Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate)

Identification

PhytoHub ID
PHUB000913
Name
Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate)
Synonyms
Not Available
CAS Number
Not Available
Average Mass
655.76
Monoisotopic Mass
655.277480455
Chemical Formula
C30H45N3O11S
IUPAC Name
2-amino-4-{[1-(carboxymethylcarbamoyl)-2-{[(1S,12S,17R)-6,10,17-trihydroxy-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁵,⁹]nonadec-5(9)-en-7-yl]sulfanyl}ethyl]carbamoyl}butanoic acid
InChI Key
CWHSNVYWYFOEQJ-XOOUWMDMSA-N
InChI Identifier
InChI=1S/C30H45N3O11S/c1-28-9-18(35)24-22(15(28)6-7-29-8-14(2-4-19(28)29)30(43,12-29)13-34)23(39)27(44-24)45-11-17(25(40)32-10-21(37)38)33-20(36)5-3-16(31)26(41)42/h14-19,23,27,34-35,39,43H,2-13,31H2,1H3,(H,32,40)(H,33,36)(H,37,38)(H,41,42)/t14?,15?,16?,17?,18?,19?,23?,27?,28-,29+,30+/m1/s1
SMILES
C[C@@]12CC(O)C3=C(C(O)C(O3)SCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O)C1CC[C@@]13CC(CCC21)[C@@](O)(CO)C3
Structure

Calculated Properties

Solubility (ALOGPS)
4.18e-01 g/l
LogS (ALOGPS)
-3.20
LogP (ALOGPS)
-3.08
Hydrogen Acceptors
12
Hydrogen Donors
9
Rotatable Bond Count
12
Polar Surface Area
248.96999999999994
Refractivity
159.88000000000005
Polarizability
67.28398611076561
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
9.311345895281136
pKa (strongest acidic)
1.781959152250963
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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

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