Flavor ingredient regulatory record

l-8-p-Menthene-1,2-epoxide

l-8-p-Menthene-1,2-epoxide is a terpene in the mint family, FEMA GRAS under FEMA number 4656 (CAS 203719-53-3). Its odor is fresh, minty, herbal, cooling.

FEMA
4656
CAS
203719-53-3
JECFA
2146
Formula
C10H16O

GRAS status: FEMA GRAS, publication 24. Recorded by FDA in the Substances Added to Food inventory under CAS 203719-53-3.

Structure

2D structure of l-8-p-Menthene-1,2-epoxide
Structure of l-8-p-Menthene-1,2-epoxide, C10H16O. Drawn from the canonical SMILES.

Identity

IUPAC name (4S)-1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane
CAS number 203719-53-3
FEMA number 4656
Molecular formula C10H16O
Molecular weight 152.24 g/mol
SMILES C=C(C)[C@H]1CCC2(C)OC2C1
InChIKey CCEFMUBVSUDRLG-IDKOKCKLSA-N
PubChem CID 10953718
FDA UNII 19GI74JS93
Chemical class Terpene

Also known as: limonene oxide, (-)-, (4s)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane, l-1,2-epoxylimonene, l-limonene 1,2-epoxide, (4s)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo(4.1.0)heptane, (-)-limonene oxide, (4s)-limonene-1,2-epoxide, (4s)-1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptane, a (4s)-limonene-1,2-epoxide, a (4s)-1,2-epoxymenth-8-ene.

Can l-8-p-Menthene-1,2-epoxide be labeled natural?

l-8-p-Menthene-1,2-epoxide occurs in nature, so the label depends on the route: l-8-p-Menthene-1,2-epoxide won from a natural source by a physical, enzymatic or microbiological process is natural flavor in the United States, and synthesized l-8-p-Menthene-1,2-epoxide is artificial. The EU and UK grant the natural claim only to that natural route; Mercosur and Mexico call synthetic material identical-to-natural.

United States
Natural or artificial, by process
European Union and UK
Natural only from natural material
Mercosur and Mexico
Natural or identical-to-natural

How each market defines the classes: natural vs artificial flavor under 21 CFR 101.22.

Regulatory status, with citations

United States

l-8-p-Menthene-1,2-epoxide is FEMA GRAS under FEMA number 4656. 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 l-8-p-Menthene-1,2-epoxide. 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 2146, evaluated at the 76th meeting in 2012. no safety concern at current levels of intake.

JECFA monograph

Other US flags

Not on the California Proposition 65 list.

Odor and taste

Odor: Fresh, minty, herbal, cooling.

Taste: Minty, refreshing, cool.

Where it is used

l-8-p-Menthene-1,2-epoxide is used in beverage, confection, oral care and flavoring, typically as a mint note.

Structurally similar flavor ingredients

Flavor ingredients with a GRAS determination closest to l-8-p-Menthene-1,2-epoxide by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
trans-Carvone-5,6-oxide408493%In nature

More terpenes in this index

d-Camphor · Dihydrocarveol · p-Menth-1-en-9-ol · Isopulegone · Piperitenone oxide · p-Mentha-1,4-diene

l-8-p-Menthene-1,2-epoxide FAQ

Is l-8-p-Menthene-1,2-epoxide FEMA GRAS?

Yes. The FEMA Expert Panel lists l-8-p-Menthene-1,2-epoxide as GRAS under FEMA number 4656. It is also codified at 21 CFR 172.515.

What are the FEMA and CAS numbers for l-8-p-Menthene-1,2-epoxide?

l-8-p-Menthene-1,2-epoxide is FEMA 4656, CAS 203719-53-3. FEMA files it in the mint flavor category.

Does l-8-p-Menthene-1,2-epoxide count as natural in the US and the EU?

Since l-8-p-Menthene-1,2-epoxide is found in nature, US labeling follows how it was obtained: natural flavor from a natural source and a natural process, artificial when l-8-p-Menthene-1,2-epoxide is synthesized. The EU and UK grant the natural claim only to that natural route; Mercosur and Mexico call synthetic material identical-to-natural.

Is l-8-p-Menthene-1,2-epoxide approved in the EU?

No EU FL number is on file for l-8-p-Menthene-1,2-epoxide. It has a JECFA evaluation (JECFA 2146), which the EU list draws on, but the Union List entry itself should be confirmed before EU use.

Has JECFA evaluated l-8-p-Menthene-1,2-epoxide?

Yes. JECFA number 2146, evaluated at the 76th meeting in 2012. Conclusion: no safety concern at current levels of intake.

How is l-8-p-Menthene-1,2-epoxide described, and where does it show up?

Flavorists describe l-8-p-Menthene-1,2-epoxide as fresh, minty, herbal, cooling. On the palate it is minty, refreshing, cool. It is used in beverage, confection, oral care and flavoring.

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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 L-8-P-MENTHENE-1,2-EPOXIDE under CAS 203719-53-3 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.