precursor metabolite

Showing entry for Kahweol

Identification

PhytoHub ID
PHUB000010
Name
Kahweol
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
6894-43-5
Average Mass
314.425
Monoisotopic Mass
314.188194697
Chemical Formula
C20H26O3
IUPAC Name
(1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6,10-trien-17-ol
InChI Key
JEKMKNDURXDJAD-HWUKTEKMSA-N
InChI Identifier
InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3/t13-,15-,17+,18-,19+,20+/m1/s1
SMILES
C[C@@]12C=CC3=C(C=CO3)[C@H]1CC[C@@]13C[C@@H](CC[C@@H]21)[C@@](O)(CO)C3
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
2.01e-02 g/l
LogS (ALOGPS)
-4.19
LogP (ALOGPS)
2.97
Hydrogen Acceptors
2
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
53.60000000000001
Refractivity
89.51269999999998
Polarizability
35.49468732619253
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.7926234671860763
pKa (strongest acidic)
13.685413916695513
Number of Rings
5
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Taxonomy as Metabolite

Metabolite Family
Terpenoid metabolites
Metabolite Class
Diterpenoid metabolites
Metabolite Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
KahweolTerpenoidsDiterpenoidsNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Naphthofurans
Super-class
Organoheterocyclic compounds
Sub-class
Not Available
Direct Parent Name
Naphthofurans
Alternative Parent Names
["1,2-diols", "Cyclic alcohols and derivatives", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Oxacyclic compounds", "Primary alcohols", "Tertiary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1,2-diol", "Alcohol", "Aromatic heteropolycyclic compound", "Cyclic alcohol", "Furan", "Heteroaromatic compound", "Hydrocarbon derivative", "Naphthofuran", "Organic oxygen compound", "Organooxygen compound", "Oxacycle", "Primary alcohol", "Tertiary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
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
Arabica coffeeCoffee and coffee products PublicationsShow
CoffeeCoffee and coffee products PublicationsShow
Robusta coffeeCoffee and coffee products PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
KahweolArabica coffeeCoffee and coffee products PublicationsShow
KahweolCoffeeCoffee and coffee products PublicationsShow
KahweolRobusta coffeeCoffee and coffee products PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Kahweol KahweolhumanurineunchangedNot AvailableNot Available1-5%C20H26O3314.188194697 Detailed Intervention Studies Publications
Kahweol Kahweol glucuronidehumanurine (minor)host metabolismNot AvailableNot AvailableNot AvailableC26H34O9490.5518874 Publications
Kahweol Kahweol sulfatehumanurine (minor)host metabolismNot AvailableNot AvailableNot AvailableC20H26O6S394.4883325 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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