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CHEBI:27732 - caffeine
| Formula | C8H10N4O2 |
| Net Charge | 0 |
| Average Mass | 194.194 |
| Monoisotopic Mass | 194.08038 |
| SMILES | Cn1c(=O)c2c(ncn2C)n(C)c1=O |
| 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 |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Camellia sinensis (ncbitaxon:4442) | - | PubMed (18068204) | |
| Claviceps sorghicola (ncbitaxon:83213) | - | DOI (10.1016/S0031-9422(00)00169-2) | |
| Homo sapiens (ncbitaxon:9606) | blood serum (BTO:0000133) | MetaboLights (MTBLS90) | |
| Mus musculus (ncbitaxon:10090) | - | PubMed (19425150) | Source: BioModels - MODEL1507180067 |
| Theobroma cacao (ncbitaxon:3641) | - | DOI (10.1016/S0031-9422(00)00169-2) |
| Roles Classification |
|---|
| Chemical Roles: | environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. food additive Any substance which is added to food to preserve or enhance its flavour and/or appearance. |
| Biological Roles: | mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. antiviral agent A substance that destroys or inhibits replication of viruses. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of non-specific serine/threonine protein kinase (EC 2.7.11.1), a kinase enzyme involved in phosphorylation of hydroxy group of serine or threonine. adenosine receptor antagonist An antagonist at any adenosine receptor. ryanodine receptor agonist A ryanodine receptor modulator which activates the receptor. Ryanodine receptors (RyRs) act as selective ion channels, modulating the release of calcium. Activating the receptors causes the release of calcium, so depleting internal calcium and ultimately preventing further muscle contraction. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. human blood serum metabolite Any metabolite (endogenous or exogenous) found in human blood serum samples. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means. mutagen An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution. anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus. anti-obesity agent Any substance which is used to reduce or control weight. food additive Any substance which is added to food to preserve or enhance its flavour and/or appearance. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. adenosine A2A receptor antagonist An antagonist at the A2A receptor. EC 3.1.4.* (phosphoric diester hydrolase) inhibitor An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
| Applications: | geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. psychotropic drug A loosely defined grouping of drugs that have effects on psychological function. dermatologic drug A drug used to treat or prevent skin disorders or for the routine care of skin. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. antirheumatic drug A drug used to treat rheumatoid arthritis. antipsoriatic A drug used to treat psoriasis. antiparkinson drug A drug used in the treatment of Parkinson's disease. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. central nervous system stimulant Any drug that enhances the activity of the central nervous system. anti-anaemic agent A compound which increases either the number of red cells or the amount of haemoglobin in the blood. adjuvant Any pharmacological or immunological agent that modifies the effect of other agents such as drugs or vaccines while having few if any direct effects when given by itself. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. food additive Any substance which is added to food to preserve or enhance its flavour and/or appearance. diuretic An agent that promotes the excretion of urine through its effects on kidney function. hypoglycemic agent A drug which lowers the blood glucose level. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. vasoconstrictor agent Drug used to cause constriction of the blood vessels. anti-inflammatory agent Any compound that has anti-inflammatory effects. anti-arrhythmia drug A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| caffeine (CHEBI:27732) has role adenosine A2A receptor antagonist (CHEBI:53121) |
| caffeine (CHEBI:27732) has role adenosine receptor antagonist (CHEBI:71232) |
| caffeine (CHEBI:27732) has role adjuvant (CHEBI:60809) |
| caffeine (CHEBI:27732) has role analgesic (CHEBI:35480) |
| caffeine (CHEBI:27732) has role anti-anaemic agent (CHEBI:75835) |
| caffeine (CHEBI:27732) has role anti-arrhythmia drug (CHEBI:38070) |
| caffeine (CHEBI:27732) has role anti-HIV agent (CHEBI:64946) |
| caffeine (CHEBI:27732) has role anti-inflammatory agent (CHEBI:67079) |
| caffeine (CHEBI:27732) has role anti-obesity agent (CHEBI:74518) |
| caffeine (CHEBI:27732) has role antineoplastic agent (CHEBI:35610) |
| caffeine (CHEBI:27732) has role antiparkinson drug (CHEBI:48407) |
| caffeine (CHEBI:27732) has role antipsoriatic (CHEBI:50748) |
| caffeine (CHEBI:27732) has role antirheumatic drug (CHEBI:35842) |
| caffeine (CHEBI:27732) has role antiviral agent (CHEBI:22587) |
| caffeine (CHEBI:27732) has role cardiovascular drug (CHEBI:35554) |
| caffeine (CHEBI:27732) has role central nervous system stimulant (CHEBI:35337) |
| caffeine (CHEBI:27732) has role dermatologic drug (CHEBI:50177) |
| caffeine (CHEBI:27732) has role diuretic (CHEBI:35498) |
| caffeine (CHEBI:27732) has role EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor (CHEBI:50925) |
| caffeine (CHEBI:27732) has role EC 3.1.4.* (phosphoric diester hydrolase) inhibitor (CHEBI:50218) |
| caffeine (CHEBI:27732) has role environmental contaminant (CHEBI:78298) |
| caffeine (CHEBI:27732) has role food additive (CHEBI:64047) |
| caffeine (CHEBI:27732) has role fungal metabolite (CHEBI:76946) |
| caffeine (CHEBI:27732) has role geroprotector (CHEBI:176497) |
| caffeine (CHEBI:27732) has role human blood serum metabolite (CHEBI:85234) |
| caffeine (CHEBI:27732) has role hypoglycemic agent (CHEBI:35526) |
| caffeine (CHEBI:27732) has role immunosuppressive agent (CHEBI:35705) |
| caffeine (CHEBI:27732) has role mouse metabolite (CHEBI:75771) |
| caffeine (CHEBI:27732) has role mutagen (CHEBI:25435) |
| caffeine (CHEBI:27732) has role plant metabolite (CHEBI:76924) |
| caffeine (CHEBI:27732) has role psychotropic drug (CHEBI:35471) |
| caffeine (CHEBI:27732) has role ryanodine receptor agonist (CHEBI:67114) |
| caffeine (CHEBI:27732) has role vasoconstrictor agent (CHEBI:50514) |
| caffeine (CHEBI:27732) has role xenobiotic (CHEBI:35703) |
| caffeine (CHEBI:27732) is a purine alkaloid (CHEBI:26385) |
| caffeine (CHEBI:27732) is a trimethylxanthine (CHEBI:27134) |
| Incoming Relation(s) |
| 8-(3-chlorostyryl)caffeine (CHEBI:53115) has functional parent caffeine (CHEBI:27732) |
| caffeine monohydrate (CHEBI:31332) has part caffeine (CHEBI:27732) |
| sodium caffeine benzoate (CHEBI:32140) has part caffeine (CHEBI:27732) |
| IUPAC Name |
|---|
| 1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione |
| Synonyms | Source |
|---|---|
| 1,3,7-trimethyl-2,6-dioxopurine | ChemIDplus |
| 1,3,7-trimethylpurine-2,6-dione | IUPHAR |
| 1,3,7-trimethylxanthine | NIST Chemistry WebBook |
| 1,3,7-Trimethylxanthine | KEGG COMPOUND |
| 1-methyltheobromine | ChemIDplus |
| 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion | NIST Chemistry WebBook |
| Brand Names | Source |
|---|---|
| Caffeine component of anoquan | ChEMBL |
| Caffeine component of cafergot | ChEMBL |
| Caffeine component of darvon compound | ChEMBL |
| Caffeine component of dhc plus | ChEMBL |
| Caffeine component of esgic | ChEMBL |
| Caffeine component of excedrin | ChEMBL |
| UniProt Name | Source |
|---|---|
| caffeine | UniProt |
| Manual Xrefs | Databases |
|---|---|
| 1-3-7-TRIMETHYLXANTHINE | MetaCyc |
| 463 | DrugCentral |
| C00001492 | KNApSAcK |
| C07481 | KEGG COMPOUND |
| Caffeine | Wikipedia |
| CFF | PDBeChem |
| D00528 | KEGG DRUG |
| DB00201 | DrugBank |
| HMDB0001847 | HMDB |
| LSM-2026 | LINCS |
| Citations |
|---|