(-)-Menthol
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
Structure for (-)-Menthol
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
External Links
- ChEBI
- 18451
- ChEBI
- 15409
- ChEBI
- 15402
- PubChem
- 16666
- Chemistry Dashboard
- DTXSID1022180
- MetaboLights
- MTBLC15409
- PeakForestCompound
- 000055
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 ID | Source | Description | View |
|---|---|---|---|
| JP000249 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP001568 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP002472 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP003593 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP003595 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP003596 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP003597 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006346 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006566 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006931 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006932 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006933 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006934 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006935 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP007386 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP007387 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP007388 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP007389 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP008410 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP008411 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| PS043602 | ReSpect | N/A Spectrum - 20, [M+H]+ | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Mint | Herbs and Spices | Publications | Show | |
| Peppermint | Herbs and Spices | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| (-)-Menthol | Menthane-3,7-diol (p-) | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H20O2 | 172.146329884 | Publications | |||
| (-)-Menthol | Menthane (3-Hydroxy-p-, 7-carboxylic acid) | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H18O3 | 186.12559444 | Publications | |||
| (-)-Menthol | Methane (3,8-dihydroxy-7-carboxylic acid) | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H18O4 | 202.12050906 | Publications | |||
| (-)-Menthol | Menthane-3,7,8-triol (p-) | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H20O3 | 188.2678032 | Publications | |||
| (-)-Menthol | Menthane-3,8-diol (p-) | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H20O2 | 172.146329884 | Publications | |||
| (-)-Menthol | Menthol glucuronide | human rat | plasma (major), urine (major) | Not Available | Not Available | Not Available | Not Available | C16H28O7 | 332.183503242 | Publications | |||
| (-)-Menthol | Menthane (3,8-dihydroxy-p-, 7-carboxylic acid) | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H18O4 | 202.12050906 | Publications | |||
| (-)-Menthol | Menthane-3,9-diol (p-) | rat | urine | Not Available | Not Available | Not Available | Not Available | C10H20O2 | 172.146329884 | Publications | |||
| (-)-Menthol | Menthane-3,8-diol glucuronide (p-) | rat | urine | Not Available | Not Available | Not Available | Not Available | C17H28O9 | 376.4046996 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|