Flavor ingredient regulatory record

trans-Carvone-5,6-oxide

trans-Carvone-5,6-oxide is a terpene in the fruity family, FEMA GRAS under FEMA number 4084 (CAS 18383-49-8). Its odor is sweet, minty, herbal, green, fresh.

FEMA
4084
CAS
18383-49-8
JECFA
1572
Formula
C10H14O2

GRAS status: FEMA GRAS, publication 22. Recorded by FDA in the Substances Added to Food inventory under CAS 18383-49-8.

Structure

2D structure of trans-Carvone-5,6-oxide
Structure of trans-Carvone-5,6-oxide, C10H14O2. Drawn from the canonical SMILES.

Identity

IUPAC name (1S,4R,6S)-1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptan-2-one
CAS number 18383-49-8
FEMA number 4084
Molecular formula C10H14O2
Molecular weight 166.22 g/mol
SMILES C=C(C)[C@H]1CC(=O)[C@@]2(C)O[C@H]2C1
InChIKey YGMNGQDLUQECTO-UJNFCWOMSA-N
PubChem CID 11030188
FDA UNII TV5341W478
EPA DTXSID DTXSID60171487
Chemical class Terpene
Boiling point 105 °C
Flash point 82 °C

Also known as: 7-Oxabicyclo[4.1.0]heptan-2-one, 1-methyl-4-(1-methylethenyl)-, (1S,4R,6S)-, p-Menth-8-en-2-one, 1,6-epoxy-, (1S,4R,6S)-, 7-Oxabicyclo[4.1.0]heptan-2-one, 1-methyl-4-(1-methylethenyl)-, [1S-(1α,4β,6α)]-, (1S,4R,6S)-1-Methyl-4-(1-methylethenyl)-7-oxabicyclo[4.1.0]heptan-2-one, trans-Carvone oxide, L-(-)-Carvone cis-epoxide, carvone-5,6-oxide, cis-(-)-, (1s,4r,6s)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one, cis-carvone oxide, carvone oxide, cis-, (1s,4r,6s)-1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptan-2-one, 1,6-epoxy-p-menth-8-en-2-one, (1s,4r,6s)-.

Can trans-Carvone-5,6-oxide be labeled natural?

trans-Carvone-5,6-oxide occurs in nature, so the label depends on the route: trans-Carvone-5,6-oxide won from a natural source by a physical, enzymatic or microbiological process is natural flavor in the United States, and synthesized trans-Carvone-5,6-oxide is artificial. In the EU and UK the natural claim likewise needs the natural route, while Mercosur and Mexico keep a third class, identical-to-natural, for the synthetic material.

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

trans-Carvone-5,6-oxide is FEMA GRAS under FEMA number 4084. 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 trans-Carvone-5,6-oxide. 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 1572, evaluated at the 65th meeting in 2005. No safety concern at current levels of intake when used as a flavouring agent.

JECFA monograph

Other US flags

Not on the California Proposition 65 list.

Odor and taste

Odor: Sweet, minty, herbal, green, fresh.

Where it is used

trans-Carvone-5,6-oxide is used in beverage, confection, flavoring and cosmetics, typically as a fruity note.

Structurally similar flavor ingredients

Flavor ingredients with a GRAS determination closest to trans-Carvone-5,6-oxide by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
l-8-p-Menthene-1,2-epoxide465693%In nature
Piperitenone oxide419984%In nature
beta-Ionone epoxide414474%In nature
Ethyl methyl-p-tolylglycidate375762%In nature
Epoxy oxophorone410960%In nature

More terpenes in this index

4-Methylidene-2-(2-methylprop-1-enyl)oxane · Cubebol · Allyl alpha-ionone · Myrtenol · Farnesene · 3,7-Dimethyl-1,3,6-octatriene

trans-Carvone-5,6-oxide FAQ

Does trans-Carvone-5,6-oxide have FEMA GRAS status?

trans-Carvone-5,6-oxide holds FEMA GRAS status under FEMA number 4084. It is also codified at 21 CFR 172.515.

How do I cite trans-Carvone-5,6-oxide by FEMA or CAS number?

Cite trans-Carvone-5,6-oxide as FEMA 4084 or CAS 18383-49-8; both point to the same entry. FEMA files it in the fruity flavor category.

Can trans-Carvone-5,6-oxide be labeled a natural flavor?

Since trans-Carvone-5,6-oxide is found in nature, US labeling follows how it was obtained: natural flavor from a natural source and a natural process, artificial when trans-Carvone-5,6-oxide is synthesized. In the EU and UK the natural claim likewise needs the natural route, while Mercosur and Mexico keep a third class, identical-to-natural, for the synthetic material.

Is trans-Carvone-5,6-oxide approved in the EU?

No EU FL number is on file for trans-Carvone-5,6-oxide. It has a JECFA evaluation (JECFA 1572), which the EU list draws on, but the Union List entry itself should be confirmed before EU use.

Has JECFA evaluated trans-Carvone-5,6-oxide?

Yes. JECFA number 1572, evaluated at the 65th meeting in 2005. Conclusion: No safety concern at current levels of intake when used as a flavouring agent.

What does trans-Carvone-5,6-oxide smell and taste like, and where is it used?

The odor of trans-Carvone-5,6-oxide is sweet, minty, herbal, green, fresh. Typical uses are beverage, confection, flavoring and cosmetics.

Ingredient lookup

Check an ingredient

Start typing to search the ingredient corpus.

Or browse every ingredient page, A to Z.

Guides: What Is FEMA GRAS? · Natural vs artificial · Filing a GRAS notification

Check trans-Carvone-5,6-oxide in a formula

Screened against FEMA GRAS, 21 CFR and EU rules as you build. Free to start.

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 CIS-CARVONE OXIDE under CAS 18383-49-8 and carries its FEMA number, its JECFA flavor number and its 21 CFR citations. 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.