces (PMID: 21494609)

Cellular substructure

Extracellular (HMDB: HMDB0031209)
Cytoplasm (HMDB: HMDB0031209)

Source

Endogenous

Endogenous (HMDB: HMDB0031209)

Exogenous

Exogenous (HMDB: HMDB0031209)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-100 °C	Not Available
Boiling Point	72.50 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	20 mg/mL at 20 °C	Not Available
LogP	0.73	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	65.3 g/L	ALOGPS
logP	0.83	ALOGPS
logP	0.43	ChemAxon
logS	-0.12	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	2	ChemAxon
Refractivity	21.1 m³·mol⁻¹	ChemAxon
Polarizability	8.57 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]+	115.918	31661259
DarkChem	[M-H]-	109.935	31661259
DeepCCS	[M+H]+	116.033	30932474
DeepCCS	[M-H]-	113.876	30932474
DeepCCS	[M-2H]-	149.661	30932474
DeepCCS	[M+Na]+	124.217	30932474
AllCCS	[M+H]+	123.7	32859911
AllCCS	[M+H-H2O]+	119.3	32859911
AllCCS	[M+NH4]+	127.8	32859911
AllCCS	[M+Na]+	129.0	32859911
AllCCS	[M-H]-	125.1	32859911
AllCCS	[M+Na-2H]-	129.8	32859911
AllCCS	[M+HCOO]-	135.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethenyl acetate	CC(=O)OC=C	967.5	Standard polar	33892256
Ethenyl acetate	CC(=O)OC=C	607.0	Standard non polar	33892256
Ethenyl acetate	CC(=O)OC=C	627.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Ethenyl acetate EI-B (Non-derivatized)	splash10-0006-9000000000-822a98d017022e0d3838	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethenyl acetate EI-B (Non-derivatized)	splash10-0006-9000000000-822a98d017022e0d3838	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethenyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-9000000000-efacbe718d07a50f11e2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethenyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-56392ad33ca543d33d88	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 10V, Positive-QTOF	splash10-000i-9000000000-d776c53a3326ee70036f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 20V, Positive-QTOF	splash10-000j-9000000000-4f9f09bebb037ead2596	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 40V, Positive-QTOF	splash10-0006-9000000000-4857aaa8b1d954975761	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 10V, Negative-QTOF	splash10-000i-9000000000-78aa34f58b412b0f8a68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 20V, Negative-QTOF	splash10-000l-9000000000-319f0beb68805dd151ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 40V, Negative-QTOF	splash10-052f-9000000000-3f182f981ecef4fccacd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 10V, Negative-QTOF	splash10-052u-9000000000-55c887457fca16fe9537	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 40V, Negative-QTOF	splash10-0a4l-9000000000-8dffcb2ec574f759bccc	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 10V, Positive-QTOF	splash10-0007-9000000000-9db6245185c535efb6f9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 20V, Positive-QTOF	splash10-0006-9000000000-65cd2a9c556e657f8c10	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethenyl acetate 40V, Positive-QTOF	splash10-0006-9000000000-98a0bebf5c7f9fa794e2	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	21494609	details

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

FDB010112

KNApSAcK ID

Not Available

Chemspider ID

7616

KEGG Compound ID

C19309

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vinyl acetate

METLIN ID

Not Available

PubChem Compound

7904

PDB ID

Not Available

ChEBI ID

46916

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1296701

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Ethenyl acetate (HMDB0031209)

MOL for HMDB0031209 (Ethenyl acetate)

3D MOL for HMDB0031209 (Ethenyl acetate)

3D SDF for HMDB0031209 (Ethenyl acetate)

3D-SDF for HMDB0031209 (Ethenyl acetate)

PDB for HMDB0031209 (Ethenyl acetate)

3D PDB for HMDB0031209 (Ethenyl acetate)

SMILES for HMDB0031209 (Ethenyl acetate)

INCHI for HMDB0031209 (Ethenyl acetate)

Structure for HMDB0031209 (Ethenyl acetate)

3D Structure for HMDB0031209 (Ethenyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra