Identification

PhytoHub ID
PHUB000006
Name
Cafestol
Synonyms
  • 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
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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