Record Information
Version1.0
Creation date2015-10-09 22:30:53 UTC
Update date2017-01-19 02:36:25 UTC
FoodComEx IDPC000488
FoodDB RecordFDB002100
Chemical Information
NameCaffeine
DescriptionComponent of coffee beans (Coffea arabica), many other Coffea subspecies, chocolate (Theobroma cacao), tea (Camellia thea), kolanut (Cola acuminata) and several other Cola subspecies and several other plants. It is used in many cola-type beverages as a flavour enhancer. Caffeine is found in many foods, some of which are black cabbage, canola, jerusalem artichoke, and yellow bell pepper.
CAS Number58-08-2
Structure
Thumb
Synonyms
SynonymSource
1-Methyl-theobrominebiospider
1-Methyltheobrominebiospider
1,3,7-Trimethyl-2,6-dioxo-1,2,3,6-tetrahydropurinebiospider
1,3,7-Trimethyl-2,6-dioxopurinebiospider
1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dionebiospider
1,3,7-Trimethylpurine-2,6-dionebiospider
1,3,7-Trimethylxanthinedb_source
3,7-dihydro-1,3,7-Trimethyl-1H-purin-2,6-dionChEBI
3,7-dihydro-1,3,7-Trimethyl-1H-purine-2,6-dioneHMDB
3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione, 9CIdb_source
7-Methyl theophyllinebiospider
7-MethyltheophyllineChEBI
Anhydrous caffeineChEBI
Anhydrous caffeine (jp15)HMDB
CafeinaChEBI
CafeineChEBI
Caffeinbiospider
Cafipeldb_source
CoffeinChEBI
Coffeinedb_source
FEMA 2224db_source
Guaraninedb_source
HycomineHMDB
KoffeinChEBI
LanorinalHMDB
MateinaChEBI
Methyltheobromidebiospider
Methyltheobrominedb_source
Methylxanthine theophyllineHMDB
Monohydrate caffeineHMDB
PropoxypheneHMDB
TeinaChEBI
Theinbiospider
Theinedb_source
Chemical FormulaC8H10N4O2
IUPAC name1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
InChI IdentifierInChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
InChI KeyRYYVLZVUVIJVGH-UHFFFAOYSA-N
Isomeric SMILESCN1C=NC2=C1C(=O)N(C)C(=O)N2C
Average Molecular Weight194.1906
Monoisotopic Molecular Weight194.080375584
Chemical Taxonomy
Description Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentXanthines
Alternative Parents
Substituents
  • Xanthine
  • Purinone
  • 6-oxopurine
  • Alkaloid or derivatives
  • Pyrimidone
  • Pyrimidine
  • N-substituted imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Imidazole
  • Azole
  • Urea
  • Lactam
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-0.07HANSCH,C ET AL. (1995)
Experimental Water Solubility21.6 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 236° (phase transition at 141°)DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci J93990
AKSci O926
Cayman Chemical 14118
Glentham GP3094
MetaSci HMDB0001847
Sigma-Aldrich HMDB0001847
Toronto Research Chemicals C080100
Toronto Research Chemicals KIT1175