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-[(carboxymethyl)carbamoyl]-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
Taxonomy as Metabolite
- Family
- Terpenoid metabolites
- Class
- Diterpenoid metabolites
- Sub-class
- Not Available
Taxonomy of its Precursor(s)
| Precursor | Family | Class | Sub-class | |
|---|---|---|---|---|
| Cafestol | Terpenoids | Diterpenoids | Not Available | Show Precursor |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Carboxylic acids and derivatives
- Super-class
- Organic acids and derivatives
- Sub-class
- Amino acids, peptides, and analogues
- Direct Parent Name
- Oligopeptides
- Alternative Parent Names
- ["Alpha amino acid amides", "Alpha amino acids", "Amino acids", "Carbonyl compounds", "Carboxylic acids", "Cyclic alcohols and derivatives", "Cysteine and derivatives", "Dicarboxylic acids and derivatives", "Dihydrofurans", "Diterpenoids", "Gamma-glutamyl peptides", "Glutamine and derivatives", "Heterocyclic fatty acids", "Hydrocarbon derivatives", "Hydroxy fatty acids", "Monoalkylamines", "Monothioacetals", "N-acyl amines", "N-acyl-alpha amino acids", "Naphthofurans", "Organic oxides", "Organopnictogen compounds", "Oxacyclic compounds", "Oxasteroids and derivatives", "Polyols", "Primary alcohols", "Secondary alcohols", "Secondary carboxylic acid amides", "Sulfenyl compounds", "Tertiary alcohols"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["17-oxasteroid", "Alcohol", "Aliphatic heteropolycyclic compound", "Alpha-amino acid", "Alpha-amino acid amide", "Alpha-amino acid or derivatives", "Alpha-oligopeptide", "Amine", "Amino acid", "Amino acid or derivatives", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Cyclic alcohol", "Cysteine or derivatives", "Dicarboxylic acid or derivatives", "Dihydrofuran", "Diterpenoid", "Fatty acyl", "Fatty amide", "Gamma-glutamyl alpha peptide", "Glutamine or derivatives", "Heterocyclic fatty acid", "Hydrocarbon derivative", "Hydroxy fatty acid", "Monothioacetal", "N-acyl-alpha amino acid or derivatives", "N-acyl-alpha-amino acid", "N-acyl-amine", "N-substituted-alpha-amino acid", "Naphthofuran", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Organosulfur compound", "Oxacycle", "Polyol", "Primary alcohol", "Primary aliphatic amine", "Primary amine", "Secondary alcohol", "Secondary carboxylic acid amide", "Steroid", "Sulfenyl compound", "Tertiary alcohol"]
Spectra from Online Resources
No spectra information available
Food Sources
No food source information available
Food Sources of its Precursor(s)
| 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 | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cafestol | Cafestol (2-hydroxy-, 3,4-epoxide, glutathione conjugate) | mouse | bile | unknown | Not Available | Not Available | Not Available | C30H45N3O11S | 655.277480455 | Publications |
Inter-Individual Variations Metabolism
No data on inter-individual variations available