dextro,laevo-neomenthol
cyclohexanol, 5-methyl-2-(1-methylethyl)-, (2R,5R)-
 
Notes:
None found
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CAS Number: 491-01-0Picture of molecule3D/inchi
Other: 3623-51-6
ECHA EINECS - REACH Pre-Reg: 207-723-2
XlogP3-AA: 3.00 (est)
Molecular Weight: 156.26860000
Formula: C10 H20 O
NMR Predictor: Predict (works with chrome or firefox)
CAS Number: 3623-51-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 222-824-1
XlogP3-AA: 3.00 (est)
Molecular Weight: 156.26860000
Formula: C10 H20 O
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 214.00 to  216.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.032000 mmHg @ 25.00 °C. (est)
Flash Point: 200.00 °F. TCC ( 93.33 °C. )
logP (o/w): 3.216 (est)
Soluble in:
 alcohol
 water, 434.5 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: mentholic
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
 mentholic  cooling  minty  
Odor Description:
at 10.00 % in dipropylene glycol. 
mentholic cooling minty
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
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Suppliers:
 None found
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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:
oral-mouse LD50  4000 mg/kg
Quarterly Journal of Pharmacy & Pharmacology. Vol. 5, Pg. 233, 1932.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
 
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Safety References:
EPI System: View
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 491-01-0
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 19243
National Institute of Allergy and Infectious Diseases: Data
 5-methyl-2-(propan-2-yl)cyclohexanol
Chemidplus: 0003623516
 (2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
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References:
 5-methyl-2-(propan-2-yl)cyclohexanol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 491-01-0
Pubchem (cid): 19243
Pubchem (sid): 134984254
Pherobase: View
 (2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 3623-51-6
Pubchem (cid): 19243
Pubchem (cas): 3623-51-6
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): Search
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
For Odor
fruity
 menthyl isovalerateFL/FR
herbal
 hedeoma pulegioides herb extract americaFR
mentholic
 cornmint oilFL/FR
 cornmint oil chinaFL/FR
 cornmint oil indiaFL/FR
 cornmint oil terpenelessFL/FR
dextro-neomentholFL/FR
dextro,laevo-mentholFL/FR
(±)-mentholFL/FR
laevo-mentholFL/FR
neoisomentholFL/FR
(±)-isomenthoneFL/FR
(+)-menthoneFL/FR
 menthyl acetateFL/FR
laevo-menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
 peppermint cyclohexanoneFL/FR
dextro-piperitoneFL/FR
minty
 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
 mentha pulegium extractFR
 mentha pulegium herb extractFR
 mentha pulegium herb tinctureFR
(±)-menthoneFL/FR
(-)-menthoneFL/FR
2-methyl cyclohexanoneFL/FR
 pennyroyal herb oil americaFL/FR
 pennyroyal oilFL/FR
 pennyroyal oil cubaFL/FR
 pennyroyal oil fractionsFL/FR
 pennyroyal oil spainFL/FR
 pennyroyal oil terpenesFL/FR
 pennyroyal oil uruguayFL/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
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
(+)-dihydrocarvoneFL/FR
neoisomentholFL/FR
 menthyl acetate racemicFL/FR
2-methyl cyclohexanoneFL/FR
isopulegoneFL/FR
cooling
laevo-mentholFL/FR
isomentholFL
dextro,laevo-mentholFL/FR
 menthyl acetateFL/FR
 peppermint oil americaFL/FR
 WS-3FL
fruity
 menthyl isovalerateFL/FR
green
 dihydrocarveolFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil terpenelessFL/FR
dextro-neomentholFL/FR
(±)-mentholFL/FR
(+)-menthoneFL/FR
 peppermint cyclohexanoneFL/FR
minty
 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
(±)-isomenthoneFL/FR
(±)-menthoneFL/FR
(-)-menthoneFL/FR
laevo-menthyl acetateFL/FR
 pennyroyal herb oil americaFL/FR
 pennyroyal oilFL/FR
 pennyroyal oil cubaFL/FR
 pennyroyal oil fractionsFL/FR
 pennyroyal oil spainFL/FR
 pennyroyal oil terpenesFL/FR
 pennyroyal oil uruguayFL/FR
 peppermint absoluteFL/FR
 peppermint distillatesFL/FR
 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
 WS-23FL/FR
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 cornmint oil india @ 0.12%
Data  GC  Search Trop  Picture
 pennyroyal oil @ 0.40%
Data  GC  Search Trop  Picture
 pennyroyal oil cuba @ 1.86%
Data  GC  Search Trop  Picture
 pennyroyal oil spain @ 0.10%
Data  GC  Search Trop  Picture
 pennyroyal oil uruguay @ 1.60-4.20%
Data  GC  Search Trop  Picture
 peppermint oil america @ 3.25%
Data  GC  Search Trop  Picture
 peppermint oil mongolia @ 3.74%
Data  GC  Search Trop  Picture
 peppermint oil russia @ 2.00%
Data  GC  Search Trop  Picture
 tansy oil canada @ 0.10%
Data  GC  Search Trop  Picture
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Synonyms:
 cyclohexanol, 5-methyl-2-(1-methylethyl)-, (2R,5R)-
(±)-neomenthol
D,L-neomenthol
trans-1,3-cis-1,4-(±)-menthol
(2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
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Articles:
PubMed: [On the assay of DL-menthol for contamination by DL-neomenthol. 2. Report on the menthol monography in a new German pharmacopoeia].
PubMed: Acaricidal activity of constituents derived from peppermint oil against Tyrophagus putrescentiae.
PubMed: Genetic variability, character association, and path analysis for economic traits in menthofuran rich half-sib seed progeny of Mentha piperita L.
PubMed: Identification of genetic markers linked to anthracnose resistance in sorghum using association analysis.
PubMed: Immunocytochemical localization of short-chain family reductases involved in menthol biosynthesis in peppermint.
PubMed: The Arabidopsis short-chain dehydrogenase/reductase 3, an abscisic acid deficient 2 homolog, is involved in plant defense responses but not in ABA biosynthesis.
PubMed: Stereoselective effects of monoterpenes on the microviscosity and curvature of model membranes assessed by DPH steady-state fluorescence anisotropy and light scattering analysis.
PubMed: Chemical diversity of Ziziphora clinopodioides: composition of the essential oil of Z. clinopodioides from Tajikistan.
PubMed: Peppermint oil decreases the production of virulence-associated exoproteins by Staphylococcus aureus.
PubMed: Intraspecific variability of the essential oil of Ziziphora clinopodioides ssp. rigida from Iran.
PubMed: Chirality recognition in menthol and neomenthol: preference for homoconfigurational aggregation.
PubMed: Molecular cloning and characterization of a broad substrate terpenoid oxidoreductase from Artemisia annua.
PubMed: Evolution of morphine biosynthesis in opium poppy.
PubMed: Headspace solid-phase microextraction-gas chromatography-mass spectrometry determination of the characteristic flavourings menthone, isomenthone, neomenthol and menthol in serum samples with and without enzymatic cleavage to validate post-offence alcohol drinking claims.
PubMed: Terpene conjugates of diaminedichloridoplatinum(II) complexes: antiproliferative effects in HL-60 leukemia, 518A2 melanoma, and HT-29 colon cancer cells.
PubMed: A role for a menthone reductase in resistance against microbial pathogens in plants.
PubMed: Sedative effect of monoterpene alcohols in mice: a preliminary screening.
PubMed: Volatile terpenoids of endophyte-free and infected peppermint (Mentha piperita L.): chemical partitioning of a symbiosis.
PubMed: Biotransformation of (-)-menthone by human liver microsomes.
PubMed: Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint.
PubMed: Effect of Mentha x piperita essential oil and monoterpenes on cucumber root membrane potential.
PubMed: Effect of melting point of chiral terpenes on human stratum corneum uptake.
PubMed: Monoterpene composition of essential oil from peppermint (Mentha x piperita L.) with regard to leaf position using solid-phase microextraction and gas chromatography/mass spectrometry analysis.
PubMed: Influence of drug lipophilicity on terpenes as transdermal penetration enhancers.
PubMed: Effect of l-menthol on laryngeal receptors.
PubMed: The effects of menthol isomers on nasal sensation of airflow.
PubMed: Biotransformation by divison-arrested and immobilized plant cells: bioconversion of monoterpenes by gamma-irradiated suspended and entrapped cells of mentha and Nicotiana.
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: Biotransformation by plant cells immobilized in cross-linked polyacrylamide-hydrazide.
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: Biotransformation of monoterpenes by mentha cell lines: conversion of menthone to neomenthol.
PubMed: Metabolism of Monoterpenes : EVIDENCE FOR COMPARTMENTATION OF l-MENTHONE METABOLISM IN PEPPERMINT (MENTHA PIPERITA) LEAVES.
PubMed: Metabolism of Monoterpenes: Demonstration of (+)-Neomenthyl-beta-d-Glucoside as a Major Metabolite of (-)-Menthone in Peppermint (Mentha Piperita).
PubMed: [On the assay of DL-menthol for contamination by DL-neomenthol. 2. Report on the menthol monography in a new German pharmacopoeia].
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