Identification

PhytoHub ID
PHUB000914
Name
Cafestol (2-hydroxy-)
Synonyms
Not Available
CAS Number
Not Available
Average Mass
332.44
Monoisotopic Mass
332.198759382
Chemical Formula
C20H28O4
IUPAC Name
(1S,12S,16S,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadeca-5(9),6-diene-10,17-diol
InChI Key
XKTUWCSUXHKDDV-RGBPUHBWSA-N
InChI Identifier
InChI=1S/C20H28O4/c1-18-9-15(22)17-13(5-7-24-17)14(18)4-6-19-8-12(2-3-16(18)19)20(23,10-19)11-21/h5,7,12,14-16,21-23H,2-4,6,8-11H2,1H3/t12-,14?,15?,16?,18+,19-,20-/m0/s1
SMILES
C[C@@]12CC(O)C3=C(C=CO3)C1CC[C@@]13C[C@H](CCC21)[C@@](O)(CO)C3
Structure

Calculated Properties

Solubility (ALOGPS)
7.28e-02 g/l
LogS (ALOGPS)
-3.66
LogP (ALOGPS)
1.87
Hydrogen Acceptors
3
Hydrogen Donors
3
Rotatable Bond Count
1
Polar Surface Area
73.83000000000001
Refractivity
89.91159999999999
Polarizability
0.0
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.856189423414616
pKa (strongest acidic)
13.235085789946538
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Precursor Taxonomy

PrecursorFamilyClassSub-class
CafestolTerpenoidsDiterpenoidsNot AvailableShow Precursor

Spectra

No spectra information available

Food Sources

PrecursorFood SourceFood Source Group
CafestolArabica coffeeCoffee and coffee products PublicationsShow
CafestolCoffeeCoffee and coffee products PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Cafestol Cafestol (2-hydroxy-)mousebileC20H28O4332.198759382 Publications
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