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WS-5

Chemical Structure

General Material Information

Preferred name WS-5
Trivial Name N-[[(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl]carbonyl]glycine ethyl ester
Short Description N-[(ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
Formula C15 H27 N O3
CAS Number 68489-14-5
FEMA Number 4309
Flavis Number 16.111
FDA UNII Q6CA504696
xLogP3-AA 3.40 (est)
NMR Predictor External link
JECFA Food Flavoring 1776 N-[(ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 68489-14-5 ; N-[(ETHOXYCARBONYL)METHYL)-P-MENTHANE-3-CARBOXAMIDE
Synonyms
  • N-( ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
  • N-(( ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
  • N-[( ethoxycarbonyl)methyl)-p-menthane-3-carboxamide
  • (( ethoxycarbonyl)methyl)-para-menthane-3-carboxamide
  • N-(( ethoxycarbonyl)methyl)-para-menthane-3-carboxamide
  • ethyl 2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate
  • ethyl N-((5-methyl-2-(isopropyl)cyclohexyl)carbonyl)glycinate
  • ethyl N-[(2-isopropyl-5-methylcyclohexyl)carbonyl]glycinate
  • ethyl N-[[5-methyl-2-(isopropyl)cyclohexyl]carbonyl]glycinate
  • glycine, N-[[5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]-, ethyl ester
  • (1R-(1alpha, 2beta,5alpha))- N-(5-methyl-2-(1-methylethyl)cyclohexyl) carbonyl glycine ethyl ester
  • rightcool WS-5
  • Glycine, N-[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]-, ethyl ester
  • Glycine, N-[[5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]-, ethyl ester, [1R-(1α,2β,5α)]-
  • N-[[(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl]carbonyl]glycine ethyl ester
  • CPS 337
  • Ethyl 3-(p-menthane-3-carboxamido)acetate
  • FEMA 4309

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):HMDB32255
FooDB:FDB009366
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 269.38479614258
Melting Point 80 to 82°C @ 760 mm Hg
Flash Point TCC Value 190 °C TCC
logP (o/w) 3.384 est
Solubility
alcohol Yes
water, 9.51 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Mentholic
cooling, mentholic
General comment At 100.00 %. mentholic
Flavor Type: Cooling
cooling, mentholic
General comment Cooling

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavoring agents
Recommendation for WS-5 usage levels up to:
not for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU): 37.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 34.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 7400 (μg/person/day)
NOEL (No Observed Effect Level): 8.00 (mg/kg bw per day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 23. Update in publication number(s): 26
Click here to view publication 23
average usual ppmaverage maximum ppm
baked goods: 20.00000200.00000
beverages(nonalcoholic): 10.0000050.00000
beverages(alcoholic): 10.00000400.00000
breakfast cereal: 10.0000050.00000
cheese: 20.00000100.00000
chewing gum: 1000.000005000.00000
condiments / relishes: 20.00000300.00000
confectionery froastings: 10.00000200.00000
egg products: 10.00000150.00000
fats / oils: 10.00000200.00000
fish products: 10.00000100.00000
frozen dairy: 10.00000300.00000
fruit ices: 10.00000150.00000
gelatins / puddings: 5.00000100.00000
granulated sugar: 15.00000100.00000
gravies: 10.00000100.00000
hard candy: 50.00000350.00000
imitation dairy: 10.00000100.00000
instant coffee / tea: 10.0000065.00000
jams / jellies: 10.0000065.00000
meat products: 10.00000100.00000
milk products: 10.00000100.00000
nut products: 10.00000200.00000
other grains: 10.00000300.00000
poultry: 10.00000100.00000
processed fruits: 10.00000200.00000
processed vegetables: 10.00000200.00000
reconstituted vegetables: 10.00000100.00000
seasonings / flavors: 20.00000200.00000
snack foods: 20.00000300.00000
soft candy: 10.00000500.00000
soups: 10.00000100.00000
sugar substitutes: 5.00000100.00000
sweet sauces: 10.00000100.00000
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 10.00000300.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 10.00000200.00000
Edible ices, including sherbet and sorbet (03.0): 10.00000150.00000
Processed fruit (04.1): 10.00000200.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 10.00000200.00000
Confectionery (05.0): 10.00000200.00000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 10.0000050.00000
Bakery wares (07.0): 20.00000200.00000
Meat and meat products, including poultry and game (08.0): 10.00000100.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 10.00000100.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): --
Foodstuffs intended for particular nutritional uses (13.0): 20.00000300.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 10.0000050.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.00000400.00000
Ready-to-eat savouries (15.0): 50.00000350.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 10.00000200.00000

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on Flavouring Group Evaluation 94: Consideration of aliphatic amines and amides evaluated in addendum to the JECFA group aliphatic and aromatic amines and amides by JECFA
View page or View pdf

Statement on List of Representative Substances for Testing. The current Statement lays down a list of substances in sub-groups with representative substances for which additional data are required prior to their evaluation through the Procedure (Regulation (EC) No 1565/2000).
View page or View pdf

(FGE.94Rev1): Consideration of aliphatic amines and amides evaluated in an addendum to the group of aliphatic and aromatic amines and amides evaluated by the JECFA (68th meeting)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 94, Revision 2 (FGE.94Rev2): Consideration of aliphatic amines and amides evaluated in an addendum to the group of aliphatic and aromatic amines and amides evaluated by the JECFA (68th meeting)
View page or View pdf

EPI System: View
AIDS Citations:Search
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Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :11615984
National Institute of Allergy and Infectious Diseases:Data
ethyl 2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]acetate
Chemidplus:0068489145