Flavor ingredient regulatory record

(+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one

(+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one is a ketone in the fruity family, FEMA GRAS under FEMA number 4331 (CAS 2278-53-7). Its odor is sweet, fruity, floral, tropical, creamy.

FEMA
4331
CAS
2278-53-7
JECFA
1840
EU FL
07.239
Formula
C13H22O
EC
218-907-7

GRAS status: FEMA GRAS, publication 23. Recorded by FDA in the Substances Added to Food inventory under CAS 2278-53-7.

Structure

2D structure of (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one
Structure of (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one, C13H22O. Drawn from the canonical SMILES.

Identity

IUPAC name (5R,6E)-8-methyl-5-propan-2-ylnona-6,8-dien-2-one
CAS number 2278-53-7
FEMA number 4331
Molecular formula C13H22O
Molecular weight 194.32 g/mol
SMILES C=C(C)/C=C/[C@H](CCC(C)=O)C(C)C
InChIKey PQDRXUSSKFWCFA-STMXVASLSA-N
PubChem CID 16058296
EC number 218-907-7
FDA UNII F5Y0JW6609
EPA DTXSID DTXSID101019772
Chemical class Ketone
Boiling point 237 °C
Flash point 94 °C

Also known as: 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5R,6E)-, 6,8-Nonadien-2-one, 5-isopropyl-8-methyl-, (R)-(E)-, 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, [R-(E)]-, (5R,6E)-8-Methyl-5-(1-methylethyl)-6,8-nonadien-2-one, (r-(e))-5-isopropyl-8-methylnona-6,8-dien-2-one, 5-isopropyl-8-methylnona-6,8-dien-2-one, (r-(e))-, 6,8-nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (r-(e))-, [r-(e)]-5-isopropyl-8-methylnona-6,8-dien-2-one, 5-isopropyl-8-methyl-6,8-nonadien-2-one, (r-trans)-, 6,8-nonadien-2-one, 5-isopropyl-8-methyl-, (r)-(e)-, 6,8-nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (theta-(e))-, 6,8-nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (.theta.-(e))-.

Can (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one be labeled natural?

The process decides for (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one. It occurs in nature, so a natural-source, natural-process material is natural flavor in the US and synthetic (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one is artificial. The EU and UK follow the same logic without a middle class; Mercosur and Mexico label synthetic (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one 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

(+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one is FEMA GRAS under FEMA number 4331. 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 07.239, Annex I Part A under Regulation (EC) 1334/2008, evaluation status approved (EFSA). The UK retains the same list.

JECFA (WHO / FAO)

JECFA number 1840, evaluated at the 69th meeting in 2008. no safety concern at current levels of intake.

JECFA monograph

Other US flags

Not on the California Proposition 65 list.

Odor and taste

Odor: Sweet, fruity, floral, tropical, creamy.

Where it is used

(+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one is used in beverage, confection, fruit flavors, bakery and dairy, typically as a fruity note.

Structurally similar flavor ingredients

Flavor ingredients with a GRAS determination closest to (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
Ionone317575%In nature
Pseudoionone429975%In nature
Nerolidol277275%In nature

More ketones in this index

4-Hydroxyacetophenone · Epoxy oxophorone · 2-Propionylpyrroline · 6-Undecanone · 3-Methyl-1-cyclopentadecanone · 3,4-Dimethyl-1,2-cyclo-pentanedione

(+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one FAQ

Is (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one on the FEMA GRAS list?

It is. FEMA number 4331 covers (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one. The Code of Federal Regulations lists it at 21 CFR 172.515.

What is the FEMA number for (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one?

The FEMA number for (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one is 4331 and its CAS registry number is 2278-53-7. Its flavor category is fruity.

What is (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one used for?

(+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one is described as sweet, fruity, floral, tropical, creamy. It shows up in beverage, confection, fruit flavors, bakery and dairy.

What did JECFA conclude about (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one?

JECFA evaluated (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one at the 69th meeting in 2008 under JECFA number 1840. The panel concluded: no safety concern at current levels of intake.

Is (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one approved in the EU?

Yes. FL 07.239 is the Union List entry for (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one, annex I Part A, under Regulation 1334/2008, and the UK keeps the same list.

Is (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one natural or artificial?

Nature makes (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one, which is why the US label turns on process. A natural route gives natural flavor; synthesis gives artificial (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-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.

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

Check (+/-) [R-(E)]-5-Isopropyl-8-methylnona-6,8-dien-2-one in a formula

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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 (+/-)-[R-(E)]-5-ISOPROPYL-8-METHYLNONA-6,8-DIEN-2-ONE under CAS 2278-53-7 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.