Compound: aspirin
SMILES: O=C(O)c1c(OC(=O)C)cccc1
InChIKey: BSYNRYMUTXBXSQ-UHFFFAOYSA-N
Synonyms: aspirin, ACETYLSALICYLIC ACID, 50-78-2, 2-Acetoxybenzoic acid, 2-(Acetyloxy)benzoic acid, Acylpyrin, O-Acetylsalicylic acid, o-Acetoxybenzoic acid, Acenterine, Acetophen, Ecotrin, Salicylic acid acetate, Acetosalin, Polopiryna, Aspirdrops, Pharmacin, Premaspin, Salcetogen, Aceticyl, Acetonyl, Benaspir, Empirin, Endydol, Measurin, Rhodine, Saletin, Temperal, Adiro, Ecolen, Acetosalic acid, Rheumintabletten, Solprin acid, o-Carboxyphenyl acetate, Acidum acetylsalicylicum, 2-acetyloxybenzoic acid, Enterosarine, Acetisal, Acetylsal, Aspirine, Bialpirina, Bialpirinia, Entericin, Enterophen, Globentyl, Salacetin, Solpyron, Acesal, Acisal, Asagran, Asteric, Caprin, Cemirit, Duramax, Extren, Globoid, Helicon, Idragin, Levius, Rhonal, Aspro, Novid, Yasta, Benzoic acid, 2-(acetyloxy)-, Acimetten, Delgesic, Entrophen, Acetilum acidulatum, Acetilsalicilico, 2-Carboxyphenyl acetate, Dolean pH 8, Contrheuma retard, XAXA, Bayer, Acido acetilsalicilico, Acide acetylsalicylique, 8-hour Bayer, Asatard, Durlaza, Ronal, Rheumin tabletten, acetyl salicylate, 2-Acetoxybenzenecarboxylic acid, SP 189, AC 5230, Acetylsalicyclic acid, Acetylsalicylicum acidum, DTXSID5020108, o-(Acetyloxy)benzoic acid, Acetylsalicylsaeure, Azetylsalizylsaeure, NSC-27223, Bayer Extra Strength Aspirin for Migraine Pain, NSC-406186, R16CO5Y76E, CHEBI:15365, BAY1019036, acide 2-(acetyloxy)benzoique, DTXCID50108, DUOCOVER COMPONENT ASPIRIN, YOSPRALA COMPONENT ASPIRIN, DUOPLAVIN COMPONENT ASPIRIN, NSC406186, CLOPIDOGREL/ACETYLSALICYLIC ACID COMPONENT ASPIRIN, Acid, Acetylsalicylic, vetality, Ascurin, Danamep, Fasprin, Gencardia, Medpurine, Paynocil, Enprin, Platet, Disprin direct, Micropirin ec, Solves-aspirin, Aramark Aspirin, Aspirin Powder, Aspirin Regimen, Canine Aspirin, Clopidogrel Kit, Coated Aspirin, Enteric Aspirin, Equate Aspirin, Leader Aspirin, Medique Aspirin, Rapidol Aspirin, Sunmark Aspirin, Topcare Aspirin, Acetylsalic acid, Alka rapid, Aspirin Bolus, Aspirin Nsaid, Aspirin Packs, AspirinLow Dose, Bayer Aspirin, Disprin cv, Pain Reliever, Rugby Aspirin, Value Pharma, Aspro clr, Aspi-cor, Aspirin Chewable, Buffered Aspirin, Chewable Aspirin, Geritrex Aspirin, Plus Pharma, Regular Strength, Thompson Aspirin, McKesson Aspirin, Anadin all night, Aspir Low, Equi-Prin, Aspirin EC, Childrens Aspirin, Unishield Aspirin, Adult Low Dose, Bayer Low Dose, Aspirin 5 Grain, Aspirin Low Dose, Low Dose Aspirin, Bufferin Arthritis, ULINE Aspirin, CAREALL Aspirin, Aspica (Aspirin), Aspirin 81mg, Dg Health Aspirin, Low Dose Miniprin, Angettes 75, Medi-first Aspirin, aspirin pain relief, Basic Care Aspirin, Good Sense Aspirin, Aspirin 325mg, Aspirin 81, Aspirin 81 mg, Health Mart Aspirin, MBR Aspirin Powder, Pain Relief Aspirin, Max strgh aspro clr, AsCurin Fast Action, Aspirin 325 mg, Aspirin Pain reliver, Postmi 75, RefChem:17, Tri-buffered Aspirin, Aspirin 325, Aspirin 50 CT, Aspirin Low Strength, ASPIRN, ASPRISOL, Crane Safety Aspirin, Henry Schein Aspirin, Nu-seals 75, Travel Savvy Aspirin, VAZALORE, Solves-aspirin Cherry, Adult Aspirin Regimen, Aspirin Bolus-240, Bayer Aspirin Regimen, Bayer Genuine Aspirin, Direct Safety Aspirin, Nu-seals cardio 75, Rapid Comfort Aspirin, MEDIQUE ASPIRN, Platet 300, Postmi 300, Nu-seals 300, Nu-seals 600, Adult Chewable Aspirin, Aspirin Enteric Coated, Aspirin Extra Strength, Enteric Coated Aspirin, Extra Strength Aspirin, ADVANCED ASPIRIN, VALUMEDS ASPIRIN, Aspirin Delayed Release, Aspirin tablet 325mg, Chewable Aspirin 81mg, Dye-Free Aspirin 81, Equate Aspirin Chewable, Physicians Care Aspirin, Adult Low Dose Aspirin, Aspirin Adult Low Dose, Low dose aspirin 81mg, Medique at Home Aspirin, Aspirin 81mg Dye-Free, Aspirin Regular Strength, Ecotrin Regular Strength, Leader Low Dose Aspirin, Medi-First Plus Aspirin, Medique Products Aspirin, Regular Strength Aspirin, Circle K Aspirin 325, Pharbest Aspirin 325mg, foster and thrive aspirin, AquaSource Aspirin Powder, AspirinLow Dose Low Dose, Value PharmaPain Reliever, meijer LOW DOSE Aspirin, Aspirin Chewable Low Dose, Aspirin Liquid Concentrate, Aspirin Low Dose Chewable, BAYER 500 mg, Chewable Aspirin Low Dose, Chewable Low Dose Aspirin, Chronic Pain/Fever Relief, Low Dose Chewable Aspirin, Aspirin 81 Mg Low Dose, aspirin chewable, low dose, CARDIASPIRIN PROTECT, NobleAid PAIN RELIEVER, Acetylsalicylic Acid Coated, Adult Low Strength Aspirin, ASPIRIN 480, Up and Up Chewable Aspirin, ASPIRIN BOLUS-480, Regular Strength Aspirin EC, Plus Pharma Nsaid 325 mg, Alka-Seltzer Original Flavor, Aspirin 81mg Enteric coated, Critical Care Aspirin To Go, ASPIRIN 325 MG EC, HEB Effervescent Pain Relief, Adult Low Dose Pain Reliever, Aspirin Enteric Safety Coated, Aspirin Enteric Safety-coated, Dr. Waynes Aspirin Low Dose, Family Wellness Pain Reliever, Low Strength Chewable Aspirin, Pain Relief Aspirin Low Dose, St. Joseph Low Dose Aspirin, Aspirin 81mg Adult Low Dose, BAYER Aspirin Extra Strength, Lil Drug Store Aspirin 325, Aspirin 81 mg Enteric Coated, Aspirin Low Strength, Enteric, Bayer Aspirin Regimen Chewable, Bayer Chewable-Aspirin Regimen, Good Neighbor Pharmacy Aspirin, Rapidol Aspirin Display 2x25, CVS Effervescent Pain Reliever, Adult Aspirin Regimen Low Dose, Aspirin Low Dose Safety Coated, Meijer Effervescent Pain Relief, Chewable Aspirin Adult low dose, Aspen Aspirin Liquid Concentrate, Aspirin Enteric Coated Low Dose, Aspirin Low Dose Enteric Coated, Buffered Aspirin For Small Dogs, Chewable Adult Low Dose Aspirin, MBR Aspirin Bolus 240 Grains, TopCare Effervescent Pain Relief, Aspirin Low Dose Chewable Orange, Pharbest Regular Strength Aspirin, First Aid Direct Chewable Aspirin, Regular Strength Aspirin 325 mg, Pain Reliever / Low Dose Aspirin, Drug Mart Effervescent Pain Relief, Equaline Effervescent Pain Reliever, Sunmark Aspirin Adult Low Strength, Value Pharma Aspirin Pain Reliever, Good Sense Effervescent Pain Relief, AquaPrime Aspirin Liquid Concentrate, Bayer Aspirin Regimen enteric coated, Green Guard Chewable Aspirin 81 mg, AquaSource Aspirin Liquid Concentrate, Bayer Aspirin Extra Strength Caplets, Buffered aspirin, effervescent tablet, Winco Foods Effervescent Pain Relief, Bufferin Regular Strength Pain Relief, Adult Low Dose Aspirin Enteric Coated, Adult Low Dose Enteric Coated Aspirin, Aspirin Enteric Coated Tablets 81 mg, BAYER Aspirin Original, CVP HEALTH, Market Basket Effervescent Pain Relief, St. Joseph Chewable Low Dose Aspirin, Aspirin 81 mg Delayed Release Tablets, Low Dose Aspirin Enteric Safety Coated, Low Dose Aspirin Enteric Safety-Coated, Safety Coated Aspirin 81 mg Low Dose, Acido Acetilsalicilico With enteric coat, BAYER Aspirin Original, TRAVEL BASIX, Enteric Coated Aspirin Regular Strength, Low Dose Miniprin Enteric Safety Coated, Pain Relief Aspirin Chewable, Low Dose, Quality Choice Effervescent Pain Relief, Regular Strength Enteric Coated Aspirin, Right Remedies Aspirin Low Dose 81 mg, Aspirin Delayed Release Tablets, 81 mg, Aspirin Enteric Coated, Regular Strength, Coraspirin 81 mg Enteric Coasted Tablet, FIRST CHOICE ASPIRIN BOLUS-480grs, Value Pharmapain Reliever Extra Strength, Dollar General Effervescent Pain Reliever, Best Choice Effervescent Pain Reliever 36, Buffered Aspirin For Medium to Large Dogs, Cardioaspirin 81 mg Enteric Coated Tablet, Medique Products Chewable Low Dose Aspirin, FIRST CHOICE dairy supply ASPIRIN BOLUS, Aspirin 81mg Enteric coated Delayed Release, Adult Low Dose Aspirin Enteric Safety Coated, Publix Fast Relief Effervescent-Original Flavor, Safety Coated Aspirin 325 mg Regular Strength, Coraspirina 81 mg Tabletas con cubierta enterica, Gencare-Aspirin Low Dose Pain reliever (NSAID), Cardiospirina 81 mg Tabletas con cubierta enterica, Natural Aspirin plus Tart Cherry Dietary Supplement, ASPIRIN LOW DOSE CHEWABLE ORANGE PAIN RELIEVER, Bayer Aspirin Regimen Chewable Low Dose Aspirin Orange, Aspirin 81mg Enteric coated Low Strength Aspirin Regimen, Natural Aspirin plus Immune Supporting Dietary Supplement, Natural Aspirin plus Lemon and Honey Dietary Supplement, Bayer Chewable-Aspirin Regimen Low Dose Aspirin Cherry Flavored, 200-064-1, Acetosal, Colfarit, Enterosarein, Easprin, Acetylin, Micristin, Claradin, Clariprin, Neuronika, Decaten, Pirseal, Solfrin, Aspec, Triple-sal, Spira-Dine, ZORprin, Bi-prin, Persistin, A.S.A. empirin, Endosprin, Kapsazal, ASA, acetyl salicylic acid, Acetylsalicylsaure, Solprin, Tasprin, Nu-seals aspirin, Salicylic acid, acetate, Acido O-acetil-benzoico, Kyselina acetylsalicylova, St. Joseph Aspirin for Adults, A.S.A., St. Joseph, Kyselina 2-acetoxybenzoova, Acetard, S-211, MFCD00002430, Aspirin (Standard), ECM, benzoic acid, 2-acetoxy-, 2-(acetyloxy)benzoate, Acetylsalicylic acid (who-ip), Aspirin form II, component of Midol, NSC27223, component of Synirin, s3017, component of Zactirin, component of Coricidin, component of Persistin, component of Robaxisal, o-Acetoxybenzoate, NCGC00015067-04, Acetysal, ACIDUM ACETYLSALICYLICUM (WHO-IP), Istopirin, Magnecyl, Medisyl, Polopirin, Bayer Buffered, Aspro Clear, component of Ascodeen-30, Bayer Plus, WLN: QVR BOV1, aspirin (acetylsalicylic acid), Aspirina 03, Acetylsalycilic acid, component of Darvon with A.S.A, Bayer Aspirin 8 Hour, Asaphen, Aspalon, Bayer Children's Aspirin, Nu-seals, component of St. Joseph Cold Tablets, Aspir-Mox, Durlaza ER, Acetylsalicylsaure [German], CAS-50-78-2, Acetoxybenzoic acid, Acetysalicylic acid, SMR000059138, Ascoden-30, Benzoicacid, 2-(acetyloxy)-, CCRIS 3243, HSDB 652, Acide acetylsalicylique [French], Acido acetilsalicilico [Italian], Kyselina acetylsalicylova [Czech], Acido O-acetil-benzoico [Italian], SR-01000075668, Kyselina 2-acetoxybenzoova [Czech], EINECS 200-064-1, NSC 27223, Aspirin [USP:BAN:JAN], Bayer Enteric 325 mg Regular Strength, BRN 0779271, Bay E4465, UNII-R16CO5Y76E, Aspropharm, Bayer Enteric 81 mg Adult Low Strength, Cardioaspirin, Cardioaspirina, Acetyonyl, Asacard, Ascolong, Bayer Enteric 500 mg Arthritis Strength, Colsprin, Miniasal, Salospir, Acesan, Toldex, AI3-02956, Aspirin granular, 1oxr, 2-Acetoxybenzoate, Aspalon (JAN), Durlaza (TN), Easprin (TN), acetyl-salicylic acid, acetyl salicyclic acid, o-(Acetyloxy)benzoate, Percodan (Salt/Mix), Ascriptin (Salt/Mix), Micrainin (Salt/Mix), 2-acetoxy benzoic acid, Acetylsalicylic acidASA, Spectrum_001245, 2-Acetylsalicyclic acid, ASPIRIN [VANDF], ASPIRIN [HSDB], Salicylic acid, acetyl-, Acetylsalicylic acid CRS, ASPIRIN [JAN], ASPIRIN [MI], CHEMBL25, ASPIRIN [MART.], Spectrum2_001899, Spectrum3_001295, Spectrum4_000099, Spectrum5_000740, Aspirin (JP18/USP), Lopac-A-5376, Salycylacetylsalicylic acid, ASPIRIN [USP-RS], Epitope ID:114151, Percodan Demi (Salt/Mix), Soma Compound (Salt/Mix), EC 200-064-1, PL2200 component aspirin, Acetylsalicylic acid, 99%, cid_2244, Pravigard PAC (Salt/Mix), SCHEMBL1353, 2-(Acetyloxy)-benzoic acid, Aspirin-PC component aspirin, Bay-e-4465, Lopac0_000038, KBioGR_000398, KBioGR_002271, KBioSS_001725, KBioSS_002272, 4-10-00-00138 (Beilstein Handbook Reference), MLS001055329, MLS001066332, MLS001336045, MLS001336046, ASPIRIN [ORANGE BOOK], BIDD:GT0118, DivK1c_000555, SPECTRUM1500130, PA-32540 component aspirin, SPBio_001838, Acetylsalicylic acid, >=99%, AXOTAL COMPONENT ASPIRIN, AZDONE COMPONENT ASPIRIN, CODOXY COMPONENT ASPIRIN, GTPL4139, orb1311035, orb3025904, SCHEMBL1369714, SCHEMBL6200251, ASPIRIN [USP MONOGRAPH], O-Acetylsalicylic acid; Aspirin, SCHEMBL29350479, Acetylsalicylic acid-carboxy-14c, AGGRENOX COMPONENT ASPIRIN, BDBM22360, EXCEDRIN COMPONENT ASPIRIN, FIORINAL COMPONENT ASPIRIN, HMS501L17, KBio1_000555, KBio2_001725, KBio2_002271, KBio2_004293, KBio2_004839, KBio2_006861, KBio2_007407, KBio3_002149, KBio3_002751, NORGESIC COMPONENT ASPIRIN, PERCODAN COMPONENT ASPIRIN, Q-GESIC COMPONENT ASPIRIN, ROXIPRIN COMPONENT ASPIRIN, VICOPRIN COMPONENT ASPIRIN, Empirin with Codeine (Salt/Mix), MSK9019, Acetylsalicylic acid, >=99.0%, cMAP_000006, component of Zactirin (Salt/Mix), EQUAGESIC COMPONENT ASPIRIN, INVAGESIC COMPONENT ASPIRIN, LANORINAL COMPONENT ASPIRIN, MICRAININ COMPONENT ASPIRIN, NINDS_000555, ROBAXISAL COMPONENT ASPIRIN, HMS1920E13, HMS2090G03, HMS2091K13, HMS2233L18, HMS3260G17, HMS3372N15, HMS3656N14, HMS3715P19, HMS3866L03, HMS3885G03, HMS5081M04, HMS6018L04, Pharmakon1600-01500130, ORPHENGESIC COMPONENT ASPIRIN, STR01551, ACETYLSALICYLIC ACID; ASPIRIN, SYNALGOS-DC COMPONENT ASPIRIN, Tox21_110076, Tox21_202117, Tox21_300146, Tox21_500038, CCG-39490, EBC-03525, HY-14654R, NSC755899, SBB015069, STL137674, ACETYLSALICYLIC ACID [WHO-DD], AKOS000118884, component of Ascodeen-30 (Salt/Mix), MEPRO-ASPIRIN COMPONENT ASPIRIN, PERCODAN-DEMI COMPONENT ASPIRIN, PRAVIGARD PAC COMPONENT ASPIRIN, SOMA COMPOUND COMPONENT ASPIRIN, Tox21_110076_1, ACETYLSALICYLIC ACID [EMA EPAR], ACETYLSALICYLICUM ACIDUM [HPUS], CS-2001, DB00945, FA17179, LP00038, NSC-755899, PL-2200, SDCCGSBI-0050027.P005, BAY-1019036, DARVON COMPOUND COMPONENT ASPIRIN, IDI1_000555, INVAGESIC FORTE COMPONENT ASPIRIN, TALWIN COMPOUND COMPONENT ASPIRIN, ACETYLSALICYLIC ACID [GREEN BOOK], Acetylsalicylic acid, analytical standard, NCGC00015067-01, NCGC00015067-02, NCGC00015067-03, NCGC00015067-05, NCGC00015067-06, NCGC00015067-07, NCGC00015067-08, NCGC00015067-09, NCGC00015067-10, NCGC00015067-11, NCGC00015067-12, NCGC00015067-13, NCGC00015067-14, NCGC00015067-24, NCGC00015067-26, NCGC00090977-01, NCGC00090977-02, NCGC00090977-03, NCGC00090977-04, NCGC00090977-05, NCGC00090977-06, NCGC00090977-07, NCGC00254034-01, NCGC00259666-01, NCGC00260723-01, AC-37704, Aspirin, meets USP testing specifications, DA-61272, HY-14654, NCI60_002222, ORPHENGESIC FORTE COMPONENT ASPIRIN, ST075414, ACETYLSALICYLIC ACID [EP MONOGRAPH], SBI-0050027.P004, DS-017139, UNM-0000306102, A2262, component of Darvon with A.S.A (Salt/Mix), CS-0694916, EU-0100038, NS00000658, SW199665-2, CARISOPRODOL COMPOUND COMPONENT ASPIRIN, EN300-19606, A 5376, Acetylsalicylic Acid 1.0 mg/ml in Acetonitrile, C01405, D00109, E80792, Q18216, AB00051918-08, AB00051918_09, AB00051918_10, Acetylsalicylic acid for peak identification CRS, F358239, Arthritis Pain Formula Maximum Strength (Salt/Mix), SR-01000075668-1, SR-01000075668-4, SR-01000075668-6, BRD-K11433652-001-16-2, BRD-K11433652-001-17-0, BRD-K11433652-001-18-8, Acetylsalicylic acid, Vetec(TM) reagent grade, >=99%, Aspirin, British Pharmacopoeia (BP) Reference Standard, F2191-0068, Z104474430, Aspirin, United States Pharmacopeia (USP) Reference Standard, D41527A7-A9EB-472D-A7FC-312821130549, Acetylsalicylic acid, European Pharmacopoeia (EP) Reference Standard, Acetylsalicylic acid, BioReagent, plant cell culture tested, >=99.0%, Acetylsalicylic acid for peak identification, European Pharmacopoeia (EP) Reference Standard, InChI=1/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12, 11126-35-5, Aspirin (Acetyl Salicylic Acid), Pharmaceutical Secondary Standard; Certified Reference Material
Theoretical properties:
molecular_formula: C9H8O4
molecular_weight: 180.16 g/mol
exact_mass: 180.04225873 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 63.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Monoclinic tablets or needle-like crystals
color: Monoclinic tablets or needle-like crystals
odor: Odorless, but in moist air it is gradually hydrolyzed and acquires odor of acetic acid
boiling_point: 284 °F at 760 mmHg (decomposes) (NTP, 1992)
melting_point: 275 °F (NTP, 1992)
density: 1.4 (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 73 °F (NTP, 1992)
flash_point: 482 °F (NTP, 1992)
vapor_pressure: 0 mmHg (approx) (NIOSH, 2024)
Descriptions:
{"pubchem": "Aspirin can cause developmental toxicity and female reproductive toxicity according to an independent committee of scientific and health experts.", "chebi": "A 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.", "chembl": "ASPIRIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Aspirin () is the genericized trademark for acetylsalicylic acid (ASA), a nonsteroidal anti-inflammatory drug (NSAID) used to reduce pain, fever, and inflammation, and as an antithrombotic. Aspirin is used to treat inflammatory conditions including Kawasaki disease, pericarditis, and rheumatic fever.\nAspirin is also used long-term to help prevent further heart attacks, ischaemic strokes, and blood clots in people at high risk. For pain or fever, effects typically begin within 30 minutes. Aspirin works similarly to other NSAIDs but also suppresses the normal functioning of platelets.\nOne common adverse effect is an upset stomach. More significant side effects include stomach ulcers, stomach bleeding, and worsening asthma. Bleeding risk is greater among those who are older, drink alcohol, take other NSAIDs, or are on other blood thinners. Aspirin is not recommended in the last part of pregnancy. It is not generally recommended in children with viral infections because of the risk of Reye syndrome. High doses may result in ringing in the ears.\nA precursor to aspirin found in the bark of the willow tree (genus Salix), salicin, is metabolized in the human gut into the medicinally active compound salicylic acid and has been used for its health effects for at least 2,400 years. Pharmacology sought a synthetic alternative. In 1853, the chemist Charles Fr\u00e9d\u00e9ric Gerhardt treated the medicine sodium salicylate with acetyl chloride to produce acetylsalicylic acid for the first time. Over the next 50 years, other chemists, mostly of the German company Bayer, established the chemical structure and devised more efficient production methods. Felix Hoffmann (or perhaps Arthur Eichengr\u00fcn) of Bayer was the first to produce acetylsalicylic acid in a pure, stable form in 1897. By 1899, Bayer had dubbed this drug Aspirin and was selling it globally.\nAspirin is available without medical prescription as a proprietary or generic medication in most jurisdictions. It is one of the most widely used medications globally, with an estimated 40,000 tonnes (44,000 tons) (50 to 120 billion pills) consumed each year, and is on the World Health Organization's List of Essential Medicines. In 2023, it was the 46th most commonly prescribed medication in the United States, with more than 14 million prescriptions."}