Identification

PhytoHub ID
PHUB000006
Name
Cafestol
Synonyms
  • (−)-cafestol
  • Cafesterol
CAS Number
Not Available
Average Mass
316.441
Monoisotopic Mass
316.203844762
Chemical Formula
C20H28O3
IUPAC Name
cafestol
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

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
0.0
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.7454146697920976
pKa (strongest acidic)
13.685426593369503
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Taxonomy

Family
Terpenoids
Class
Diterpenoids
Sub-class
Not Available

Spectra

No spectra information available

Food Sources

NameGroup
Arabica coffeeCoffee and coffee products PublicationsShow
Arabica coffee oilCoffee and coffee products PublicationsShow
CoffeeCoffee and coffee products PublicationsShow
Robusta coffeeCoffee and coffee products PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Cafestol Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate)mousebileC30H45N3O11S655.277480455 Publications
Cafestol Cafestol (2-hydroxy-)mousebileC20H28O4332.198759382 Publications
Cafestol Cafestol (2-hydroxy-,3,4-epoxide)mousebileC20H28O5348.193674002 Publications
Cafestol Cafestol glucuronidehuman mousebile, blood, urineC26H36O9492.5678392 Publications
Cafestol Cafestol sulfatehumanurineC20H28O6S396.5042844 Publications
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