Caffeine
precursor
Showing entry for Caffeine
Identification
- PhytoHub ID
- PHUB000789
- Name
- Caffeine
- Systematic Name
- 1,3,7-trimethylxanthine
- Synonyms
- 1,3,7-trimethylxanthine
- 3-Methyltheobromine
- Coffeine
- Guaranine
- Thein
- Theine
- CAS Number
- 58-08-2
- Average Mass
- 194.194
- Monoisotopic Mass
- 194.080375578
- Chemical Formula
- C8H10N4O2
- IUPAC Name
- 1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
- InChI Key
- RYYVLZVUVIJVGH-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
- SMILES
CN1C=NC2=C1C(=O)N(C)C(=O)N2C
- Structure
Structure for Caffeine
Calculated Properties
- Solubility (ALOGPS)
- 1.10e+01 g/l
- LogS (ALOGPS)
- -1.25
- LogP (ALOGPS)
- -0.24
- Hydrogen Acceptors
- 3
- Hydrogen Donors
- 0
- Rotatable Bond Count
- 0
- Polar Surface Area
- 58.440000000000005
- Refractivity
- 49.8312
- Polarizability
- 18.9549309213843
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -1.1587287861082745
- pKa (strongest acidic)
- Not Available
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- PubChem
- 2519
- ChEBI
- 27732
- FooDB (Foods)
- FDB002100
- Chemistry Dashboard
- DTXSID0020232
- KNApSAcK
- C00001492
- MetaboLights
- MTBLC27732
- Exposome Explorer
- 567
- PeakForestCompound
- 000614
Taxonomy as Food Phytochemical
- Family
- N-containing compounds
- Class
- Alkaloids
- Sub-class
- Purines and pyrimidines
Taxonomy as Metabolite
- Metabolite Family
- N-containing compound metabolites
- Metabolite Class
- Alkaloid metabolites
- Metabolite Sub-class
- Purines and pyrimidines (parent, host and microbial metabolites)
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Caffeine | N-containing compounds | Alkaloids | Purines and pyrimidines | Show Food Phytochemical |
| Theobromine | N-containing compounds | Alkaloids | Purines and pyrimidines | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Imidazopyrimidines
- Super-class
- Organoheterocyclic compounds
- Sub-class
- Purines and purine derivatives
- Direct Parent Name
- Xanthines
- Alternative Parent Names
- ["6-oxopurines", "Alkaloids and derivatives", "Azacyclic compounds", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Lactams", "N-substituted imidazoles", "Organic oxides", "Organonitrogen compounds", "Organooxygen compounds", "Organopnictogen compounds", "Pyrimidones", "Ureas", "Vinylogous amides"]
- External Descriptor Annotations
- ["Purine alkaloids", "a small molecule", "purine alkaloid", "trimethylxanthine"]
- Substituent Names
- ["6-oxopurine", "Alkaloid or derivatives", "Aromatic heteropolycyclic compound", "Azacycle", "Azole", "Heteroaromatic compound", "Hydrocarbon derivative", "Imidazole", "Lactam", "N-substituted imidazole", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Purinone", "Pyrimidine", "Pyrimidone", "Urea", "Vinylogous amide", "Xanthine"]
PeakForest Spectra ( Experimental Spectra from Phytohub Collaborators )
| Record ID | Source | Description | View |
|---|---|---|---|
| PFs000002 | PeakForest | Caffeine; LC-ESI-QTOF Bruker; MS; POSITIVE; | View Spectra |
| PFs000003 | PeakForest | Caffeine; LC-ESI-Orbitrap; MS; POSITIVE; | View Spectra |
| PFs000004 | PeakForest | Caffeine; LC-ESI-Orbitrap; MS; POSITIVE; | View Spectra |
| PFs000005 | PeakForest | Caffeine; LC-ESI-Orbitrap; MS2; POSITIVE; CE 40 eV; | View Spectra |
Spectra from Phytohub
Food Sources
Food Sources of its Food Phytochemical(s)
Role as Biomarker of intake
No roles as Biomarker of intake found