Flavor ingredient regulatory record

Ethyl 3-(methylthio)-cis-2-propenoate

Ethyl 3-(methylthio)-cis-2-propenoate is an ester in the fruity family, FEMA GRAS under FEMA number 4563 (CAS 136115-66-7). Its odor is sweet, fruity, tropical, slightly sulfurous.

FEMA
4563
CAS
136115-66-7
JECFA
1915
Formula
C6H10O2S

GRAS status: FEMA GRAS, publication 24. Recorded by FDA in the Substances Added to Food inventory under CAS 136115-66-7.

Structure

2D structure of Ethyl 3-(methylthio)-cis-2-propenoate
Structure of Ethyl 3-(methylthio)-cis-2-propenoate, C6H10O2S. Drawn from the canonical SMILES.

Identity

IUPAC name ethyl (Z)-3-methylsulfanylprop-2-enoate
CAS number 136115-66-7
FEMA number 4563
Molecular formula C6H10O2S
Molecular weight 146.21 g/mol
SMILES CCOC(=O)/C=C\SC
InChIKey DNNJFSSUXIAKAI-PLNGDYQASA-N
PubChem CID 5369326
FDA UNII K1GVY64R72
EPA DTXSID DTXSID40929266
Chemical class Ester
Boiling point -202 °C
Flash point -124 °C

Also known as: ethyl 3-(methylthio)-(z)-2-propenoate, ethyl 3-(methylthio)-2-propenoate, (2z)-, 2-propenoic acid, 3-(methylthio)-, ethyl ester, (z)-, 2-propenoic acid, 3-(methylthio)-, ethyl ester, (2z)-, ethyl 3-(methylthio)-2-propenoate, cis-, (2z)-ethyl 3-(methylthio)-2-propenoate, ethyl (2z)-3-(methylthio)-2-propenoate, ethyl (2z)-3-(methylsulfanyl)prop-2-enoate, ethyl (2z)-3-(methylsulfanyl)-2-propenoate #, (z)-2-propenoic acid, 3-methylthio-, ethyl ester.

Can Ethyl 3-(methylthio)-cis-2-propenoate be labeled natural?

Nature occurrence: Not yet found in nature (provisional).

Nature occurrence has not been settled for this substance, so the natural or artificial class is not stated here. The FEMA GRAS status does not depend on it.

Regulatory status, with citations

United States

Ethyl 3-(methylthio)-cis-2-propenoate is FEMA GRAS under FEMA number 4563. It is cited in the Code of Federal Regulations at 21 CFR 172.515.

21 CFR 172.515

European Union and United Kingdom

No EU FL number is on file for Ethyl 3-(methylthio)-cis-2-propenoate. That is not a finding either way. The Union List covers defined flavouring substances, so natural complex materials are handled as flavouring preparations under Parts B to F and never receive a number, and substances used as additives sit under Regulation 1333/2008 instead. Confirm the position before EU or UK use.

JECFA (WHO / FAO)

JECFA number 1915.

Other US flags

Not on the California Proposition 65 list.

Odor and taste

Odor: Sweet, fruity, tropical, slightly sulfurous.

Where it is used

Ethyl 3-(methylthio)-cis-2-propenoate is used in beverage, confection, fruit flavors and flavoring agents, typically as a fruity note.

Structurally similar flavor ingredients

Flavor ingredients with a GRAS determination closest to Ethyl 3-(methylthio)-cis-2-propenoate by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
Ethyl 3-(methylthio)-2-propenoate4565100%Not determined
Ethyl 3-(methylthio)-trans-2-propenoate4564100%Not determined
Butyl beta-(methylthio)acrylate457186%Not determined
Methyl 3-(methylthio)propionate272074%Not determined
3-(Methylthio)propyl acetate388371%In nature

More esters in this index

Allyl cinnamate · Phenethyl isovalerate · Isoamyl nonanoate · mono-Menthyl succinate · Ethyl trans-2-cis-4-decadienoate · Heptyl heptanoate

Ethyl 3-(methylthio)-cis-2-propenoate FAQ

Is ethyl 3-(methylthio)-cis-2-propenoate FEMA GRAS?

Yes. The FEMA Expert Panel lists ethyl 3-(methylthio)-cis-2-propenoate as GRAS under FEMA number 4563. The Code of Federal Regulations lists it at 21 CFR 172.515.

What are the FEMA and CAS numbers for ethyl 3-(methylthio)-cis-2-propenoate?

Ethyl 3-(methylthio)-cis-2-propenoate is FEMA 4563, CAS 136115-66-7. Its flavor category is fruity.

How is ethyl 3-(methylthio)-cis-2-propenoate described, and where does it show up?

Flavorists describe ethyl 3-(methylthio)-cis-2-propenoate as sweet, fruity, tropical, slightly sulfurous. It is used in beverage, confection, fruit flavors and flavoring agents.

What did JECFA conclude about ethyl 3-(methylthio)-cis-2-propenoate?

JECFA evaluated ethyl 3-(methylthio)-cis-2-propenoate under JECFA number 1915.

Is ethyl 3-(methylthio)-cis-2-propenoate approved in the EU?

No EU FL number is on file for ethyl 3-(methylthio)-cis-2-propenoate. It has a JECFA evaluation (JECFA 1915), which the EU list draws on, but the Union List entry itself should be confirmed before EU use.

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Sources and attribution. The identity and regulatory facts on this page are taken from the FDA Substances Added to Food inventory, a US government record, which lists this substance as ETHYL 3-(METHYLTHIO)-CIS-2-PROPENOATE under CAS 136115-66-7 and carries its FEMA number, its JECFA flavor number. The inventory is searchable at FDA. FDA records its technical effect as flavoring agent or adjuvant.

A FEMA GRAS conclusion is reached by the Expert Panel of the Flavor and Extract Manufacturers Association of the United States, and the FEMA number names that conclusion. FEMA publishes its own entry for this substance in the FEMA Flavor Library, which is the authoritative record of what the Panel decided and is worth reading alongside this page.

Ambrose Compliance is not affiliated with, endorsed by, or sponsored by FEMA. FEMA and FEMA GRAS are used here as identifiers for a published regulatory determination, not as marks of any relationship between FEMA and Ambrose.

About this page. Facts come from the FDA Substances Added to Food inventory, the Code of Federal Regulations, the EPA TSCA Inventory, the EU Union List, JECFA and the Ambrose database, with FEMA's published determination cited where it applies; parts of the text are written by Ambrose AI, which can make mistakes. Check the cited source before relying on anything here. This is not regulatory or legal advice.