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

PrecursorMetaboliteSpeciesBiofluids
Cafestol Cafestol (2-hydroxy-)mousebile Publications
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