RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet IDRM0032992
RefMet nameCaffeine
Systematic name1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
SynonymsPubChem Synonyms
Exact mass194.080376 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC8H10N4O2View other entries in RefMet with this formula
Molecular descriptors
Molfile37886 (Download molfile/View MW Metabolite Database details)
InChIInChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
InChIKeyRYYVLZVUVIJVGH-UHFFFAOYSA-NView other enantiomers/diastereomers of this metabolite in RefMet
SMILESCn1cnc2c1c(=O)n(C)c(=O)n2C
Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super ClassNucleic acids
Main ClassPurines
Sub ClassXanthines
Distribution of Caffeine in NMDR studies
SpeciesPlot Species distribution
Sample sourcePlot Sample source(tissue) distribution
PlatformPlatform (MS/NMR) used for detection
ChromatographyChromatography methods used for detection
StudiesNMDR Studies reporting Caffeine
External Links
Pubchem CID2519
ChEBI ID27732
KEGG IDC07481
HMDB IDHMDB0001847
Chemspider ID2424
MetaCyc ID1-3-7-TRIMETHYLXANTHINE
EPA CompToxDTXCID40232
PhytoHub DBPHUB000789
NPAtlas DBNP007904
Spectral data for Caffeine standards
BMRB ID(NMR)View NMR spectra
NP-MRD ID(NMR)View NMR spectra
MassBank(EU)View MS spectra
Structural annotation level
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Caffeine

Rxn IDKEGG ReactionEnzyme
R07939 Caffeine + NADPH + Oxygen + H+ <=> 1,7-Dimethylxanthine + NADP+ + Formaldehyde + H2Ocaffeine:oxygen oxidoreductase (N3-demethylating)
R07954 Caffeine + NADH + H+ + Oxygen <=> 1,7-Dimethylxanthine + NAD+ + Formaldehyde + H2Ocaffeine:oxygen oxidoreductase (N3-demethylating)

Table of KEGG human pathways containing Caffeine

Pathway IDHuman Pathway# of reactions
hsa00232 Caffeine metabolism 1
hsa01100 Metabolic pathways 1
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