(-)-isopulegol
1R,2S,5R-isopulegol
 
Notes:
isolated from mentha cardiaca. Isol. from Mentha pulegium (European pennyroyal) and other essential oils
  • Augustus Oils
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      89-79-2 isoPULEGOL 95%
       
  • Indukern F&F
  • Lluch Essence
    • Lluch Essence S.L.
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      ISOPULEGOL NATURAL EX- EUCALYPTUS CIT.
       
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  • OQEMA
    • OQEMA
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    • Penta International Corporation
      Chemistry innovation
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      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      09-60000 DL-ISOPULEGOL
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  • Riverside Aromatics
    • Riverside Aromatics Ltd.
      Speciality Aroma Chemicals, Naturals and Synthetics
      A specialist supplier of raw materials to the flavour industry.
      Peter Cannon & David Rowe established Riverside Aromatics in 2006 in Poole, UK, to offer a new type of specialist raw material supplier to the Flavour & Fragrance Industry. We bring together over 40 years of commercial & technical experience in the F&F industry which allows us to understand the needs of the Global F&F business and especially that of the West European Market.
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      NI6000 isoPULEGOL, NATURAL
       
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  • Synerzine
    • Synerzine, Inc.
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Synonyms   Articles   Notes   Search
Fragrance Demo Formulas    Flavor Demo Formulas
CAS Number: 89-79-2Picture of molecule3D/inchi
Other(deleted CASRN): 18674-66-3
ECHA EINECS - REACH Pre-Reg: 201-940-6
FDA UNII: 3TH92O3BXN
Nikkaji Web: J1.523.142D
Beilstein Number: 1906573
MDL: MFCD00134655
CoE Number: 2033
XlogP3-AA: 3.00 (est)
Molecular Weight: 154.25266000
Formula: C10 H18 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome, Edge or firefox)
EFSA/JECFA Comments: Register name to be changed to 1R,2S,5R-isopulegone. According to the JECFA: Min. assay value is "95 % (total of isomers; <1 % citronellal)". Composition of mixture not specified.
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: 755  isopulegol
DG SANTE Food Flavourings: 02.067  1R,2S,5R-isopulegol
FEMA Number: 2962 isopulegol
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):89-79-2 ; ISOPULEGOL
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.
Synonyms   Articles   Notes   Search   Top
Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: Yes
Specific Gravity: 0.90400 to 0.91300 @  25.00 °C.
Pounds per Gallon - (est).: 7.522 to  7.597
Refractive Index: 1.46800 to 1.47700 @  20.00 °C.
Melting Point: 78.00 °C. @ 760.00 mm Hg
Boiling Point: 216.00 to  218.00 °C. @ 760.00 mm Hg
Boiling Point: 91.00 °C. @ 12.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.099000 mmHg @ 25.00 °C. (est)
Flash Point: 195.00 °F. TCC ( 90.56 °C. )
logP (o/w): 2.724 (est)
Soluble in:
 alcohol
 water, 308.6 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: minty
 
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
 
Substantivity: 28 hour(s) at 100.00 %
 
 minty  cooling  medicinal  woody  
Odor Description:
at 10.00 % in dipropylene glycol. 
minty cooling medicinal woody
Luebke, William tgsc, (2017)
 
 
Flavor Type: minty
 
 minty  cooling  mentholic  peppermint  grassy  herbal  tropical  
Taste Description:
minty cooling mentholic peppermint grassy herbal tropical
Luebke, William tgsc, (2017)
 
Odor and/or flavor descriptions from others (if found).
 
Symrise
Isopulegol
Taste Description: minty, cooling, slightly fruity
Useful in: mint, fruity citrus, fruity red, sweet others.
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: fragrance
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Suppliers:
Augustus Oils
Iso Pulegol
Services
Aurochemicals
isoPULEGOL, Natural
BOC Sciences
For experimental / research use only.
isoPULEGOL 95%
Ernesto Ventós
ISOPULEGOL
Odor: MINTHY, HERBAL, SWEET-BITTER
ExtraSynthese
For experimental / research use only.
(-)-isoPulegol (GC) ≥99%
Indukern F&F
ISOPULEGOL
Odor: HERBAL, LICORICE
Lipo Chemicals
Coolact® P
Odor: characteristic
Use: Coolact® P is a sensory agent that provides a cooling effect to the skin. The product functions by directly stimulating the receptors at the nerve endings of the skin to produce a cooling sensation. Coolact® P provides a similar cooling effect to Menthol but without the Menthol odor.
Lluch Essence
ISOPULEGOL NATURAL EX- EUCALYPTUS CIT.
Nagar Haveli Perfumes & Aromatics
Iso Pulegol
Natural
Odor: Minty cooling medicinal woody
Natural Advantage
Isopulegol Nat
Flavor: cooling, fresh, herbaceous, minty
Riverside Aromatics LTD.is the exclusive distributor for Europe in UK for any non-US based inquiries
Natural Advantage
Isopulegol, laevo- Nat
Flavor: cooling, fresh, herbaceous, minty
OQEMA
isoPulegol
Penta International
DL-ISOPULEGOL
Penta International
ISOPULEGOL NATURAL
Reincke & Fichtner
isoPulegol
Riverside Aromatics
isoPULEGOL, NATURAL
Sigma-Aldrich
(-)-Isopulegol, ≥98%
Odor: minty
Certified Food Grade Products
Synerzine
isoPulegol
Takasago
Coolact® P
The Fragrance Museum
Vigon International
Isopulegol Purified
Odor: RATHER HARSH, CAMPHORACEOUS AND MINTY ODOR, WITH A ROSELEAF AND GERANIUM BACKGROUND
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
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 37/39 - Wear suitable gloves and eye/face protection.
 
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.
Human Experience:
8 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50  1030 ul/kg
Food and Cosmetics Toxicology. Vol. 13, Pg. 823, 1975.

Dermal Toxicity:
skin-rabbit LD50 3 ml/kg
Food and Cosmetics Toxicology. Vol. 13, Pg. 823, 1975.

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 (-)-isopulegol usage levels up to:
  6.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 850.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 3300.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 3900 (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: 3. Update in publication number(s): 22
Click here to view publication 3
 average usual ppmaverage maximum ppm
baked goods: 14.0000019.00000
beverages(nonalcoholic): 50.00000200.00000
beverages(alcoholic): 50.00000200.00000
breakfast cereal: --
cheese: --
chewing gum: 500.000001000.00000
condiments / relishes: --
confectionery froastings: 100.00000500.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: 12.0000015.00000
fruit ices: --
gelatins / puddings: 50.00000200.00000
granulated sugar: --
gravies: --
hard candy: 100.00000500.00000
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: 100.00000500.00000
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): 12.0000015.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): --
Edible ices, including sherbet and sorbet (03.0): --
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Chewing gum (05.0): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 50.00000100.00000
Bakery wares (07.0): 5.0000020.00000
Meat and meat products, including poultry and game (08.0): 14.0000019.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): --
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): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): --
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): --
Ready-to-eat savouries (15.0): --
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --
Synonyms   Articles   Notes   Search   Top
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alicyclic substances used as flavor ingredients. View pdf
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 57 (FGE.57)[1]: Consideration of two structurally related pulegone metabolites and one ester thereof evaluated by JECFA (55th meeting)
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
Scientific Opinion on Flavouring Group Evaluation 57, Revision 1 (FGE.57Rev1): consideration of isopulegone and three flavouring substances evaluated by JECFA (55th meeting)
View page or View pdf
Safety and efficacy of oct-1-en-3-ol, pent-1-en-3-ol, oct-1-en-3-one, oct-1-en-3-yl acetate, isopulegol and 5-methylhept-2-en-4-one, belonging to chemical group 5 and of isopulegone and a-damascone belonging to chemical group 8 when used as flavourings for all animal species
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 89-79-2
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7057942
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 (1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
Chemidplus: 0000089792
Synonyms   Articles   Notes   Search   Top
References:
Leffingwell: Chirality or Article
 (1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 89-79-2
Pubchem (cid): 7057942
Pubchem (sid): 135019731
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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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB36078
FooDB: FDB014912
Export Tariff Code: 2906.19.0000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
No odor group found for these
(-)-gamma-elemene 
alliaceous
 dibutyl sulfideFL/FR
balsamic
 betula pubescens bud oilFL/FR
 fir balsam absoluteFR
 fir balsam concreteFR
citrus
 bergamot acetoacetateFR
 lemongrass oilFL/FR
 lime oil fractionsFR
 litsea cubeba fruit oilFL/FR
alpha-methylene citronellalFR
 neroli ketoneFR
floral
 dihydrocarvyl acetateFL/FR
 glycoacetalFR
 karo karounde absoluteFR
 linaloolFL/FR
 melaleuca ericifolia leaf oilFR
 mimosa absoluteFL/FR
 mimosa absolute franceFL/FR
 mimosa absolute indiaFL/FR
 mimosa absolute moroccoFL/FR
 orange leaf absoluteFL/FR
fruity
 butyl 2-methyl butyrateFL/FR
 cyclohexyl crotonateFR
1,4-dibutyl-6,8-dioxabicyclo(3.2.1)octaneFR
1,4-diisopropyl-6,8-dioxabicyclo(3.2.1)octaneFR
1,2-dimethyl propyl 2-butenoate 
 grapefruit acetalFR
(Z)-3-hexen-1-yl isobutyrateFL/FR
2-methyl-2-pentenalFL/FR
 prenyl ethyl etherFL/FR
 alfalfa absoluteFR
 alfalfa oilFL/FR
 alfalfa resinoidFL/FR
 bark carbaldehydeFR
 bergoxaneFR
 bicyclogermacrene 
 butyl heptanoateFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
 citral / diisotridecyl acetalFR
3,7-dimethyl-6-octenoic acidFL/FR
 fresh nitrileFR
 galbanum oleoresinFL/FR
 galbanum resinoidFL/FR
 green specialtyFR
(Z)-3-hepten-1-olFL/FR
3-hepten-2-oneFL/FR
(Z)-3-hexen-1-olFL/FR
 hexyl butyrateFL/FR
 hexyl hexanoateFL/FR
 thiogeraniolFL/FR
 tricyclene-9-butenone 
3,5,5-trimethyl hexanolFL/FR
2,2,4-trimethyl-1,3-oxathiane 
herbal
 buchu oximeFR
(+)-alpha-campholenic aldehydeFL/FR
 canarium luzonicum oilFL/FR
1,4-cineoleFL/FR
 clary sage resin americaFR
isodihydrolavandulalFL/FR
6-hydroxydihydrotheaspirane (mixture of isomers)FL/FR
spike lavender oilFL/FR
 myrtenolFL/FR
 nonisyl formateFR
 oregano specialtyFR
 piperitoneFL/FR
 sabinene hydrateFL/FR
 theaspiraneFL/FR
 tricyclo(5.2.1.02,6)dec-3-enyl acetateFR
medicinal
meta-dimethyl hydroquinoneFL/FR
mentholic
 cornmint oil chinaFL/FR
 cornmint oil terpenelessFL/FR
(±)-mentholFL/FR
laevo-mentholFL/FR
dextro,laevo-mentholFL/FR
dextro-neomentholFL/FR
(±)-isomenthoneFL/FR
laevo-menthyl acetateFL/FR
 menthyl acetate racemicFL/FR
 peppermint cyclohexanoneFL/FR
dextro-piperitoneFL/FR
isopulegyl acetateFL/FR
minty
 cornmint oil japanFL/FR
dextro-dihydrocarvoneFL/FR
 diosphenolFL/FR
homomentholFL/FR
(±)-menthoneFL/FR
(-)-menthoneFL/FR
laevo-menthyl lactateFL/FR
 pennyroyal oilFL/FR
 pennyroyal oil fractionsFL/FR
 peppermint absoluteFL/FR
 peppermint oil americaFL/FR
 peppermint oil idahoFL/FR
 peppermint oil terpenelessFL/FR
isopropyl tiglateFL/FR
isopulegolFL/FR
(R)-(+)-pulegoneFR
isopulegoneFL/FR
2,4,4,6-tetramethyl cyclohexa-2,5-diene-1-oneFR
phenolic
4-methyl-2,6-dimethoxyphenolFL/FR
pine
 pine oil 85FR
spicy
 clove bud oilFL/FR
2,5-dimethyl bicyclo(3.2.1)-2-octen-3-yl acetate + 1,4-dimethyl bicyclo(3.2.1)-2-octen-3-yl acetateFR
3-(2-furyl) acroleinFL/FR
2-octanolFL/FR
black pepper oil CO2 extractFL/FR
sulfurous
 buchu mercaptanFL/FR
 mango thiolFL/FR
 passiflora acetateFL/FR
terpenic
 juniper branch oilFR
alpha-phellandreneFL/FR
woody
 bruyere root absoluteFR
 campheneFL/FR
(+)-campheneFL/FR
alpha-farneseneFL/FR
alpha-farnesene isomerFL/FR
 furfuryl thenyl ether 
 humulus lupulus extractFL/FR
 longifoleneFL/FR
 moss naphthaleneolFR
(±)-tetrahydronootkatoneFL/FR
alpha-thujene 
 xanthoxylum alatum roxb. oilFR
 
For Flavor
 
No flavor group found for these
2-acetyl-4-isopropenyl pyridineFL
2-acetyl-4-isopropyl pyridineFL
 betula pubescens bud oilFL/FR
 bicyclogermacrene 
sec-butyl-3-methyl but-2-ene thioateFL/FR
(+)-campheneFL/FR
1,2-dimethyl propyl 2-butenoate 
(-)-gamma-elemene 
 furfuryl thenyl ether 
3-(2-furyl) acroleinFL/FR
(Z)-3-hepten-1-olFL/FR
2-heptenoic acidFL
(Z)-3-hexenoic acidFL
 menthyl acetate racemicFL/FR
3-(methyl thio) hexanalFL
(E,E)-3,5-octadien-2-oneFL
 prenyl ethyl etherFL/FR
isopulegoneFL/FR
(±)-tetrahydronootkatoneFL/FR
alpha-thujene 
 tricyclene-9-butenone 
2,2,4-trimethyl-1,3-oxathiane 
2,4,4-trimethyl-1,3-oxathianeFL
camphoreous
 campheneFL/FR
6-hydroxydihydrotheaspirane (mixture of isomers)FL/FR
chemical
meta-dimethyl hydroquinoneFL/FR
citrus
 lemongrass oilFL/FR
 linaloolFL/FR
 litsea cubeba fruit oilFL/FR
cooling
1,4-cineoleFL/FR
spike lavender oilFL/FR
dextro,laevo-mentholFL/FR
isomentholFL
laevo-mentholFL/FR
laevo-menthyl lactateFL/FR
 peppermint oil americaFL/FR
 sabinene hydrateFL/FR
 theaspiraneFL/FR
 WS-3FL
creamy
3-hepten-2-oneFL/FR
floral
 dihydrocarvyl acetateFL/FR
3,7-dimethyl-6-octenoic acidFL/FR
 mimosa absolute moroccoFL/FR
 orange leaf absoluteFL/FR
fruity
 butyl 2-methyl butyrateFL/FR
 butyl heptanoateFL/FR
(Z)-3-hexen-1-yl isobutyrateFL/FR
 hexyl hexanoateFL/FR
2-methyl-2-pentenalFL/FR
green
 alfalfa oilFL/FR
 alfalfa resinoidFL/FR
(+)-alpha-campholenic aldehydeFL/FR
 canarium luzonicum oilFL/FR
 dibutyl sulfideFL/FR
dextro-dihydrocarvoneFL/FR
alpha-farneseneFL/FR
alpha-farnesene isomerFL/FR
 galbanum oleoresinFL/FR
 galbanum resinoidFL/FR
(Z)-3-hexen-1-olFL/FR
 hexyl butyrateFL/FR
isopropyl tiglateFL/FR
 thiogeraniolFL/FR
3,5,5-trimethyl hexanolFL/FR
herbal
isodihydrolavandulalFL/FR
mentholic
 cornmint oil terpenelessFL/FR
dextro-neomentholFL/FR
(±)-mentholFL/FR
 peppermint cyclohexanoneFL/FR
minty
 cornmint oil chinaFL/FR
 cornmint oil japanFL/FR
 diosphenolFL/FR
homomentholFL/FR
(±)-menthoneFL/FR
(±)-isomenthoneFL/FR
(-)-menthoneFL/FR
laevo-menthyl acetateFL/FR
 myrtenolFL/FR
 pennyroyal oilFL/FR
 pennyroyal oil fractionsFL/FR
 peppermint absoluteFL/FR
 peppermint oil idahoFL/FR
 peppermint oil terpenelessFL/FR
 piperitoneFL/FR
dextro-piperitoneFL/FR
isopulegolFL/FR
orris
 costus root oilFL
phenolic
4-methyl-2,6-dimethoxyphenolFL/FR
spicy
 clove bud oilFL/FR
2-octanolFL/FR
black pepper oil CO2 extractFL/FR
sulfurous
 buchu mercaptanFL/FR
 mango thiolFL/FR
terpenic
alpha-phellandreneFL/FR
tropical
 passiflora acetateFL/FR
vegetable
 potato butyraldehydeFL
waxy
 mimosa absoluteFL/FR
 mimosa absolute franceFL/FR
 mimosa absolute indiaFL/FR
 humulus lupulus extractFL/FR
 longifoleneFL/FR
isopulegyl acetateFL/FR
 
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Potential Uses:
 apricotFR
 caramelFL
 cherryFR
 citronellaFR
 eucalyptus oil replacerFR
 geraniumFR
 herbalFR
 lemongrassFR
 mandarinFR
 mintFR
 oral care agents 
 peachFR
 pennyroyalFL/FR
 peppermintFR
 plumFR
 raspberryFR
 rose leafFL/FR
 spearmintFR
 tuberoseFR
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Occurrence (nature, food, other): note
 cornmint oil
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 eucalyptus citriodora
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 hesperozygis rhododon
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 hesperozygis ringens
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 lemon balm shoot
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 lemon leaf oil
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 lemongrass plant
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 mandarin fruit
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 oregano shoot
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 pepper black pepper fruit
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 pepper black pepper seed
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 petitgrain lemon oil
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 rosemary plant
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Synonyms:
 coolact P (Takasago)
 koolada-OBMA synthetic
(1R,3R,4S)-p-menth-8-en-3-ol
(1R,3R,4S)-para-menth-8-en-3-ol
p-8,9-menthen-3-ol
p-8(9)-menthen-3-ol
para-8,9-menthen-3-ol
para-8(9)-menthen-3-ol
(1R-(1alpha,2beta,5alpha))-5-methyl-2-(1-methyl ethenyl) cyclohexanol
(1R,2S,5R)-5-methyl-2-(1-methyl ethenyl) cyclohexanol
(1R-(1alpha,2beta,5alpha))-5-methyl-2-(1-methylethenyl)cyclohexanol
(1R,2S,5R)-5-methyl-2-(1-methylethenyl)cyclohexanol
(1R,2R,5S)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
(1R,2R,5S)-2-isopropenyl-5-methyl cyclohexanol
(-)-L-isopulegol
(-)-laevo-isopulegol
1R,2S,5R-isopulegol
L-isopulegol
laevo-isopulegol
isopulegol purified
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Articles:
PubMed: Lewis acid catalysis and Green oxidations: sequential tandem oxidation processes induced by Mn-hyperaccumulating plants.
PubMed: Intramolecular hydrogen transfer reaction: menthon from isopulegol.
PubMed: Airborne antituberculosis activity of Eucalyptus citriodora essential oil.
PubMed: Saturated long-chain esters of isopulegol as novel permeation enhancers for transdermal drug delivery.
PubMed: In Vivo Potential Anti-Inflammatory Activity of Melissa officinalis L. Essential Oil.
PubMed: GABA(A) receptor modulation by terpenoids from Sideritis extracts.
PubMed: β-Cyclodextrin as the suitable molecular container for isopulegol enantiomers.
PubMed: Effect of unsaturated menthol analogues on the in vitro penetration of 5-fluorouracil through rat skin.
PubMed: Terpenoids of plant origin inhibit morphogenesis, adhesion, and biofilm formation by Candida albicans.
PubMed: Olfactory discrimination ability of South African fur seals (Arctocephalus pusillus) for enantiomers.
PubMed: Revision of the stereochemistry of elisabethatriene, a putative biosynthetic intermediate of pseudopterosins.
PubMed: Prokaryotic squalene-hopene cyclases can be converted to citronellal cyclases by single amino acid exchange.
PubMed: MOFs as multifunctional catalysts: one-pot synthesis of menthol from citronellal over a bifunctional MIL-101 catalyst.
PubMed: Activation-independent cyclization of monoterpenoids.
PubMed: A DFT analysis of thermal decomposition reactions important to natural products.
PubMed: Bioactivity against Tribolium castaneum Herbst (Coleoptera: Tenebrionidae) of Cymbopogon citratus and Eucalyptus citriodora essential oils grown in Colombia.
PubMed: Characterization and antioxidant activity of essential oils from fresh and decaying leaves of Eucalyptus tereticornis.
PubMed: Silylene-mediated ring contraction of homoallylic ethers to form allylic silanes.
PubMed: Effects of isopulegol on pentylenetetrazol-induced convulsions in mice: possible involvement of GABAergic system and antioxidant activity.
PubMed: Gastroprotective activity of isopulegol on experimentally induced gastric lesions in mice: investigation of possible mechanisms of action.
PubMed: Reactivity in the confined spaces of zeolites: the interplay between spectroscopy and theory to develop structure-activity relationships for catalysis.
PubMed: Cyclisation of citronellal over heterogeneous inorganic fluorides--highly chemo- and diastereoselective catalysts for (+/-)-isopulegol.
PubMed: Zr-zeolite beta: a new heterogeneous catalyst system for the highly selective cascade transformation of citral to (+/-)-menthol.
PubMed: A cavitand with a fluorous rim acts as an amine receptor.
PubMed: Synthesis of a dialuminum-substituted silicotungstate and the diastereoselective cyclization of citronellal derivatives.
PubMed: Fragrance Material Review on isopulegol.
PubMed: Menthol shares general anesthetic activity and sites of action on the GABA(A) receptor with the intravenous agent, propofol.
PubMed: Sedative effect of monoterpene alcohols in mice: a preliminary screening.
PubMed: Central nervous system activity of acute administration of isopulegol in mice.
PubMed: Synthesis of +-dihydro-epi-deoxyarteannuin B.
PubMed: Probing the Lewis acidity and catalytic activity of the metal-organic framework [Cu3(btc)2] (BTC=benzene-1,3,5-tricarboxylate).
PubMed: Enantioselective organocatalytic formal [3 + 3]-cycloaddition of alpha,beta-unsaturated aldehydes and application to the asymmetric synthesis of (-)-isopulegol hydrate and (-)-cubebaol.
PubMed: The essential oils from Zanthoxylum schinifolium pericarp induce apoptosis of HepG2 human hepatoma cells through increased production of reactive oxygen species.
PubMed: The number of functional olfactory receptor genes and the relative size of olfactory brain structures are poor predictors of olfactory discrimination performance with enantiomers.
PubMed: The super-cooling agent icilin reveals a mechanism of coincidence detection by a temperature-sensitive TRP channel.
PubMed: Olfactory discrimination ability of human subjects for enantiomers with an isopropenyl group at the chiral center.
PubMed: Sn-Beta zeolite as diastereoselective water-resistant heterogeneous Lewis-acid catalyst for carbon-carbon bond formation in the intramolecular carbonyl-ene reaction.
PubMed: Biotransformation of citronellal by Solanum aviculare suspension cultures: preparation of p-menthane-3,8-diols and determination of their absolute configurations.
PubMed: About the stereoelectronics of the intramolecular addition of allylsilanes to aldehydes.
PubMed: Changes in essential oil during enzyme-assisted ensiling of lemongrass (Cymbopogon citratus Stapf.) and lemon eucalyptus (Eucalyptus citriodora Hook).
PubMed: A short route to (-)-mintlactone by thallium(III)-mediated cyclization of (-)-isopulegol.
PubMed: Ethnobotany, volatile oils and secretion tissues of werneria poposa from Argentina.
PubMed: Comparison of antimicrobial properties of monoterpenes and their carbonylated products.
PubMed: Pheromone syntheses: a tropical approach. Enantioselective synthesis of the (2R,6S,10S) and (2S,6S,10S) isomers of methyl 2,6,10-trimethyldodecanoate.
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