precursor

Showing entry for (-)-Menthol

Identification

PhytoHub ID
PHUB000062
Name
(-)-Menthol
Systematic Name
Not Available
Synonyms
  • Peppermint camphor
CAS Number
2216-51-5
Average Mass
156.269
Monoisotopic Mass
156.151415264
Chemical Formula
C10H20O
IUPAC Name
(1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexan-1-ol
InChI Key
NOOLISFMXDJSKH-KXUCPTDWSA-N
InChI Identifier
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
SMILES
CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
5.58e-01 g/l
LogS (ALOGPS)
-2.45
LogP (ALOGPS)
2.68
Hydrogen Acceptors
1
Hydrogen Donors
1
Rotatable Bond Count
1
Polar Surface Area
20.23
Refractivity
47.4453
Polarizability
19.640337341804248
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.8087842408951698
pKa (strongest acidic)
19.54964736878105
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
Yes
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Monoterpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Monoterpenoids
Direct Parent Name
Menthane monoterpenoids
Alternative Parent Names
["Cyclic alcohols and derivatives", "Cyclohexanols", "Hydrocarbon derivatives", "Monocyclic monoterpenoids"]
External Descriptor Annotations
["Cyclic monoterpenes", "Menthane monoterpenoids", "p-menthan-3-ol"]
Substituent Names
["Alcohol", "Aliphatic homomonocyclic compound", "Cyclic alcohol", "Cyclohexanol", "Hydrocarbon derivative", "Monocyclic monoterpenoid", "Organic oxygen compound", "Organooxygen compound", "P-menthane monoterpenoid", "Secondary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
GC-MSGC-MSNot AvailableNot AvailableNot AvailableView Spectrum
GC-MSEI-Binstrument=JEOL JMS-D-3000positiveNot AvailableView Spectrum
GC-MSEI-Binstrument=JEOL JMS-DX-300positiveNot AvailableView Spectrum
GC-MSGC-MSNot AvailableNot AvailableNot AvailableView Spectrum
GC-MSGC-EI-QCollected by Yilin Wang May 2020 for CannabisDB, instrument= Agilent 7890B GC, Agilent 5977A MSDPositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O[Si](C)(C)C)PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0EiNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0EiNot AvailableView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive10VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive25VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadPositive40VView Spectrum
LC-MS/MSEI-B (JEOL JMS-D-3000)Not AvailablePositiveVView Spectrum
LC-MS/MSEI-B (JEOL JMS-DX-300)Not AvailablePositiveVView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive40VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative40VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-ID 4.0Positive10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-ID 4.0Positive20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-ID 4.0Positive40VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-ID 4.0Negative10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-ID 4.0Negative20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-ID 4.0Negative40VView Spectrum

Food Sources

NameGroup
MintHerbs and Spices PublicationsShow
PeppermintHerbs and Spices PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
(-)-Menthol Menthane-3,7-diol (p-)raturineNot AvailableNot AvailableNot AvailableNot AvailableC10H20O2172.146329884 Publications
(-)-Menthol Menthane (3-Hydroxy-p-, 7-carboxylic acid)raturineNot AvailableNot AvailableNot AvailableNot AvailableC10H18O3186.12559444 Publications
(-)-Menthol Methane (3,8-dihydroxy-7-carboxylic acid)raturineNot AvailableNot AvailableNot AvailableNot AvailableC10H18O4202.12050906 Publications
(-)-Menthol Menthane-3,7,8-triol (p-)raturineNot AvailableNot AvailableNot AvailableNot AvailableC10H20O3188.2678032 Publications
(-)-Menthol Menthane-3,8-diol (p-)raturineNot AvailableNot AvailableNot AvailableNot AvailableC10H20O2172.146329884 Publications
(-)-Menthol Menthol glucuronidehuman ratplasma (major), urine (major)Not AvailableNot AvailableNot AvailableNot AvailableC16H28O7332.183503242 Publications
(-)-Menthol Menthane (3,8-dihydroxy-p-, 7-carboxylic acid)raturineNot AvailableNot AvailableNot AvailableNot AvailableC10H18O4202.12050906 Publications
(-)-Menthol Menthane-3,9-diol (p-)raturineNot AvailableNot AvailableNot AvailableNot AvailableC10H20O2172.146329884 Publications
(-)-Menthol Menthane-3,8-diol glucuronide (p-)raturineNot AvailableNot AvailableNot AvailableNot AvailableC17H28O9376.4046996 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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