Showing Compound Ethyl acrylate (FDB012210)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:03 UTC

Update date

2019-11-26 03:06:24 UTC

Primary ID

FDB012210

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ethyl acrylate

Description

Flavouring ingredient Although there are some reports claiming that ethyl acrylate is a carcinogen, major respected bodies regard the evidence of human carcinogenicity as weak and/or inconsistent. The International Agency for Research on Cancer stated, "Overall evaluation, Ethyl acrylate is possibly carcinogenic to humans (Group 2B)." The United States Environmental Protection Agency (EPA) states, "Human studies on occupational exposure to ethyl acrylate. have suggested a relationship between exposure to the chemical(s) and colorectal cancer, but the evidence is conflicting and inconclusive. In a study by the National Toxicology Program (NTP), increased incidences of squamous cell papillomas and carcinomas of the forestomach were observed in rats and mice exposed via gavage (experimentally placing the chemical in the stomach). However, the NTP recently determined that these data were not relevant to human carcinogenicity and removed ethyl acrylate from its list of carcinogens." (Occupational exposure generally involves exposure that occurs regularly, over an extended period of time.); Ethyl acrylate is an organic compound primarily used in the preparation of various polymers. It is a clear liquid with an acrid penetrating odor. The human nose is capable of detecting this odor at a thousand times lower concentration then is considered harmful if continuously exposed for some period of time. Ethyl acrylate is found in pineapple.

CAS Number

140-88-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Ethyl acrylic acid	Generator
2-Propenoic acid ethyl ester	HMDB
2-Propenoic acid, ethyl ester	HMDB
2-Propenoic acid, ethyl ester, homopolymer	HMDB
Acrylic acid ethyl ester	HMDB, MeSH
Acrylic acid, ethyl ester	HMDB
Acrylic acid, ethyl ester (inhibited)	HMDB
Aethylacrylat	HMDB
Akrylanem etylu	HMDB
Carboset 511	HMDB
CH2=chcooc2h5	HMDB
Ethoxycarbonylethylene	HMDB
Ethyl 2-propenoate	HMDB
Ethyl 2-propenoate, homopolymer	HMDB
Ethyl acrylate (inhibited)	HMDB
Ethyl acrylate homopolymer	HMDB
Ethyl acrylate polymer	HMDB
Ethyl acrylate, inhibited	HMDB
Ethyl ester OF 2-propenoic acid	HMDB
Ethyl propenoate	HMDB
Ethyl propenoate, inhibited	HMDB
Ethylacrylaat	HMDB
Ethylakrylat	HMDB
Ethylester kyseliny akrylove	HMDB
Etil acrilato	HMDB
Etilacrilatului	HMDB
Etilacrilatului(roumanian)	HMDB
FEMA 2418	HMDB
Poly(acrylic acid, ethyl ester)	HMDB
Poly(ethyl acrylate)	HMDB
Polyethylacrylate	HMDB
Propenoic acid,ethyl ester (ethylacrylate)	HMDB
Ethyl 2E-propenoic acid	Generator
Ethyl acrylate	MeSH
2-Propenoic Acid Ethyl Ester	biospider
Acrylate ethyl ester	Generator
CH2=CHCOOC2H5	biospider
Ethyl acrylate, inhibited [UN1917] [Flammable liquid]	biospider
Ethyl ester of 2-propenoic acid	biospider
Etilacrilatului [romanian]	biospider

Predicted Properties

Property	Value	Source
Water Solubility	38.8 g/L	ALOGPS
logP	1.24	ALOGPS
logP	1.27	ChemAxon
logS	-0.41	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	3	ChemAxon
Refractivity	26.81 m³·mol⁻¹	ChemAxon
Polarizability	10.5 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

Chemical Formula

C5H8O2

IUPAC name

ethyl prop-2-enoate

InChI Identifier

InChI=1S/C5H8O2/c1-3-5(6)7-4-2/h3H,1,4H2,2H3

InChI Key

JIGUQPWFLRLWPJ-UHFFFAOYSA-N

Isomeric SMILES

CCOC(=O)C=C

Average Molecular Weight

100.1158

Monoisotopic Molecular Weight

100.0524295

Classification

Description

Belongs to the class of organic compounds known as acrylic acid esters. These are organic compounds containing and ester acrylic acid (CH2=CHC(=O)OH).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Acrylic acids and derivatives

Direct Parent

Acrylic acid esters

Alternative Parents

Substituents

Acrylic acid ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid 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

enoate ester (CHEBI:82327 )
Wax monoesters (LMFA07010505 )

Ontology

Physiological effect

Health effect:

Health condition:

Nervous system disorders:

Gastrointestinal disorders:

Nausea

Observation:

Drowsiness

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Environmental role:

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 59.98%; H 8.05%; O 31.96%	DFC
Melting Point	Mp -71.2°	DFC
Boiling Point	Bp 99.8°	DFC
Experimental Water Solubility	15 mg/mL at 25 oC	RIDDICK,JA et al. (1986)
Experimental logP	1.32	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 0.92	DFC
Refractive Index	n20D 1.4068	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-9000000000-200bb2f29d9c1c5820c7	2014-09-20	View Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-8762b44567cd7afeb692	Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a6r-9000000000-25b2b71f04040f0959dd	Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-9fb2ce6a8c6e827cca22	Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-96cab8193fbae26c0e12	Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-8762b44567cd7afeb692	Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a6r-9000000000-25b2b71f04040f0959dd	Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-9fb2ce6a8c6e827cca22	Spectrum
GC-MS	Ethyl acrylate, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-96cab8193fbae26c0e12	Spectrum
Predicted GC-MS	Ethyl acrylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a6r-9000000000-b44a167f27a11982ce88	Spectrum
Predicted GC-MS	Ethyl acrylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-9000000000-b878ab9b418ac14be652	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udj-9000000000-75144951146aefa9cb6c	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-9000000000-e6c22ca53e8d3d79f0b3	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-6636b98068f5d8e94960	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fk9-9000000000-e0f16a81ce309da5b9a7	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-e973a9ae833442ead826	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-6900000000-afe7a2cd2b3f23523df8	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9200000000-b2987d0fef61f6de593e	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-63a2abd18e012c3564b2	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-47264722dae793143c2b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4r-9000000000-7bd873751816c51e989f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-55bfb6f6731ad493ad1d	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33978

CRC / DFC (Dictionary of Food Compounds) ID

DFS27-M:HFD00-U

EAFUS ID

1147

Dr. Duke ID

ETHYL-ACRYLATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1008231

SuperScent ID

Not Available

Wikipedia ID

Ethyl_acrylate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
allergenic	50904	A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.	DUKE
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
lachrymatory			DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
harsh	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
plastic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
acrylate	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.