Kahweol
precursor
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)[[email protected]]1CC[C@@]13C[C@@H](CC[C@@H]21)[C@@](O)(CO)C3
- Structure
Structure for Kahweol
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
- Not Available
- Metabolite Class
- Not Available
- Metabolite Sub-class
- Not Available
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Kahweol | Terpenoids | Diterpenoids | Not Available | Show 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 Online Resources
No spectra information available
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Arabica coffee | Coffee and coffee products | Publications | Show | |
| Coffee | Coffee and coffee products | Publications | Show | |
| Robusta coffee | Coffee and coffee products | Publications | Show |
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Kahweol | Arabica coffee | Coffee and coffee products | Publications | Show | |
| Kahweol | Coffee | Coffee and coffee products | Publications | Show | |
| Kahweol | Robusta coffee | Coffee and coffee products | 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Kahweol | Kahweol | human | urine | unchanged | Not Available | Not Available | 1-5% | C20H26O3 | 314.188194697 | Detailed Intervention Studies | |||
| Kahweol | Kahweol glucuronide | human | urine (minor) | host metabolism | Not Available | Not Available | Not Available | C26H34O9 | 490.5518874 | Publications | |||
| Kahweol | Kahweol sulfate | human | urine (minor) | host metabolism | Not Available | Not Available | Not Available | C20H26O6S | 394.4883325 | Publications |
Inter-Individual Variations Metabolism
No data on inter-individual variations available