dextro-neomenthol
D-neomenthol
 
Notes:
Constit. of Japanese peppermint oil. Flavouring ingredient
  • BOC Sciences
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      2216-52-6 Cyclohexanol,5-methyl-2-(1-methylethyl)-, (1S,2S,5R)-
       
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      14-11500 D-NEOMENTHOL
       
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      N0626 (+)-NeoMenthol >96.0%(GC)
       
Synonyms   Articles   Notes   Search
CAS Number: 2216-52-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 218-691-4
FDA UNII: 42RE7MA7PA
Beilstein Number: 2037488
MDL: MFCD00062980
CoE Number: 2028
XlogP3-AA: 3.00 (est)
Molecular Weight: 156.26860000
Formula: C10 H20 O
NMR Predictor: Predict (works with chrome, Edge or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Flavoring: 428  D-neo-menthol
DG SANTE Food Flavourings: 02.063  D-neomenthol
FEMA Number: 2666 D-neomenthol
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):2216-52-6 ; D-NEOMENTHOL
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
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Physical Properties:
Appearance: colorless liquid (est)
Assay: 99.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.90000 to 0.90300 @  20.00 °C.
Pounds per Gallon - (est).: 7.498 to  7.523
Specific Gravity: 0.89600 to 0.90300 @  20.00 °C.
Pounds per Gallon - est.: 7.464 to 7.523
Refractive Index: 1.45900 to 1.46200 @  20.00 °C.
Refractive Index: 1.45900 to 1.46000 @  20.00 °C.
Optical Rotation: +15.0 to +20.0
Melting Point: -22.00 °C. @ 760.00 mm Hg
Boiling Point: 95.00 °C. @ 12.00 mm Hg
Boiling Point: 107.00 to  108.00 °C. @ 20.00 mm Hg
Vapor Pressure: 0.032000 mmHg @ 25.00 °C. (est)
Flash Point: 180.00 °F. TCC ( 82.22 °C. )
logP (o/w): 3.216 (est)
Soluble in:
 alcohol
 dipropylene glycol
 water, 434.5 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: mentholic
 
 mentholic  minty  sweet  
Odor Description:
at 10.00 % in dipropylene glycol. 
mentholic minty sweet
 
 
Flavor Type: mentholic
 
 cooling  mentholic  minty  peppermint  
Taste Description:
cooling mentholic minty peppermint
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Cyclohexanol,5-methyl-2-(1-methylethyl)-, (1S,2S,5R)-
ExtraSynthese
For experimental / research use only.
(+)-Neomenthol (GC) ≥97%
M&U International
neoMENTHOL
Penta International
D-NEOMENTHOL
Santa Cruz Biotechnology
For experimental / research use only.
(+)-NeoMenthol
Sigma-Aldrich: Aldrich
For experimental / research use only.
(1S,2S,5R)-(+)-Neomenthol ≥95%
Synerzine
d-neo-Menthol
TCI AMERICA
For experimental / research use only.
(+)-NeoMenthol >96.0%(GC)
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 37/38 - Irritating to respiratory system and skin.
R 41 - Risk of serious damage to eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
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: flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for dextro-neomenthol usage levels up to:
  3.0000 % in the fragrance concentrate.
 
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: 3
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: -48.00000
beverages(nonalcoholic): -10.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -31.00000
fruit ices: -31.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -50.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alicyclic substances used as flavor ingredients. View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 2216-52-6
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 439263
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
Chemidplus: 0002216526
RTECS: OT0450000 for cas# 2216-52-6
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References:
Leffingwell: Chirality or Article
 (1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 2216-52-6
Pubchem (cid): 439263
Pubchem (sid): 135335014
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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
CHEBI: View
Metabolomics Database: Search
KEGG (GenomeNet): C00553
HMDB (The Human Metabolome Database): HMDB35763
FooDB: FDB014500
Export Tariff Code: 2906.19.5000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•some synthetic menthols are not chemical individuals but...mixtures of various isomers...these are designated...l-menthol, dl-menthol, l-isomenthol, d-isomenthol, dl-isomenthol, l-neomenthol, d-neomenthol, l-neoisomenthol, d-neoisomenthol and dl-neoisomenthol. •when mixed with about equal wt of camphor, chloral hydrate, phenol, or thymol, menthol forms "eutectic" mixt liquifying @ room temp. •menthol, usp drug marketed under generic name. •grades: technical; usp; fcc •synthetic menthol is available as the optically active levo-menthol with a purity of 99.9%. synthetic menthol is also commercially available as the racemic mixture •present in cigarettes and pipe tobacco (0.1-0.45%) shaving creams, pre- and aftershave lotions (0.2-0.3%); toothpastes (0.5%); mouthwashes (1-2%); chewing gums (0.5%); cough drops (0.1%); refreshing towels (1%); rubbing alcohol (1-1.2%); and shampoos (2-0.5%) •mentholatum deep heating rub contains 5.9% menthol; mentholatum ointment, 1.35%; mentholatum deep heating lotion, 6%
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Potential Blenders and core components note
 
For Odor
No odor group found for these
laevo-monomenthyl glutarateFL/FR
fruity
 menthyl isovalerateFL/FR
herbal
1,4-cineoleFL/FR
spike lavender oilFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil chinaFL/FR
 cornmint oil indiaFL/FR
 cornmint oil terpenelessFL/FR
laevo-mentholFL/FR
(±)-mentholFL/FR
neoisomentholFL/FR
dextro,laevo-neomentholFL/FR
dextro,laevo-mentholFL/FR
(±)-isomenthoneFL/FR
(+)-menthoneFL/FR
laevo-menthyl acetateFL/FR
 menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
 peppermint cyclohexanoneFL/FR
dextro-piperitoneFL/FR
minty
 camphene hydrate 
 cornmint oil japanFL/FR
 cornmint oil terpenesFR
 dihydrocarveolFL/FR
(+)-dihydrocarvoneFL/FR
 mentha piperita extractFL/FR
 mentha piperita flower/leaf/stem extractFL/FR
 mentha piperita flower/leaf/stem waterFR
 mentha piperita herb extract americaFR
 mentha piperita leaf waterFR
 mentha piperita tinctureFL/FR
homomentholFL/FR
(-)-menthoneFL/FR
(±)-menthoneFL/FR
laevo-menthyl lactateFL/FR
2-methyl cyclohexanoneFL/FR
 pennyroyal oilFL/FR
 peppermint absoluteFL/FR
 peppermint distillatesFL/FR
 peppermint fragranceFR
 peppermint leafCS
 peppermint oilFL/FR
 peppermint oil americaFL/FR
 peppermint oil brazilFL/FR
 peppermint oil chinaFL/FR
 peppermint oil CO2 extractFL/FR
 peppermint oil dementholizedFL/FR
 peppermint oil englandFL/FR
 peppermint oil franceFL/FR
 peppermint oil hungaryFL/FR
 peppermint oil idahoFL/FR
 peppermint oil indiaFL/FR
 peppermint oil mongoliaFL/FR
 peppermint oil montanaFL/FR
 peppermint oil moroccoFL/FR
 peppermint oil russiaFL/FR
 peppermint oil special fractionsFL/FR
 peppermint oil tasmaniaFL/FR
 peppermint oil terpenelessFL/FR
 peppermint oil terpenesFR
 peppermint oil willametteFL/FR
 peppermint oil yakimaFL/FR
 peppermint waterFL/FR
laevo-piperitoneFL/FR
isopulegolFL/FR
(-)-isopulegolFL/FR
isopulegoneFL/FR
(R)-(+)-pulegoneFR
 WS-23FL/FR
woody
1,4-dimethyl bicyclo(3.2.1)octan-3-oneFR
 
For Flavor
 
No flavor group found for these
 camphene hydrate 
(+)-dihydrocarvoneFL/FR
(±)-N,N-dimethyl menthyl succinamideFL
neoisomentholFL/FR
dextro,laevo-neomentholFL/FR
3-laevo-menthoxy-2-methyl propane-1,2-diolFL
 menthyl acetate racemicFL/FR
laevo-monomenthyl glutarateFL/FR
 menthyl propylene glycol carbonateFL
2-methyl cyclohexanoneFL/FR
isopulegoneFL/FR
 menthyl methyl lactateFL
cooling
1,4-cineoleFL/FR
spike lavender oilFL/FR
dextro,laevo-mentholFL/FR
isomentholFL
laevo-mentholFL/FR
 menthyl acetateFL/FR
laevo-menthyl lactateFL/FR
 peppermint oil americaFL/FR
 WS-3FL
 WS-5FL
fruity
 menthyl isovalerateFL/FR
green
 dihydrocarveolFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil terpenelessFL/FR
(±)-mentholFL/FR
(+)-menthoneFL/FR
 peppermint cyclohexanoneFL/FR
minty
 cherry menthol flavorFL
 cornmint oil chinaFL/FR
 cornmint oil indiaFL/FR
 cornmint oil japanFL/FR
 mentha piperita extractFL/FR
 mentha piperita flower/leaf/stem extractFL/FR
 mentha piperita tinctureFL/FR
homomentholFL/FR
(-)-menthoneFL/FR
(±)-isomenthoneFL/FR
(±)-menthoneFL/FR
laevo-menthyl acetateFL/FR
 pennyroyal oilFL/FR
 peppermint absoluteFL/FR
 peppermint distillatesFL/FR
 peppermint flavorFL
 peppermint oilFL/FR
 peppermint oil brazilFL/FR
 peppermint oil chinaFL/FR
 peppermint oil CO2 extractFL/FR
 peppermint oil dementholizedFL/FR
 peppermint oil englandFL/FR
 peppermint oil franceFL/FR
 peppermint oil hungaryFL/FR
 peppermint oil idahoFL/FR
 peppermint oil indiaFL/FR
 peppermint oil mongoliaFL/FR
 peppermint oil montanaFL/FR
 peppermint oil moroccoFL/FR
 peppermint oil russiaFL/FR
 peppermint oil special fractionsFL/FR
 peppermint oil tasmaniaFL/FR
 peppermint oil terpenelessFL/FR
 peppermint oil willametteFL/FR
 peppermint oil yakimaFL/FR
 peppermint waterFL/FR
laevo-piperitoneFL/FR
dextro-piperitoneFL/FR
(-)-isopulegolFL/FR
isopulegolFL/FR
 WS-23FL/FR
 
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Potential Uses:
 mintFR
 peppermintFR
 spearmintFR
 wintergreenFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 buchu leaf
Search Trop  Picture
 cabbage leaf
Search Trop  Picture
 cornmint
Search Trop  Picture
 cornmint leaf
Search Trop  Picture
 peppermint leaf
Search Trop  Picture
 spearmint leaf
Search Trop  Picture
 spearmint leaf oil
Search Trop  Picture
 spearmint oil
Search Trop  Picture
 water mint leaf
Search Trop  Picture
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Synonyms:
 cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1S,2S,5R)-
(+)-neomenthol
(1R,3S,4S)-(+)-menthol
(1S,2S,5R)-(+)-neomenthol
D-neomenthol
D-neo-menthol
(1S,2S,5R)-5-methyl-2-(1-methyl ethyl) cyclohexanol
(1S-(1alpha, 2alpha,5beta))-5-methyl-2-(1-methyl ethyl) cyclohexanol
(1S-(1beta, 2beta,5alpha))-5-methyl-2-(1-methyl ethyl) cyclohexanol
(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
2-isopropyl-5-methyl cyclohexanol stereoisomer
D-beta-pulegomenthol
dextro-beta-pulegomenthol
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Effect of l-menthol on laryngeal receptors.
PubMed: The effects of menthol isomers on nasal sensation of airflow.
PubMed: Metabolism of Monoterpenes : Evidence for the Function of Monoterpene Catabolism in Peppermint (Mentha piperita) Rhizomes.
PubMed: Metabolism of Monoterpenes : Early Steps in the Metabolism of d-Neomenthyl-beta-d-Glucoside in Peppermint (Mentha piperita) Rhizomes.
PubMed: Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves.
PubMed: Demonstration of the Intercellular Compartmentation of l-Menthone Metabolism in Peppermint (Mentha piperita) Leaves.
PubMed: Metabolism of Monoterpenes : EVIDENCE FOR COMPARTMENTATION OF l-MENTHONE METABOLISM IN PEPPERMINT (MENTHA PIPERITA) LEAVES.
PubMed: Studies in detoxication: The biological reduction of l-menthone to d-neomenthol and of d-isomenthone to d-isomenthol in the rabbit. The conjugation of d-neomenthol with glucuronic acid.
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