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 Online Resources

Record IDSourceDescriptionView
JP000249MassBankEI-B Spectrum - -, [M]+*View Spectra
JP001568MassBankEI-B Spectrum - -, [M]+*View Spectra
JP002472MassBankEI-B Spectrum - -, [M]+*View Spectra
JP003593MassBankEI-B Spectrum - -, [M]+*View Spectra
JP003595MassBankEI-B Spectrum - -, [M]+*View Spectra
JP003596MassBankEI-B Spectrum - -, [M]+*View Spectra
JP003597MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006346MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006566MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006931MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006932MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006933MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006934MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006935MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007386MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007387MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007388MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007389MassBankEI-B Spectrum - -, [M]+*View Spectra
JP008410MassBankEI-B Spectrum - -, [M]+*View Spectra
JP008411MassBankEI-B Spectrum - -, [M]+*View Spectra
PS043602ReSpectN/A Spectrum - 20, [M+H]+View Spectra

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-053r-9300000000-d9c35833e73c8655fb232012-07-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0ldl-9000000000-abf2f837df49fbedc53c2012-07-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0007-9000000000-adee6385265c6606326d2012-07-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positivesplash10-00ea-9100000000-e3f1b7b69a021063fabb2012-08-31View Spectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-DX-300) , Positivesplash10-00ea-9100000000-d69777874c9615b7e7512012-08-31View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-39d327015211bdc2b4e82017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-6900000000-67e6c41c2a8d759d6caf2017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9200000000-88888989ba15a9dc02692017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-3a700dc611fb070e6b452017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-86ed17c709dc4636ad412017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bti-6900000000-fc116bf41f068d3f6f752017-06-28View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05mk-9800000000-bb8a9e58bdc61e2654e62021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053e-9100000000-6405f7fe35f6f6bdc8c52021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-fee5c7d55bf523973cbf2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-f6034c6a8245c68a37ac2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-7efa42d43b7858e2c2ce2021-09-22View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zfr-0900000000-b6eef0a7f66ac7e97e782021-09-22View 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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