Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37886
Common Name:	Caffeine
Systematic Name:	1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
RefMet Name:	Caffeine
Synonyms:	[PubChem Synonyms]
Exact Mass:	194.0804 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C8H10N4O2
InChIKey:	RYYVLZVUVIJVGH-UHFFFAOYSA-N
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Imidazopyrimidines [C0001797]
ClassyFire subclass:	Purines and purine derivatives [C0000245]
ClassyFire direct parent:	Xanthines [C0000247]
Massbank MS spectra:	View MS spectra
NP-MRD NMR spectra:	View NMR spectra
SMILES:	Cn1cnc2c1c(=O)n(C)c(=O)n2C
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	2519
CHEBI ID:	27732
HMDB ID:	HMDB0001847
KEGG ID:	C07481
Chemspider ID:	2424
METLIN ID:	1455
BMRB ID:	bmse000206
MetaCyc ID:	1-3-7-TRIMETHYLXANTHINE
Natural Products Atlas ID:	NP007904
NP-MRD ID(NMR):	NP0000009
EPA CompTox DB:	DTXCID40232
Plant Metabolite Hub(Pmhub):	MS000000295
PhytoHub ID:	PHUB000789

Calculated physicochemical properties (?):

Heavy Atoms:	14
Rings:	2
Aromatic Rings:	2
Rotatable Bonds:	0
van der Waals Molecular volume:	151.46 Å3 molecule-1
Toplogical Polar Sufrace Area:	61.82 Å2 molecule-1
Hydrogen Bond Donors:	0
Hydrogen Bond Acceptors:	6
logP:	0.77
Molar Refractivity:	51.41
Fraction sp3 Carbons:	0.38
sp3 Carbons:	3

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

REACTOME pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y