Flavor ingredient regulatory record

(1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide

(1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide is an amide in the fruity family, FEMA GRAS under FEMA number 4681 (CAS 68489-09-8). Its odor is sweet, floral, fruity, herbal, spicy.

FEMA
4681
CAS
68489-09-8
JECFA
2079
EU FL
16.123
Formula
C18H27NO2
EC
700-232-9

GRAS status: FEMA GRAS, publication 25. Recorded by FDA in the Substances Added to Food inventory under CAS 68489-09-8.

Structure

2D structure of (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide
Structure of (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide, C18H27NO2. Drawn from the canonical SMILES.

Identity

IUPAC name (1R,2S,5R)-N-(4-methoxyphenyl)-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide
CAS number 68489-09-8
FEMA number 4681
Molecular formula C18H27NO2
Molecular weight 289.42 g/mol
SMILES COc1ccc(NC(=O)[C@@H]2C[C@H](C)CC[C@H]2C(C)C)cc1
InChIKey HNSGVPAAXJJOPQ-XOKHGSTOSA-N
PubChem CID 11266244
EC number 700-232-9
FDA UNII 1L7BVT4Z4Z
EPA DTXSID DTXSID10460636
Chemical class Amide

Also known as: Cyclohexanecarboxamide, N-(4-methoxyphenyl)-5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-, Cyclohexanecarboxamide, N-(4-methoxyphenyl)-5-methyl-2-(1-methylethyl)-, [1R-(1α,2β,5α)]-, WS 12, [1R,2S,5R]-N-(4-Methoxyphenyl)-p-menthanecarboxamide, FEMA 4681, Acoltremon, Fema Gras 4681, AR 15512, AR-15512, WS 13, ws-12, ws 12.

Can (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide 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

(1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide is FEMA GRAS under FEMA number 4681. 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 16.123, Annex I Part A under Regulation (EC) 1334/2008, evaluation status approved (EFSA). The UK retains the same list.

JECFA (WHO / FAO)

JECFA number 2079, evaluated at the 76th meeting in 2012. 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, floral, fruity, herbal, spicy.

Where it is used

(1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide is used in beverage, confection, savory snacks and seasonings, typically as a fruity note.

Structurally similar flavor ingredients

Flavor ingredients with a GRAS determination closest to (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide by structure. Whether one can replace it is a sensory and regulatory call; the reformulation tool works that through.

MaterialFEMASimilarityOccurrence
N-[(Ethoxycarbonyl)methyl)-p-menthane-3-carboxamide430986%Not determined
N-(2-(Pyridin-2-yl)ethyl)-3-p-menthanecarboxamide454979%Not determined
Capsaicin340479%In nature
WS-3345578%In nature
Nonanoyl 4-hydroxy-3-methoxybenzylamide278776%In nature

More amides in this index

(2S,5R)-N-[4-(2-Amino-2-oxoethyl)phenyl]-5-methyl-2-(propan-2-yl)cyclohexanecarboxamide · N-Ethyl-2,2-diisopropylbutanamide · N-(2-Hydroxyethyl)galactonamide · 2-(4-Methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(thiophen-2-ylmethyl)acetamide · N-Cyclopropyl (E)-2,(Z)-6-nonadienamide · Nonanoyl 4-hydroxy-3-methoxybenzylamide

(1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide FAQ

Does (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide have FEMA GRAS status?

(1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide holds FEMA GRAS status under FEMA number 4681. The Code of Federal Regulations lists it at 21 CFR 172.515.

How do I cite (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide by FEMA or CAS number?

Cite (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide as FEMA 4681 or CAS 68489-09-8; both point to the same entry. Its flavor category is fruity.

What does (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide smell and taste like, and where is it used?

The odor of (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide is sweet, floral, fruity, herbal, spicy. Typical uses are beverage, confection, savory snacks and seasonings.

What did JECFA conclude about (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide?

JECFA evaluated (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide at the 76th meeting in 2012 under JECFA number 2079. The panel concluded: No safety concern at current levels of intake when used as a flavouring agent.

Can (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide be used in the EU and UK?

Yes. FL 16.123 is the Union List entry for (1R,2S,5R)-N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide, annex I Part A, under Regulation 1334/2008, and the UK keeps the same list.

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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 (1R,2S,5R)-N-(4-METHOXYPHENYL)-5-METHYL-2-(1-METHYLETHYL)CYCLOHEXANECARBOXAMIDE under CAS 68489-09-8 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.