Nootkatone
precursor
Showing entry for Nootkatone
Identification
- PhytoHub ID
- PHUB000141
- Name
- Nootkatone
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 218.34
- Monoisotopic Mass
- 218.167065328
- Chemical Formula
- C15H22O
- IUPAC Name
- (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one
- InChI Key
- WTOYNNBCKUYIKC-JMSVASOKSA-N
- InChI Identifier
InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
- SMILES
C[C@@H]1CC(=O)C=C2CC[[email protected]](C[C@@]12C)C(C)=C
- Structure
Structure for Nootkatone
Calculated Properties
- Solubility (ALOGPS)
- 2.88e-02 g/l
- LogS (ALOGPS)
- -3.88
- LogP (ALOGPS)
- 3.89
- Hydrogen Acceptors
- 1
- Hydrogen Donors
- 0
- Rotatable Bond Count
- 1
- Polar Surface Area
- 17.07
- Refractivity
- 68.0705
- Polarizability
- 26.25568360744511
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -4.825729591983798
- pKa (strongest acidic)
- 18.412459882920057
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- Yes
- MDDR-like Rule
- No
External Links
- ChEBI
- 81377
- PubChem
- 1268142
- Chemistry Dashboard
- DTXSID8047050
- MetaboLights
- MTBLC81377
- PeakForestCompound
- 000132
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Sesquiterpenoids
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Prenol lipids
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Sesquiterpenoids
- Direct Parent Name
- Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
- Alternative Parent Names
- ["Cyclohexenones", "Hydrocarbon derivatives", "Organic oxides"]
- External Descriptor Annotations
- ["sesquiterpenoid"]
- Substituent Names
- ["Aliphatic homopolycyclic compound", "Carbonyl group", "Cyclic ketone", "Cyclohexenone", "Eremophilane sesquiterpenoid", "Hydrocarbon derivative", "Ketone", "Organic oxide", "Organic oxygen compound", "Organooxygen compound"]
Spectra from Online Resources
| Record ID | Source | Description | View |
|---|---|---|---|
| JP005158 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP005486 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP005490 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006313 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP006314 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP007136 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Grapefruit | Fruit, Citrus | 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Nootkatone | Nootkatone-13,14-diol | rabbit | urine (major) | Not Available | Not Available | Not Available | Not Available | C15H24O3 | 252.172544633 | Publications |
Inter-Individual Variations Metabolism
No data on inter-individual variations available