Cafestol (2-hydroxy-,3,4-epoxide)
Showing entry for Cafestol (2-hydroxy-,3,4-epoxide)
Identification
- PhytoHub ID
- PHUB000915
- Name
- Cafestol (2-hydroxy-,3,4-epoxide)
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 348.439
- Monoisotopic Mass
- 348.193674002
- Chemical Formula
- C20H28O5
- IUPAC Name
- (1S,13S,17R,18R)-18-(hydroxymethyl)-13-methyl-7,9-dioxahexacyclo[15.2.1.0^{1,14}.0^{4,13}.0^{5,10}.0^{6,8}]icos-5(10)-ene-11,18-diol
- InChI Key
- HTBXMMAMMYSHPY-UTHCWJHUSA-N
- InChI Identifier
InChI=1S/C20H28O5/c1-18-7-12(22)15-14(16-17(24-15)25-16)11(18)4-5-19-6-10(2-3-13(18)19)20(23,8-19)9-21/h10-13,16-17,21-23H,2-9H2,1H3/t10?,11?,12?,13?,16?,17?,18-,19+,20+/m1/s1
- SMILES
C[C@@]12CC(O)C3=C(C4OC4O3)C1CC[C@@]13C[C@@H](CCC21)[C@@](O)(CO)C3
- Structure
Structure for Cafestol (2-hydroxy-,3,4-epoxide)
Calculated Properties
- Solubility (ALOGPS)
- 3.31e-01 g/l
- LogS (ALOGPS)
- -3.02
- LogP (ALOGPS)
- 0.59
- Hydrogen Acceptors
- 5
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 1
- Polar Surface Area
- 82.45
- Refractivity
- 90.62429999999999
- Polarizability
- 37.57473296615247
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -3.075750749555005
- pKa (strongest acidic)
- 13.469958411618176
- Number of Rings
- 6
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Metabolite
- Family
- Terpenoid metabolites
- Class
- Diterpenoid metabolites
- Sub-class
- Not Available
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Cafestol | Terpenoids | Diterpenoids | Not Available | Show Food Phytochemical |
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Cafestol | Arabica coffee | Coffee and coffee products | Publications | Show | |
| Cafestol | Arabica coffee oil | Coffee and coffee products | Publications | Show | |
| Cafestol | Coffee | Coffee and coffee products | Publications | Show | |
| Cafestol | 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cafestol | Cafestol (2-hydroxy-,3,4-epoxide) | mouse | bile | unknown | Not Available | Not Available | Not Available | C20H28O5 | 348.193674002 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|