CHEBI:15365 - acetylsalicylic acid

ChEBI IDCHEBI:15365
ChEBI Nameacetylsalicylic acid
Stars
DefinitionA member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with cyclooxygenase inhibitor activity.
Secondary ChEBI IDsCHEBI:2890, CHEBI:22188, CHEBI:22203, CHEBI:40705, CHEBI:71414
Last Modified3 April 2025
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC9H8O4
Net Charge0
Average Mass180.159
Monoisotopic Mass180.04226
SMILESCC(=O)Oc1ccccc1C(=O)O
InChIInChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
InChIKeyBSYNRYMUTXBXSQ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
prostaglandin antagonist  A compound that inhibits the action of prostaglandins.
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.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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 1.1.1.188 (prostaglandin-F synthase) inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of prostaglandin-F synthase (EC 1.1.1.188).
drug allergen  Any drug which causes the onset of an allergic reaction.
teratogenic agent  A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
antiviral agent  A substance that destroys or inhibits replication of viruses.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
Applications:
prostaglandin antagonist  A compound that inhibits the action of prostaglandins.
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.
plant activator  Any compound that protects plants by activating their defence mechanisms.
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
antispasmodic drug  A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
hypoglycemic agent  A drug which lowers the blood glucose level.
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
antipyretic  A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
drug allergen  Any drug which causes the onset of an allergic reaction.
vulnerary  A drug used in treating and healing of wounds.
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.
antiatherosclerotic agent  A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
anticoagulant  An agent that prevents blood clotting.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
acetylsalicylic acid (CHEBI:15365) has functional parent salicylic acid (CHEBI:16914)
acetylsalicylic acid (CHEBI:15365) has role analgesic (CHEBI:35480)
acetylsalicylic acid (CHEBI:15365) has role anti-anaemic agent (CHEBI:75835)
acetylsalicylic acid (CHEBI:15365) has role anti-arrhythmia drug (CHEBI:38070)
acetylsalicylic acid (CHEBI:15365) has role anti-asthmatic agent (CHEBI:65023)
acetylsalicylic acid (CHEBI:15365) has role anti-HIV agent (CHEBI:64946)
acetylsalicylic acid (CHEBI:15365) has role anti-inflammatory agent (CHEBI:67079)
acetylsalicylic acid (CHEBI:15365) has role anti-ulcer drug (CHEBI:49201)
acetylsalicylic acid (CHEBI:15365) has role antiatherosclerotic agent (CHEBI:145947)
acetylsalicylic acid (CHEBI:15365) has role antibacterial agent (CHEBI:33282)
acetylsalicylic acid (CHEBI:15365) has role anticoagulant (CHEBI:50249)
acetylsalicylic acid (CHEBI:15365) has role antidepressant (CHEBI:35469)
acetylsalicylic acid (CHEBI:15365) has role antihypertensive agent (CHEBI:35674)
acetylsalicylic acid (CHEBI:15365) has role antimicrobial agent (CHEBI:33281)
acetylsalicylic acid (CHEBI:15365) has role antineoplastic agent (CHEBI:35610)
acetylsalicylic acid (CHEBI:15365) has role antipsychotic agent (CHEBI:35476)
acetylsalicylic acid (CHEBI:15365) has role antipyretic (CHEBI:35493)
acetylsalicylic acid (CHEBI:15365) has role antispasmodic drug (CHEBI:53784)
acetylsalicylic acid (CHEBI:15365) has role antitubercular agent (CHEBI:33231)
acetylsalicylic acid (CHEBI:15365) has role antiviral agent (CHEBI:22587)
acetylsalicylic acid (CHEBI:15365) has role cardiovascular drug (CHEBI:35554)
acetylsalicylic acid (CHEBI:15365) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
acetylsalicylic acid (CHEBI:15365) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
acetylsalicylic acid (CHEBI:15365) has role drug allergen (CHEBI:88188)
acetylsalicylic acid (CHEBI:15365) has role EC 1.1.1.188 (prostaglandin-F synthase) inhibitor (CHEBI:77425)
acetylsalicylic acid (CHEBI:15365) has role geroprotector (CHEBI:176497)
acetylsalicylic acid (CHEBI:15365) has role hypoglycemic agent (CHEBI:35526)
acetylsalicylic acid (CHEBI:15365) has role immunosuppressive agent (CHEBI:35705)
acetylsalicylic acid (CHEBI:15365) has role non-narcotic analgesic (CHEBI:35481)
acetylsalicylic acid (CHEBI:15365) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
acetylsalicylic acid (CHEBI:15365) has role ophthalmology drug (CHEBI:66981)
acetylsalicylic acid (CHEBI:15365) has role plant activator (CHEBI:73182)
acetylsalicylic acid (CHEBI:15365) has role platelet aggregation inhibitor (CHEBI:50427)
acetylsalicylic acid (CHEBI:15365) has role prostaglandin antagonist (CHEBI:49023)
acetylsalicylic acid (CHEBI:15365) has role teratogenic agent (CHEBI:50905)
acetylsalicylic acid (CHEBI:15365) has role vulnerary (CHEBI:73336)
acetylsalicylic acid (CHEBI:15365) is a benzoic acids (CHEBI:22723)
acetylsalicylic acid (CHEBI:15365) is a phenyl acetates (CHEBI:140310)
acetylsalicylic acid (CHEBI:15365) is a salicylates (CHEBI:26596)
acetylsalicylic acid (CHEBI:15365) is conjugate acid of acetylsalicylate (CHEBI:13719)
Incoming Relation(s)
2-acetyloxy-4-pentadecylbenzoic acid (CHEBI:149780) has functional parent acetylsalicylic acid (CHEBI:15365)
aspirin-based probe AP (CHEBI:141699) has functional parent acetylsalicylic acid (CHEBI:15365)
NCX-4040 (CHEBI:233566) has functional parent acetylsalicylic acid (CHEBI:15365)
Yosprala (CHEBI:134674) has part acetylsalicylic acid (CHEBI:15365)
acetylsalicylate (CHEBI:13719) is conjugate base of acetylsalicylic acid (CHEBI:15365)
IUPAC Name 
2-(acetyloxy)benzoic acid
INNs  Source
acide acétylsalicyliqueChemIDplus
ácido acetilsalicílicoNIST Chemistry WebBook
acidum acetylsalicylicumNIST Chemistry WebBook
Synonyms  Source
2-Acetoxybenzenecarboxylic acidKEGG COMPOUND
2-acetoxybenzoic acidChemIDplus
2-(ACETYLOXY)BENZOIC ACIDPDBeChem
Acetyl salicylateChEMBL
AcetylsalicylateKEGG COMPOUND
Acetylsalicylic acidKEGG COMPOUND
Brand Names  Source
8-hour bayerChEMBL
Acetosalic acidChEMBL
Acetylsalic acidChEMBL
Alka rapidChEMBL
Anadin all nightChEMBL
Angettes 75ChEMBL
Manual XrefsDatabases
74DrugCentral
AINPDBeChem
AspirinWikipedia
C01405KEGG COMPOUND
CPD-524MetaCyc
D00109KEGG DRUG
DB00945DrugBank
HMDB0001879HMDB
LSM-5288LINCS
Registry NumbersSources
Gmelin:218864Gmelin
Reaxys:779271Reaxys
CAS:50-78-2KEGG COMPOUND
CAS:50-78-2ChemIDplus
CAS:50-78-2NIST Chemistry WebBook
Citations