Flavor ingredient regulatory record

5-Methyl-3-hexen-2-one

5-Methyl-3-hexen-2-one is a ketone in the fruity family, FEMA GRAS under FEMA number 3409 (CAS 5166-53-0). Its odor is green, fruity, banana, herbal, fresh.

FEMA
3409
CAS
5166-53-0
JECFA
1132
EU FL
07.106
Formula
C7H12O
EC
225-950-5

GRAS status: FEMA GRAS, publication 7. Recorded by FDA in the Substances Added to Food inventory under CAS 5166-53-0.

Structure

2D structure of 5-Methyl-3-hexen-2-one
Structure of 5-Methyl-3-hexen-2-one, C7H12O. Drawn from the canonical SMILES.

Identity

IUPAC name (E)-5-methylhex-3-en-2-one
CAS number 5166-53-0
FEMA number 3409
Molecular formula C7H12O
Molecular weight 112.17 g/mol
SMILES CC(=O)/C=C/C(C)C
InChIKey IYMKNYVCXUEFJE-SNAWJCMRSA-N
PubChem CID 5363140
EC number 225-950-5
Chemical class Ketone
Boiling point 65 °C
Flash point 15 °C

Also known as: 3-Hexen-2-one, 5-methyl-, 2-Oxo-5-methylhex-3-ene, 5-Methyl-3-hexene-2-one, (e)-5-methylhex-3-en-2-one, 3-hexen-2-one, 5-methyl-, filbert hexenone, 5-methyl-3e-hexen-2-one, (3e)-5-methylhex-3-en-2-one, (3e)-5-methyl-3-hexen-2-one, isobutylidene acetone, (e)-5-methyl-3-hexen-2-one, ai3-22171.

Can 5-Methyl-3-hexen-2-one be labeled natural?

Nature makes 5-Methyl-3-hexen-2-one, which is why the US label turns on process. A natural route gives natural flavor; synthesis gives artificial 5-Methyl-3-hexen-2-one, same molecule. 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

5-Methyl-3-hexen-2-one is FEMA GRAS under FEMA number 3409. It is cited in the Code of Federal Regulations at 21 CFR 172.515.

21 CFR 172.515

European Union and United Kingdom

Listed on the Union List of flavouring substances as FL 07.106, Annex I Part A under Regulation (EC) 1334/2008, evaluation status approved (EFSA). The UK retains the same list.

JECFA (WHO / FAO)

JECFA number 1132, evaluated at the 59th meeting in 2002. 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.

TSCA Inventory status

A flavor ingredient is also an industrial chemical. 5-Methyl-3-hexen-2-one appears on the EPA Toxic Substances Control Act Chemical Substance Inventory under CAS 5166-53-0, where EPA names it 3-Hexen-2-one, 5-methyl-.

Active in US commerce

EPA designates this substance active, so no Notice of Activity Form B is required before manufacturing. What active and inactive mean.

EPA publishes no regulatory flags on this listing. What the flags mean.

From the EPA non-confidential TSCA Inventory, July 2026 release. EPA also maintains a confidential portion it does not publish. Search the Inventory by CAS number.

Odor and taste

Odor: Green, fruity, banana, herbal, fresh.

Where it is used

5-Methyl-3-hexen-2-one 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 5-Methyl-3-hexen-2-one by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
Isobutyl acetate217592%In nature
5-Methyl-5-hexen-2-one336590%In nature
(E,Z)-4-Methylpent-2-enoic acid418081%In nature
4-Methyl-2-pentenal351080%In nature
4-Methylpentanoic acid346374%In nature

More ketones in this index

6-Methyl-5-hepten-2-one · 2-Methylheptan-3-one · 3-(Hydroxymethyl)- 2-octanone · 2,6-Dimethyl-4-heptanone · 3-Methyl-4-phenyl-3-buten-2-one · 2,3-Undecadione

5-Methyl-3-hexen-2-one FAQ

Does 5-Methyl-3-hexen-2-one have FEMA GRAS status?

5-Methyl-3-hexen-2-one holds FEMA GRAS status under FEMA number 3409. The Code of Federal Regulations lists it at 21 CFR 172.515.

How do I cite 5-Methyl-3-hexen-2-one by FEMA or CAS number?

Cite 5-Methyl-3-hexen-2-one as FEMA 3409 or CAS 5166-53-0; both point to the same entry. Its flavor category is fruity.

What does 5-Methyl-3-hexen-2-one smell and taste like, and where is it used?

The odor of 5-Methyl-3-hexen-2-one is green, fruity, banana, herbal, fresh. Typical uses are beverage, confection, fruit flavors and flavoring agents.

What did JECFA conclude about 5-Methyl-3-hexen-2-one?

JECFA evaluated 5-Methyl-3-hexen-2-one at the 59th meeting in 2002 under JECFA number 1132. The panel concluded: No safety concern at current levels of intake when used as a flavouring agent.

Can 5-Methyl-3-hexen-2-one be used in the EU and UK?

Yes. FL 07.106 is the Union List entry for 5-Methyl-3-hexen-2-one, annex I Part A, under Regulation 1334/2008, and the UK keeps the same list.

Can 5-Methyl-3-hexen-2-one be labeled a natural flavor?

The process decides for 5-Methyl-3-hexen-2-one. It occurs in nature, so a natural-source, natural-process material is natural flavor in the US and synthetic 5-Methyl-3-hexen-2-one is artificial. The EU and UK grant the natural claim only to that natural route; Mercosur and Mexico call synthetic material identical-to-natural.

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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 5-METHYL-3-HEXEN-2-ONE under CAS 5166-53-0 and carries its FEMA number, its JECFA flavor number. The inventory is searchable at FDA. FDA records its technical effect as flavor enhancer, 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.