Caffeine

Caffeine is a methylxanthine alkaloid found in the seeds, nuts, or leaves of a number of plants native to South America and East Asia that acts as a natural pesticide. Structurally related to adenosine and acts primarily as an adenosine receptor antagonist with psychotropic and anti-inflammatory activities. Upon ingestion, caffeine binds to adenosine receptors in the central nervous system (CNS), which inhibits adenosine binding. This inhibits the adenosine-mediated downregulation of CNS activity; thus, stimulating the activity of the medullary, vagal, vasomotor, and respiratory centers in the brain. This agent also promotes neurotransmitter release that further stimulates the CNS. The anti-inflammatory effects of caffeine are due the nonselective competitive inhibition of phosphodiesterases (PDEs). Inhibition of PDEs raises the intracellular concentration of cyclic AMP (cAMP), activates protein kinase A, and inhibits leukotriene synthesis, which leads to reduced inflammation and innate immunity. Inhibitor of Notum.

General

Type : Purine,Alkaloid,Natural,Drug,Not A\/B H target

Chemical_Nomenclature : 1,3,7-trimethylpurine-2,6-dione

Canonical SMILES : CN1C=NC2=C1C(=O)N(C(=O)N2C)C

InChI : InChI=1S\/C8H10N4O2\/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2\/h4H,1-3H3

InChIKey : RYYVLZVUVIJVGH-UHFFFAOYSA-N

Other name(s) : 1,3,7-Trimethylxanthine,Guaranine,Thein,Methyltheobromine,Cafeina,Theine,Koffein,Mateina,Caffein,Coffeine,Caffedrine,Dexitac,Nodaca,7-Methyltheophylline,Vivarin,3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione,Coffein,Phensal,Coffeinum,Tirend,1,3,7-Trimethyl-2,6-dioxopurine,1,3,7-Trimethylpurine-2,6-dione,1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-,1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione,Anacin,1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione,CHEMBL113,CFF,CHEBI:27732,SCHEMBL5671,FBT Fu Brick Theophylline


MW : 194.19

Formula : C8H10N4O2

CAS_number : 58-08-2

PubChem : 2519

UniChem : RYYVLZVUVIJVGH-UHFFFAOYSA-N

IUPHAR :

Wikipedia : Caffeine

Target

Families : Caffeine ligand of proteins in family: Pectinacetylesterase-Notum || Lipase_3

Stucture : 6TV4 Caffeine- human Notum complex

Protein : human-NOTUM || rhimi-lipas

References (4)

Title : Theophylline Extracted from Fu Brick Tea Affects the Metabolism of Preadipocytes and Body Fat in Mice as a Pancreatic Lipase Inhibitor - Liu_2022_Int.J.Mol.Sci_23_2525
Author(s) : Liu TT , Liu XT , Huang GL , Liu L , Chen QX , Wang Q
Ref : Int J Mol Sci , 23 : , 2022
Abstract : Liu_2022_Int.J.Mol.Sci_23_2525
ESTHER : Liu_2022_Int.J.Mol.Sci_23_2525
PubMedSearch : Liu_2022_Int.J.Mol.Sci_23_2525
PubMedID: 35269668

Title : Neurological effects of acute exposure to caffeine and organophosphates in mice - Lukawski_2021_Pol.J.Vet.Sci_24_211
Author(s) : Lukawski K , Raszewski G , Kruszynski K , Czuczwar SJ
Ref : Pol J Vet Sci , 24 :211 , 2021
Abstract : Lukawski_2021_Pol.J.Vet.Sci_24_211
ESTHER : Lukawski_2021_Pol.J.Vet.Sci_24_211
PubMedSearch : Lukawski_2021_Pol.J.Vet.Sci_24_211
PubMedID: 34250774

Title : Caffeine inhibits Notum activity by binding at the catalytic pocket - Zhao_2020_Commun.Biol_3_555
Author(s) : Zhao Y , Ren J , Hillier J , Lu W , Jones EY
Ref : Commun Biol , 3 :555 , 2020
Abstract : Zhao_2020_Commun.Biol_3_555
ESTHER : Zhao_2020_Commun.Biol_3_555
PubMedSearch : Zhao_2020_Commun.Biol_3_555
PubMedID: 33033363
Gene_locus related to this paper: human-NOTUM

Title : Caffeine inhibits acetylcholinesterase, but not butyrylcholinesterase - Pohanka_2013_Int.J.Mol.Sci_14_9873
Author(s) : Pohanka M , Dobes P
Ref : Int J Mol Sci , 14 :9873 , 2013
Abstract : Pohanka_2013_Int.J.Mol.Sci_14_9873
ESTHER : Pohanka_2013_Int.J.Mol.Sci_14_9873
PubMedSearch : Pohanka_2013_Int.J.Mol.Sci_14_9873
PubMedID: 23698772