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[[email protected]@H]1CC(=O)C=C2CC[[email protected]](C[[email protected]@]12C)C(C)=C
Structure

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

Taxonomy as Precursor

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 IDSourceDescriptionView
JP005158MassBankEI-B Spectrum - -, [M]+*View Spectra
JP005486MassBankEI-B Spectrum - -, [M]+*View Spectra
JP005490MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006313MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006314MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007136MassBankEI-B Spectrum - -, [M]+*View Spectra

Food Sources

NameGroup
GrapefruitFruit, Citrus PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Nootkatone Nootkatone-13,14-diolrabbiturine (major)Not AvailableNot AvailableNot AvailableNot AvailableC15H24O3252.172544633 Publications

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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