Record Information
Version1.0
Creation date2015-10-09 22:32:10 UTC
Update date2017-01-19 02:36:33 UTC
FoodComEx IDPC000714
FoodDB RecordFDB014499
Chemical Information
Name(-)-Menthol
DescriptionPresent in large amts. in peppermint oil (Mentha piperita), also in other Mentha subspecies. It is used in confectionery and perfumery. Flavouring agent (-)-menthol is the major occuring menthol stereoisomer in nature. (-)-Menthol is found in many foods, some of which are lovage, sweet basil, sweet marjoram, and orange mint.
CAS Number2216-51-5
Structure
Thumb
Synonyms
SynonymSource
(-)-(1R,3R,4S)-Mentholbiospider
(-)-Mentholdb_source
(-)-menthyl alcoholbiospider
(-)-trans-p-menthan-cis-olbiospider
(1a,2b,5a)-5-Methyl-2(1-methylethyl)cyclohexanolGenerator
(1alpha,2beta,5alpha)-5-methyl-2(1-methylethyl)cyclohexanolbiospider
(1R-(1-a,2-b,5-a))-5-Methyl-2-(1-methylethyl)cyclohexanolGenerator
(1R-(1-alpha,2-beta,5-alpha))-5-Methyl-2-(1-methylethyl)cyclohexanolChEBI
(1R-(1-α,2-β,5-α))-5-methyl-2-(1-methylethyl)cyclohexanolGenerator
(1R,2S,5R)-(-)-MentholHMDB
(1R,2S,5R)-2-isopropyl-5-methylcyclohexanolbiospider
(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanolbiospider
(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-olbiospider
(1R,2S,5R)-5-methyl-2-propan-2-yl-cyclohexan-1-olbiospider
(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-olbiospider
(1R,3R,4S)-(-)-MENTHOLbiospider
(1R)-(-)-Mentholbiospider
(1α,2β,5α)-5-methyl-2(1-methylethyl)cyclohexanolGenerator
(R)-(-)-MentholHMDB
1-MentholHMDB
5-Methyl-2-propan-2-ylcyclohexan-1-olHMDB
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-biospider
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,3R,4S)-biospider
D-(-)-MentholHMDB
FEMA 2665db_source
HexahydrothymolHMDB
L-(-)-mentholbiospider
L-mentholbiospider
Levomentholbiospider
LevomentholumChEBI
LevomentolChEBI
Menthacamphordb_source
Menthol, (1R,3R,4S)-(-)-biospider
Menthol, l-biospider
MenthomentholHMDB
P-Menthan-3-olHMDB
Peppermint camphordb_source
U.S.p. mentholHMDB
Chemical FormulaC10H20O
IUPAC name(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
InChI IdentifierInChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
InChI KeyNOOLISFMXDJSKH-KXUCPTDWSA-N
Isomeric SMILESCC(C)[C@@H]1CC[C@@H](C)C[C@H]1O
Average Molecular Weight156.269
Monoisotopic Molecular Weight156.151415264
Chemical Taxonomy
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Cyclohexanol
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP3.40GRIFFIN,S ET AL. (1999)
Experimental Water Solubility0.49 mg/mL at 25 oCCHEMICALS INSPECTION AND TESTING INSTITU (1992)
Melting PointMp 42.5-43°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 500 mg
Delivery TimeNot Available
Storage Formliquid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci X7298
Glentham GK4093
Toronto Research Chemicals M218875