(±)-N,N-dimethyl menthyl succinamide
(1R,2S,5R)-N,N-dimethyl menthyl succinamide
 
Notes:
Used as a food additive [EAFUS]
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CAS Number: 544714-08-1Picture of molecule3D/inchi
FDA UNII: 8O850QYR5T
XlogP3-AA: 3.00 (est)
Molecular Weight: 282.42750000
Formula: C16 H30 N2 O2
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: Register name to be changed to (1R,2S,5R) N,NDimethyl menthyl succinamide.
Category: flavoring agents
 
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JECFA Food Flavoring: 1602  (+/-)-N,N-dimethyl menthyl succinamide
DG SANTE Food Flavourings: 16.092  (1R,2S,5R)-N,N-dimethyl menthyl succinamide
FEMA Number: 4230 (+/-)-N,N-dimethyl menthyl succinamide
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):544714-08-1 ; (+/-)-N,N-DIMETHYL MENTHYL SUCCINAMIDE
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Physical Properties:
Appearance: yellow to orange clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.96500 to 0.97500 @  25.00 °C.
Pounds per Gallon - (est).: 8.030 to  8.113
Refractive Index: 1.52200 to 1.53000 @  20.00 °C.
Boiling Point: 380.00 °C. @ 760.00 mm Hg
Acid Value: 3.00 max. KOH/g
Flash Point: > 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 3.633 (est)
Soluble in:
 alcohol
 water, slightly
 water, 13.96 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Description:
cool minty
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Axsyn
For experimental / research use only.
N,N-DIMETHYLMENTHYLSUCCINAMIDE
Parchem
(±)-N,N-Dimethyl Menthyl Succinamide
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the CSA
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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
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Safety in Use Information:
Category: flavoring agents
Recommendation for (±)-N,N-dimethyl menthyl succinamide usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 61.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 88.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 15000 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
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: 22
Click here to view publication 22
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 100.00000300.00000
beverages(alcoholic): 100.00000300.00000
breakfast cereal: --
cheese: --
chewing gum: 4000.000008000.00000
condiments / relishes: --
confectionery froastings: 400.000001000.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: 20.0000050.00000
gelatins / puddings: 20.00000100.00000
granulated sugar: --
gravies: --
hard candy: 800.000002000.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 100.00000500.00000
snack foods: 30.00000200.00000
soft candy: 800.000002000.00000
soups: --
sugar substitutes: --
sweet sauces: --
 
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): 0.400004.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.400004.00000
Edible ices, including sherbet and sorbet (03.0): 0.400004.00000
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 40.00000400.00000
Chewing gum (05.0): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): --
Bakery wares (07.0): 4.0000040.00000
Meat and meat products, including poultry and game (08.0): 0.400004.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.400004.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.400004.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 40.00000400.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 40.00000400.00000
Ready-to-eat savouries (15.0): 0.400004.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.400004.00000
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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):
Flavouring Group Evaluation 86, (FGE.86)[1] - Consideration of aliphatic and aromatic amines and amides evaluated by JECFA (65th meeting) - Scientific Opinion of the Panel on Food Additives - Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 86, Revision 1 (FGE.86Rev1): Consideration of aliphatic and aromatic amines and amides evaluated by JECFA (65th meeting)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 86, Revision 2 (FGE.86Rev2): Consideration of aliphatic and arylalkyl amines and amides evaluated by JECFA (65th meeting)
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 71049629
National Institute of Allergy and Infectious Diseases: Data
 [(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl] 4-(dimethylamino)-4-oxo-butanoate
Chemidplus: 0544714081
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References:
Leffingwell: Chirality or Article
 [(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl] 4-(dimethylamino)-4-oxo-butanoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 71049629
Pubchem (sid): 163642448
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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): HMDB32236
FooDB: FDB009318
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
No odor group found for these
 camel grass oilFR
 cyclopentanoneFL/FR
 eucarvone 
 lippia alnifolia schau. leaf oil brazil 
laevo-monomenthyl glutarateFL/FR
laevo-menthyl methyl etherFL/FR
 pinocarvoneFL/FR
 satureja viminea oil costa rica 
 umbellulone 
aldehydic
isobutyraldehydeFL/FR
anisic
 estragoleFL/FR
camphoreous
dextro-camphorFL/FR
 camphor tree bark oilFL/FR
 herbal ethanoneFR
 thujyl alcoholFL/FR
citrus
 ocimene quintoxideFL/FR
earthy
3-octanolFL/FR
 patchouli cyclohexanolFR
floral
 citronellal diisotridecyl acetalFR
 cyclohexyl ethyl acetateFL/FR
 cyclohexyl propanolFR
2-decalinolFR
 dihydrocarvyl acetateFL/FR
2',4'-dimethyl acetophenoneFL/FR
 earthy indaneFR
 floral methanolFR
 geranium oil chinaFL/FR
 menthadienyl formateFR
 muguet butanolFR
 ylang ylang flower oil CO2 extractFL/FR
 ylang ylang flower oil IFL/FR
 ylang ylang flower oil IIFL/FR
 ylang ylang flower oil IIIFL/FR
fruity
2-cyclopentyl cyclopentanoneFL/FR
 lilac lactoneFL/FR
green
 geranium absoluteFL/FR
 thiogeraniolFL/FR
 barosma betulina leaf oilFL/FR
1,4-cineoleFL/FR
 dehydroxylinalool oxideFL/FR
isodihydrolavandulolFR
(Z)-isodihydrolavandulyl acetateFR
 herbal undecanolFR
 hyssop oilFL/FR
para-menthane-3,8-diolFL/FR
trans-para-menthane-3,8-diol 
 myrtenolFL/FR
 perillaldehydeFL/FR
 pine hexanolFR
D-(+)-alpha-pineneFL/FR
 piperitoneFL/FR
 rosemary absoluteFL/FR
 rosemary oil moroccoFL/FR
 sabinene hydrateFL/FR
 viridiflorolFL/FR
licorice
sweet basil oleoresinFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil terpenelessFL/FR
dextro-neomentholFL/FR
laevo-mentholFL/FR
dextro,laevo-mentholFL/FR
(±)-mentholFL/FR
(±)-isomenthoneFL/FR
 menthyl acetateFL/FR
laevo-menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
 peppermint cyclohexanoneFL/FR
dextro-piperitoneFL/FR
minty
 agathosma crenulata leaf oilFL/FR
 camphene hydrate 
laevo-carveolFL/FR
 carvoneFL/FR
laevo-carvoneFL/FR
 carvyl propionateFL/FR
 cyclohexanoneFR
 dihydrocarveolFL/FR
 diosphenolFL/FR
bitter fennel seed oilFR
 mentha longifolia oilFR
dextro-2,8-para-menthadien-1-olFL/FR
trans-para-2,8-1-menthadienolFL/FR
trans-para-menthan-2-oneFL/FR
homomentholFL/FR
(-)-menthoneFL/FR
 menthoxypropane diolFL/FR
homomenthyl acetateFL/FR
2-methyl cyclohexanoneFL/FR
 pennyroyal oilFL/FR
 peppermint oil CO2 extractFL/FR
 peppermint oil idahoFL/FR
 peppermint oil terpenelessFL/FR
beta-phellandreneFL/FR
 piperitenoneFL/FR
laevo-piperitoneFL/FR
isopropyl tiglateFL/FR
(-)-isopulegolFL/FR
isopulegoneFL/FR
(R)-(+)-pulegoneFR
isopulegyl formateFL/FR
 spearmint absoluteFL/FR
 spearmint oil americaFL/FR
 spearmint oil terpenelessFL/FR
 tetrahydrocarvoneFL/FR
 wintergreen oilFL/FR
 WS-23FL/FR
spicy
N,N-diethyl octanamideFR
laevo-verbenoneFL/FR
sulfurous
 buchu mercaptanFL/FR
thujonic
 armoise oilFR
tropical
beta-cyclocitralFL/FR
woody
para-tert-butyl cyclohexanoneFR
 
For Flavor
 
No flavor group found for these
 camphene hydrate 
laevo-carveolFL/FR
 carvoneFL/FR
 carvyl propionateFL/FR
 cyclopentanoneFL/FR
2-cyclopentyl cyclopentanoneFL/FR
2',4'-dimethyl acetophenoneFL/FR
 eucarvone 
 lilac lactoneFL/FR
 limonen-10-yl acetateFL
 lippia alnifolia schau. leaf oil brazil 
dextro-2,8-para-menthadien-1-olFL/FR
cis+trans-para-1(7)8-menthadien-2-yl acetateFL
trans-para-2,8-1-menthadienolFL/FR
trans-para-menthane-3,8-diol 
para-menthane-3,8-diolFL/FR
3-laevo-menthoxy-2-methyl propane-1,2-diolFL
 menthoxypropane diolFL/FR
 menthyl acetate racemicFL/FR
laevo-monomenthyl glutarateFL/FR
laevo-menthyl methyl etherFL/FR
 menthyl propylene glycol carbonateFL
2-methyl cyclohexanoneFL/FR
beta-phellandreneFL/FR
(Z,Z)-photocitral AFL
D-(+)-alpha-pineneFL/FR
 pinocarvoneFL/FR
 piperitenoneFL/FR
 piperitenone oxideFL
isopulegoneFL/FR
isopulegyl formateFL/FR
 satureja viminea oil costa rica 
 umbellulone 
laevo-verbenoneFL/FR
 viridiflorolFL/FR
 thujyl alcoholFL/FR
aldehydic
isobutyraldehydeFL/FR
camphoreous
 camphor tree bark oilFL/FR
coffee
2-isopropyl pyrazineFL
cooling
1,4-cineoleFL/FR
dextro,laevo-mentholFL/FR
laevo-mentholFL/FR
homomenthyl acetateFL/FR
 menthyl acetateFL/FR
 sabinene hydrateFL/FR
 WS-5FL
floral
 dihydrocarvyl acetateFL/FR
 geranium oil chinaFL/FR
 ylang ylang flower oil CO2 extractFL/FR
 ylang ylang flower oil IFL/FR
 ylang ylang flower oil IIFL/FR
 ylang ylang flower oil IIIFL/FR
green
 cyclohexyl ethyl acetateFL/FR
 dihydrocarveolFL/FR
 geranium absoluteFL/FR
 ocimene quintoxideFL/FR
isopropyl tiglateFL/FR
 thiogeraniolFL/FR
herbal
2-acetoxy-1,8-cineoleFL
 barosma betulina leaf oilFL/FR
 hyssop oilFL/FR
 rosemary absoluteFL/FR
 rosemary oil moroccoFL/FR
licorice
sweet basil oleoresinFL/FR
 estragoleFL/FR
meaty
2-methyl 3-(methyl thio) furanFL
medicinal
dextro-camphorFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil terpenelessFL/FR
(±)-mentholFL/FR
dextro-neomentholFL/FR
 peppermint cyclohexanoneFL/FR
minty
 agathosma crenulata leaf oilFL/FR
laevo-carvoneFL/FR
 diosphenolFL/FR
trans-para-menthan-2-oneFL/FR
homomentholFL/FR
(-)-menthoneFL/FR
(±)-isomenthoneFL/FR
laevo-menthyl acetateFL/FR
 myrtenolFL/FR
 pennyroyal oilFL/FR
 peppermint oil CO2 extractFL/FR
 peppermint oil idahoFL/FR
 peppermint oil terpenelessFL/FR
 piperitoneFL/FR
laevo-piperitoneFL/FR
dextro-piperitoneFL/FR
(-)-isopulegolFL/FR
 spearmint absoluteFL/FR
 spearmint oil americaFL/FR
 spearmint oil terpenelessFL/FR
 tetrahydrocarvoneFL/FR
 wintergreen oilFL/FR
 WS-23FL/FR
musty
3-octanolFL/FR
spicy
 perillaldehydeFL/FR
sulfurous
 buchu mercaptanFL/FR
tropical
beta-cyclocitralFL/FR
woody
 dehydroxylinalool oxideFL/FR
 
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Potential Uses:
 fruitFR
 mintFL
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 butanoic acid, 4-(dimethylamino)-4-oxo-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
(+/-)-N,N-dimethyl menthyl succinamide
(1R,2S,5R)-N,N-dimethyl menthyl succinamide
N,N-dimethyl menthyl succinamide
N,N-dimethyl N'-(3-menthyl) succinamide
4-(dimethylamino-4-oxo-butanioc acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
4-(dimethylamino)-4-oxo-butanoic acid [1R-(1a,2b,5a)]-5-methyl-2-(1-methylethyl)cyclohexyl ester
N,N-dimethylmenthylsuccinamide
[(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl] 4-(dimethylamino)-4-oxo-butanoate
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 4-(dimethylamino)-4-oxobutanoate
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