Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate)
Showing entry for Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate)
Identification
- PhytoHub ID
- PHUB000913
- Name
- Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate)
- Systematic Name
- Not Available
- 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[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]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[[email protected]@]12CC(O)C3=C(C(O)C(O3)SCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O)C1CC[[email protected]@]13CC(CCC21)[[email protected]@](O)(CO)C3
- Structure
Structure for Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate)
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
- 68.34345255860144
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- 9.311345895281136
- pKa (strongest acidic)
- 1.781959152250963
- Number of Rings
- 5
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
External Links
No external links
Precursor Taxonomy
| Precursor | Family | Class | Sub-class | |
|---|---|---|---|---|
| Cafestol | Terpenoids | Diterpenoids | Not Available | Show Precursor |
Spectra
No spectra information available
Food Sources
| Precursor | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Cafestol | Arabica coffee | Coffee and coffee products | Publications | Show | |
| Cafestol | Arabica coffee oil | Coffee and coffee products | Publications | Show | |
| Cafestol | Coffee | Coffee and coffee products | Publications | Show | |
| Cafestol | Robusta coffee | Coffee and coffee products | Publications | Show |
Metabolism
| Precursor | Metabolite | Species | Biofluids | Origin | Formula | Monoisotopic mass | |||
|---|---|---|---|---|---|---|---|---|---|
| Cafestol | Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate) | mouse | bile | unknown | C30H45N3O11S | 655.277480455 | Publications |