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[C@H](C[C@@]12C)C(C)=C
Structure
Similar Structures

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 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 Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0PositiveNot AvailableView Spectrum
LC-MS/MSLC-ESI-QFTThermo Fisher Scientific Q-ExactivePositive75VView Spectrum
LC-MS/MSLC-ESI-QFTThermo Fisher Scientific Q-ExactivePositive15VView Spectrum
LC-MS/MSLC-ESI-QFTThermo Fisher Scientific Q-ExactivePositive90VView Spectrum
LC-MS/MSLC-ESI-QFTThermo Fisher Scientific Q-ExactivePositive45VView Spectrum
LC-MS/MSLC-ESI-QFTThermo Fisher Scientific Q-ExactivePositive60VView Spectrum
LC-MS/MSLC-ESI-QFTThermo Fisher Scientific Q-ExactivePositive30VView Spectrum
LC-MS/MSLC-ESI-QUNKNOWNPositive15VView Spectrum
LC-MS/MSLC-ESI-QUNKNOWNPositive30VView Spectrum
LC-MS/MSLC-ESI-QUNKNOWNPositive45VView Spectrum
LC-MS/MSLC-ESI-QUNKNOWNPositive60VView Spectrum
LC-MS/MSLC-ESI-QUNKNOWNPositive75VView Spectrum
LC-MS/MSLC-ESI-QUNKNOWNPositive90VView 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

Food Sources

NameGroup
GrapefruitFruit, Citrus PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

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

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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