1.0 2010-04-08 22:11:18 UTC 2019-11-26 03:10:11 UTC FDB014499 (-)-Menthol Present 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. (-)-(1R,3R,4S)-Menthol (-)-Menthol (-)-menthyl alcohol (-)-trans-p-menthan-cis-ol (1a,2b,5a)-5-Methyl-2(1-methylethyl)cyclohexanol (1alpha,2beta,5alpha)-5-methyl-2(1-methylethyl)cyclohexanol (1R-(1-a,2-b,5-a))-5-Methyl-2-(1-methylethyl)cyclohexanol (1R-(1-alpha,2-beta,5-alpha))-5-Methyl-2-(1-methylethyl)cyclohexanol (1R-(1-α,2-β,5-α))-5-methyl-2-(1-methylethyl)cyclohexanol (1R,2S,5R)-(-)-Menthol (1R,2S,5R)-2-isopropyl-5-methylcyclohexanol (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol (1R,2S,5R)-5-methyl-2-propan-2-yl-cyclohexan-1-ol (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol (1R,3R,4S)-(-)-MENTHOL (1R)-(-)-Menthol (1α,2β,5α)-5-methyl-2(1-methylethyl)cyclohexanol (R)-(-)-Menthol 1-Menthol 5-Methyl-2-propan-2-ylcyclohexan-1-ol Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)- Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1R,3R,4S)- D-(-)-Menthol FEMA 2665 Hexahydrothymol L-(-)-menthol L-menthol Levomenthol Levomentholum Levomentol Menthacamphor Menthol, (1R,3R,4S)-(-)- Menthol, l- Menthomenthol P-Menthan-3-ol Peppermint camphor U.S.p. menthol C10H20O 156.269 156.151415264 (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol menthol 2216-51-5 CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O InChI=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 NOOLISFMXDJSKH-KXUCPTDWSA-N 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. Menthane monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homomonocyclic compounds Cyclic alcohols and derivatives Cyclohexanols Hydrocarbon derivatives Monocyclic monoterpenoids Alcohol Aliphatic homomonocyclic compound Cyclic alcohol Cyclohexanol Hydrocarbon derivative Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Secondary alcohol Cyclic monoterpenes Menthane monoterpenoids Menthane monoterpenoids p-menthan-3-ol Solid logp 2.68 ALOGPS logs -2.45 ALOGPS solubility 5.58e-01 g/l ALOGPS melting_point Mp 42.5-43° logp 2.66 ChemAxon pka_strongest_acidic 19.55 ChemAxon pka_strongest_basic -0.81 ChemAxon iupac (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol ChemAxon average_mass 156.269 ChemAxon mono_mass 156.151415264 ChemAxon smiles CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O ChemAxon formula C10H20O ChemAxon inchi InChI=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 ChemAxon inchikey NOOLISFMXDJSKH-KXUCPTDWSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.45 ChemAxon polarizability 19.69 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1888 Specdb::MsIr 1939 Specdb::MsIr 1940 Specdb::MsIr 1941 Specdb::EiMs 703 Specdb::NmrOneD 1955 Specdb::NmrOneD 2993 Specdb::MsMs 2259 Specdb::MsMs 2260 Specdb::MsMs 2261 Specdb::MsMs 5908 Specdb::MsMs 5909 Specdb::MsMs 240172 Specdb::MsMs 240173 Specdb::MsMs 240174 Specdb::MsMs 242227 Specdb::MsMs 242228 Specdb::MsMs 242229 Specdb::MsMs 2468431 Specdb::MsMs 2468432 Specdb::MsMs 2468433 Specdb::MsMs 2498033 Specdb::MsMs 2498034 Specdb::MsMs 2498035 Specdb::CMs 948 Specdb::CMs 5679 Specdb::CMs 27245 Specdb::CMs 28272 Specdb::CMs 31454 Specdb::CMs 38581 Specdb::CMs 103766 Specdb::CMs 135059 Specdb::CMs 142793 HMDB03352 15409 #<Reference:0x000055ce32234fa0> #<Reference:0x000055ce32234de8> #<Reference:0x000055ce32234c30> #<Reference:0x000055ce32234a78> #<Reference:0x000055ce322348c0> #<Reference:0x000055ce32234708> #<Reference:0x000055ce32234550> #<Reference:0x000055ce32234398> #<Reference:0x000055ce322341e0> #<Reference:0x000055ce32234028> #<Reference:0x000055ce32233e20> #<Reference:0x000055ce32233c68> #<Reference:0x000055ce32233ab0> #<Reference:0x000055ce322338f8> #<Reference:0x000055ce32233740> Bitter gourd Type 1 specific Momordica charantia 3673 Black elderberry Type 1 specific Sambucus nigra 4202 Black tea Type 1 Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Coconut Type 1 specific Cocos nucifera 13894 Common sage Type 1 specific Salvia officinalis 38868 Corn Type 1 specific Zea mays 4577 Cornmint Type 1 specific Mentha arvensis 292239 1390.1 1494.4 1285.8 mg/100 g Green tea Type 1 Guava Type 1 specific Psidium guajava 120290 Herbal tea Type 1 Herbs and Spices Unknown generic Lovage Type 1 specific Levisticum officinale 48042 Mentha Type 1 specific Mentha 21819 Orange mint Type 1 specific Mentha aquatica 190902 178.5775 357.0 0.155 mg/100 g Peppermint Type 1 specific Mentha X piperita 34256 345.3 345.3 345.3 mg/100 g Red tea Type 1 Spearmint Type 1 specific Mentha spicata 29719 24.875 31.0 18.75 mg/100 g Sunflower Type 1 specific Helianthus annuus 4232 27250.0 27250.0 27250.0 mg/100 g Sweet basil Type 1 specific Ocimum basilicum 39350 1.8 1.8 1.8 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 Tarragon Type 1 specific Artemisia dracunculus 72341 27.5 27.5 27.5 mg/100 g Tea Type 1 specific Camellia sinensis 4442 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. camphoraceous cooling mentholic minty peppermint tobacco Allergenic 43 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anesthetic 62 Anti acetylcholinesterase 76 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti halitosic 314 Anti histaminic 331 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Anti listeria 408 A substance that kills or slows the growth of bacteria. Anti neuralgic 469 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti odontalgic 487 Anti pruritic 558 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti pyretic 567 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti tartar 640 Anti-aggregant 94 Anti-allergic 103 A drug used to treat allergic reactions. Anti-asthmatic 134 A drug used to treat asthma. Anti-bacillus 143 A substance that kills or slows the growth of bacteria. Anti-bronchitic 154 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-dandruff 219 Anti-escherichic 269 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-rheumatic 585 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-salmonella 591 A substance that kills or slows the growth of bacteria. Anti-sinusitic 617 Anti-spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-staphylococcic 627 A substance that kills or slows the growth of bacteria. Anti-streptococcic 631 A substance that kills or slows the growth of bacteria. Anti-vaginitic 686 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-vulvitic 691 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Bradycardic 734 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Bronchomucolytic 737 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Bronchomucotropic 738 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Bronchorrheic 741 Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Candidicide 756 Carminative 774 Central nervous system depressant 812 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Central nervous system stimulant 816 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Choleretic 801 Ciliotoxic 807 Congestant 829 Convulsant 832 Counterirritant 839 Decongestant 862 A drug used to relieve nasal congestion in the upper respiratory tract. Dermatitigenic 875 Diaphoretic 879 Enterorelaxant 908 Expectorant 925 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Gastrosedative 948 A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion. Irritant 1055 Myorelaxant 1134 Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). Neurodepressant 1149 Neuropathogenic 1157 Nociceptive 1170 Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Refrigerant 1280 A substance used in a thermodynamic heat pump cycle or refrigeration cycle that undergoes a phase change from a gas to a liquid and back. Refrigerants are used in air-conditioning systems and freezers or refrigerators and are assigned a "R" number (by ASHRAE - formerly the American Society of Heating, Refrigerating and Air Conditioning Engineers), which is determined systematically according to their molecular structure. Rubefacient 1301 Termiticide 1349 Transdermal 1374 Vibriocide 1427