Cafestol
precursor
Showing entry for Cafestol
Identification
- PhytoHub ID
- PHUB000006
- Name
- Cafestol
- Systematic Name
- Not Available
- Synonyms
- (−)-cafestol
- Cafesterol
- CAS Number
- 469-83-0
- Average Mass
- 316.441
- Monoisotopic Mass
- 316.203844762
- Chemical Formula
- C20H28O3
- IUPAC Name
- (1S,4S,12S,13R,16S,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6-dien-17-ol
- InChI Key
- DNJVYWXIDISQRD-JTSSGKSMSA-N
- InChI Identifier
InChI=1S/C20H28O3/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/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3/t13-,15+,17-,18+,19-,20-/m0/s1
- SMILES
C[C@@]12CCC3=C(C=CO3)[C@H]1CC[C@@]13C[C@H](CC[C@@H]21)[C@@](O)(CO)C3
- Structure
Structure for Cafestol
Calculated Properties
- Solubility (ALOGPS)
- 1.80e-02 g/l
- LogS (ALOGPS)
- -4.24
- LogP (ALOGPS)
- 3.04
- Hydrogen Acceptors
- 2
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 1
- Polar Surface Area
- 53.60000000000001
- Refractivity
- 88.55009999999999
- Polarizability
- 75.87981266270646
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -2.7454146697920976
- pKa (strongest acidic)
- 13.685426593369503
- 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
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", "Benzofurans", "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", "Benzofuran", "Cyclic alcohol", "Furan", "Heteroaromatic compound", "Hydrocarbon derivative", "Naphthofuran", "Organic oxygen compound", "Organooxygen compound", "Oxacycle", "Primary alcohol", "Tertiary alcohol"]
Spectra from Phytohub
Food Sources
Role as Biomarker of intake
No roles as Biomarker of intake found