Menthol

Details

• Internal ID: 1cd4636a-9a51-47f4-888c-3cae0d013e93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 5-methyl-2-propan-2-ylcyclohexan-1-ol
• SMILES (Canonical): CC1CCC(C(C1)O)C(C)C
• SMILES (Isomeric): CC1CCC(C(C1)O)C(C)C
• InChI: InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3
• InChI Key: NOOLISFMXDJSKH-UHFFFAOYSA-N
• Popularity: 9,664 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.26 g/mol
• Exact Mass: 156.151415257 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.00

Synonyms

• dl-Menthol
• 1490-04-6
• 2-Isopropyl-5-methylcyclohexanol
• 15356-70-4
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-
• 89-78-1
• Menthyl alcohol
• p-Menthan-3-ol
• (+/-)-Menthol
• Mentholum
• Caswell No. 540
• Mineral ice
• Hexahydrothymol
• 5-methyl-2-propan-2-ylcyclohexan-1-ol
• 3-Hydroxy-p-menthane
• CCRIS 9231
• EINECS 216-074-4
• 3-p-Menthol
• Menthol [USP]
• EPA Pesticide Chemical Code 051601
• rac-Menthol
• HSDB 593
• DTXSID8029650
• Robitussin Cough Drops
• AI3-08161
• Therapeutic mineral ice
• 5-Methyl-2-(1-methylethyl)cyclohexanol
• 2-Isopropyl-5-methylcyclohexan-1-ol
• UNII-L7T10EIP3A
• Neomenthol
• DTXCID30805
• 5-methyl-2-(propan-2-yl)cyclohexan-1-ol
• CHEBI:25187
• (1R,2S,5R)-Menthol
• EC 216-074-4
• (+/-)-p-Menthan-3-ol
• (+)-Neo-menthol
• Menthol (USP)
• 4-Isopropyl-1-methylcyclohexan-3-ol
• MFCD00001484
• (1S, 2S, 5R)-(+)-Neomenthol
• 20747-49-3
• Menthol 1000 microg/mL in Acetonitrile
• 1-methyl-4-isopropyl-3-hydroxycyclohexane
• Fisherman's friend lozenges
• 5-Methyl-2-(1-methylethyl)-cyclohexanol
• Menthol, racemic
• 3-p-Menthanol
• Menthol, cis-1,3,trans-1,4-
• D - menthol
• dl-3-p-Menthanol
• MEGGEZONE
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.alpha.,5.beta.)-
• 5-methyl-2-(propan-2-yl)cyclohexanol
• CAS-1490-04-6
• Racementhol [BAN:INN]
• (+)-p-Menthan-3-ol
• (1R,2R,5R)-Isomenthol
• RACEMIC MENTHOL U.S.P.
• (1S,2R,5R)-(+)-Isomenthol
• Menthol racemate
• MFCD00062979
• cis-1,3-trans-1,4-(+-)-menthol
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.alpha.)-
• 2-Isopropyl-5-methyl-cyclohexanol
• cis-1 ,3-trans-1,4-(+-)-menthol
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1S-(1.alpha.,2.alpha.,5.beta.)]-
• (-)menthol
• NCGC00159382-02
• DL - menthol
• (-) menthol
• BOHENAO
• M0321
• Menthol, 99%
• dl-Menthol (JP17)
• MENTHOL (II)
• MENTHOL (MART.)
• Menthol, (.+.)-
• MENTHOL, UNSPECIFIED
• SCHEMBL4612
• L7T10EIP3A
• Menthol, (.+/-.)-
• Ciclohexanol, 5-metil-2-(1-metiletil)-, (1r, 2s, 5r)-rel-
• Menthol, puriss., 99.0%
• CHEMBL256087
• DL-Menthol, analytical standard
• MENTHOL (USP MONOGRAPH)
• LEVOMENTHOL OR RACEMENTHOL
• MENTHOL, UNSPECIFIED FORM
• SALONPAS COMPONENT MENTHOL
• AMY3077
• Fisherman's friend lozenges (TN)
• BDBM248162
• HMS3744K19
• 2-Isopropyl-5-methylcyclohexanol #
• 491-01-0
• BCP27552
• BCP31841
• CS-M3737
• HY-N1369
• menthol crystals; 15356-70-4
• MENTHOL COMPONENT OF SALONPAS
• Tox21_200010
• Tox21_303464
• 1-Methyl-4-isopropyl-3-cyclohexanol
• BBL009325
• DL-Menthol, >=95%, FCC, FG
• LS-886
• STK802468
• ( inverted exclamation markA)-Menthol
• AKOS000119740
• AKOS016843634
• AM81446
• SB35230
• SB44308
• SB44857
• (2R)-2-isopropyl-5-methyl-cyclohexanol
• Menthol, SAJ special grade, >=98.0%
• NCGC00159382-03
• NCGC00159382-04
• NCGC00159382-05
• NCGC00159382-06
• NCGC00257403-01
• NCGC00257564-01
• HY-75161
• LS-57201
• LS-89531
• SY004225
• SY010603
• VS-02042
• Levomenthol; D-(-)-Menthol; (-)-Menthol
• CS-0016777
• FT-0600039
• FT-0604399
• FT-0604426
• FT-0604430
• FT-0620596
• FT-0625488
• FT-0695077
• FT-0695078
• FT-0695079
• (DL)-5-methyl-2-(1-methylethyl)cyclohexanol
• EN300-19914
• LEVOROTATORY-MENTHOL OR RACEMIC-MENTHOL
• (+/-)-Menthol, racemic, >=98.0% (GC)
• 2-Isopropy-5-methylcyclohexanol-1,2,6,6-d4
• D04849
• D04918
• E80543
• (1S,2R,5R)-2-isopropyl-5-methyl-cyclohexanol
• A808833
• A809442
• J-500418
• Q27109870
• 5-methyl-2-(1-methylethyl)cyclohexanol (1alpha, 2beta, 5alpha)
• Menthol-plus it inverted exclamation markas 3 isomers-1,2,6,6-d4
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1alpha,2beta,5alpha)-(+-)-
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.alpha.)-(.+.)-
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1.alpha.,2.beta.,5.alpha.)-(.+/-.)-
• Cyclohexanol, 5-methyl-2-(1-methylethyl)-, [1R-(1.alpha.,2.alpha.,5.beta.)]-
• L-Menthol; (-)-Menthol; Levomenthol; Menthomenthol;2-isopropyl-5-methyl-cyclohexanol;Menthol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	28400 nM	EC50	PMID: 20356305

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.50%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.84%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.82%	95.58%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.85%	97.23%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.93%	95.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.88%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.82%	85.14%

Plants that contains it

• Achillea cuneatiloba
• Actaea cimicifuga
• Actaea dahurica
• Actaea simplex
• Agathosma betulina
• Agrimonia pilosa
• Akebia quinata
• Akebia trifoliata
• Artemisia argyi
• Artemisia dracunculus
• Artemisia lagocephala
• Artemisia montana
• Artemisia princeps
• Artemisia rubripes
• Atalantia buxifolia
• Camellia sinensis
• Capsicum annuum
• Chaerophyllum macrospermum
• Clinopodium brownei
• Clinopodium gilliesii
• Clinopodium grandiflorum
• Clinopodium menthifolium subsp. menthifolium
• Clinopodium nepeta subsp. spruneri
• Clinopodium pamphylicum
• Clinopodium serpyllifolium subsp. fruticosum
• Conioselinum anthriscoides
• Conioselinum smithii
• Conioselinum tenuissimum
• Cymbopogon citratus
• Dittrichia viscosa subsp. viscosa
• Elsholtzia ciliata
• Lavandula stoechas
• Leonurus japonicus
• Leonurus sibiricus
• Litchi chinensis
• Malus sylvestris
• Mentha × piperita
• Mentha × verticillata
• Mentha aquatica
• Mentha arvensis
• Mentha canadensis
• Mentha longifolia
• Mesosphaerum sidifolium
• Minthostachys glabrescens
• Minthostachys mollis
• Mosla chinensis
• Nepeta tenuifolia
• Ocimum gratissimum subsp. gratissimum
• Origanum vulgare
• Perilla frutescens
• Pimenta dioica
• Pinellia ternata
• Platostoma africanum
• Rosa centifolia
• Scutellaria barbata
• Senna alexandrina
• Solanum tuberosum
• Thymus carnosus
• Thymus quinquecostatus
• Thymus vulgaris
• Vitex agnus-castus
• Vitex negundo
• Wurfbainia longiligularis
• Wurfbainia villosa
• Wurfbainia villosa var. xanthioides
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 1254
• NPASS: NPC223468
• ChEMBL: CHEMBL256087
• LOTUS: LTS0024927
• wikiData: Q27109870