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Details

Stereochemistry ACHIRAL
Molecular Formula 2C9H7O4.Al.HO
Molecular Weight 402.2878
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASPIRIN ALUMINUM

SMILES

[OH-].[Al+3].CC(=O)OC1=C(C=CC=C1)C([O-])=O.CC(=O)OC2=C(C=CC=C2)C([O-])=O

InChI

InChIKey=MANKSFVECICGLK-UHFFFAOYSA-K
InChI=1S/2C9H8O4.Al.H2O/c2*1-6(10)13-8-5-3-2-4-7(8)9(11)12;;/h2*2-5H,1H3,(H,11,12);;1H2/q;;+3;/p-3

HIDE SMILES / InChI

Molecular Formula C9H7O4
Molecular Weight 179.1495
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Al
Molecular Weight 26.9815
Charge 3
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Aspirin is a nonsteroidal anti-inflammatory drug. Aspirin is unique in this class of drugs because it irreversibly inhibits both COX-1 and COX-2 activity by acetylating a serine residue (Ser529 and Ser516, respectively) positioned in the arachidonic acid-binding channel, thus inhibiting the synthesis of prostaglandins and reducing the inflammatory response. The drug is used either alone or in combination with other compounds for the treatment of pain, headache, as well as for reducing the risk of stroke and heart attacks in patients with brain ischemia and cardiovascular diseases.

CNS Activity

Curator's Comment: The penetration of the blood-brain barrier was studied in animals.

Originator

Curator's Comment: Felix Hoffmann discovered aspirin when working for Friedrich Bayer & Co. # Bayer

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P23219|||Q5T7T7
Gene ID: 5742.0
Gene Symbol: PTGS1
Target Organism: Homo sapiens (Human)
1.2 µM [IC50]
Target ID: P35354
Gene ID: 5743.0
Gene Symbol: PTGS2
Target Organism: Homo sapiens (Human)
5.2 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
SYNALGOS-DC

Approved Use

SYNALGOS-DC is a combination of dihydrocodeine, an opioid agonist, aspirin, a nonsteroidal anti-inflammatory drug, and caffeine, a methylxanthine, and is indicated for the management of pain severe enough to require an opioid analgesic and for which alternative treatments are inadequate.

Launch Date

-3.62620813E11
Primary
FIORINAL

Approved Use

FIORINAL is indicated for the relief of the symptom complex of tension (or muscle contraction) headache. Evidence supporting the efficacy and safety of Fiorinal in the treatment of multiple recurrent headaches is unavailable. Caution in this regard is required because butalbital is habit-forming and potentially abusable.

Launch Date

2.00016003E11
Preventing
DURLAZA

Approved Use

DURLAZA is a nonsteroidal anti-inflammatory drug indicated to reduce the risk of death and myocardial infarction (MI) in patients with chronic coronary artery disease, such as patients with a history of MI or unstable angina pectoris or with chronic stable angina and to reduce the risk of death and recurrent stroke in patients who have had an ischemic stroke or transient ischemic attack.

Launch Date

1.44132486E12
Preventing
AGGRENOX

Approved Use

AGGRENOX is indicated to reduce the risk of stroke in patients who have had transient ischemia of the brain or completed ischemic stroke due to thrombosis.

Launch Date

9.4322878E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
54.25 mg/L
500 mg single, intravenous
dose: 500 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ASPIRIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
4.84 mg/L
500 mg single, oral
dose: 500 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ASPIRIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
10.31 mg × h/L
500 mg single, intravenous
dose: 500 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ASPIRIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
5.12 mg × h/L
500 mg single, oral
dose: 500 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ASPIRIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
0.322 h
500 mg single, intravenous
dose: 500 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
ASPIRIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
0.422 h
500 mg single, oral
dose: 500 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
ASPIRIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
68%
ASPIRIN plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
OverviewDrug as perpetrator​Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
no
no
no
no
no
no
no
no
no
no
no
no
yes [Km 1242 uM]
yes [Km 2337 uM]
yes [Km 278.6 uM]
yes [Km 40.7 uM]
yes [Km 683.1 uM]
yes [Km 698.2 uM]
yes [Km 94.2 uM]
yes
yes
yes
yes
yes
yes
yes
yes
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Letter: Aspirin sensitivity: other drugs.
1975 Feb
Severe gastrointestinal hemorrhage and anemia after therapeutic doses of aspirin in normal children.
1976 Mar
Sleep attacks (sleep episodes) with pergolide.
2000 Apr 15
Leukotriene receptor antagonists may prevent NSAID-induced exacerbations in patients with chronic urticaria.
2000 Aug
Pharmacotherapies for cocaine dependence.
2000 Dec
The discovery of aspirin: a reappraisal.
2000 Dec 23-30
Salicylate-induced growth arrest is associated with inhibition of p70s6k and down-regulation of c-myc, cyclin D1, cyclin A, and proliferating cell nuclear antigen.
2000 Dec 8
[Cholestatic hepatitis as a rare side effect of therapy with ticlopidine].
2000 Jul
Intermediate but not low doses of aspirin can suppress angiotensin-converting enzyme inhibitor-induced cough.
2000 Jul
An uncommon case of fluid retention simulating a congestive heart failure after aspirin consumption.
2000 Jul
Symptomatic secondary hemorrhagic transformation of ischemic Wallenberg's syndrome.
2000 Jun
Clinical, biochemical, and genetic characterization of a novel estrogen-dependent inherited form of angioedema.
2000 Sep
The role of hydroxyl radical as a messenger in Cr(VI)-induced p53 activation.
2000 Sep
Aspirin induces apoptosis through mitochondrial cytochrome c release.
2000 Sep 1
Novel platelet inhibitors.
2001
Human herpesvirus 8 K1-associated nuclear factor-kappa B-dependent promoter activity: role in Kaposi's sarcoma inflammation?
2001
Collagen as a model system to investigate the use of aspirin as an inhibitor of protein glycation and crosslinking.
2001 Apr
Cardiac risk factors, medication, and recurrent clinical events after acute coronary disease; a prospective cohort study.
2001 Feb
Non-steroidal anti-inflammatory drugs and gastrointestinal damage-problems and solutions.
2001 Feb
A novel synthetic inhibitor of factor Xa decreases early reocclusion and improves 24-h patency after coronary fibrinolysis in dogs.
2001 Feb
The effects of diaspirin cross-linked hemoglobin on the tone of human saphenous vein.
2001 Feb
Renal function and intensive lowering of blood pressure in hypertensive participants of the hypertension optimal treatment (HOT) study.
2001 Feb
Risk factors for severe hemorrhagic transformation in ischemic stroke patients treated with recombinant tissue plasminogen activator: a secondary analysis of the European-Australasian Acute Stroke Study (ECASS II).
2001 Feb
Antiplatelet drugs for prevention of pre-eclampsia and its consequences: systematic review.
2001 Feb 10
Systematic review of long term anticoagulation or antiplatelet treatment in patients with non-rheumatic atrial fibrillation.
2001 Feb 10
Heterogenous nature of flow-mediated dilatation in human conduit arteries in vivo: relevance to endothelial dysfunction in hypercholesterolemia.
2001 Feb 2
Addition of hydrophilic and lipophilic compounds of biological relevance to the monoolein/water system. I. Phase behavior.
2001 Jan
Present treatment options for unstable angina and non-Q-wave myocardial infarction.
2001 Jan
Antithrombotic agents in coronary artery disease.
2001 Jan
Antithrombotic therapy in patients with mechanical and biological prosthetic heart valves.
2001 Jan
Antithrombotic therapy in atrial fibrillation.
2001 Jan
Use of antithrombotic agents during pregnancy.
2001 Jan
Gastric mucosal resistance to acute injury in experimental portal hypertension.
2001 Jan
Multiple endothelial injury in epicardial coronary artery induces downstream microvascular spasm as well as remodeling partly via thromboxane A2.
2001 Jan
Endogenous nitric oxide and prostaglandins synergistically counteract thromboembolism in arterioles but not in venules.
2001 Jan
Disaggregation of in vitro preformed platelet-rich clots by abciximab increases fibrin exposure and promotes fibrinolysis.
2001 Jan
Low-dose aspirin therapy and periodontal attachment loss in ex- and non-smokers.
2001 Jan
Selectivity of recombinant human leukotriene D(4), leukotriene B(4), and lipoxin A(4) receptors with aspirin-triggered 15-epi-LXA(4) and regulation of vascular and inflammatory responses.
2001 Jan
[Leukocytoclastic vasculitis associated with ticlopidine].
2001 Jan
Is optimal antithrombotic therapy after myocardial infarction well defined?
2001 Jan
Reduced risk of colorectal cancer among long-term users of aspirin and nonaspirin nonsteroidal antiinflammatory drugs.
2001 Jan
Diabetes mellitus with left transverse sinus thrombosis and right transverse sinus aplasia.
2001 Jan
Active-control trials: how would a new agent compare with placebo? A method illustrated with clopidogrel, aspirin, and placebo.
2001 Jan
Hypothesized treatment for migraines using low doses of tryptophan, niacin, calcium, caffeine, and acetylsalicylic acid.
2001 Jan
Increased platelet reactivity and significant changes in coagulation markers after cavopulmonary connection.
2001 Jan
Salicylate and cocaine: interactive toxicity during chicken mid-embryogenesis.
2001 Jan 15
Salicylates inhibit T cell adhesion on endothelium under nonstatic conditions: induction of L-selectin shedding by a tyrosine kinase-dependent mechanism.
2001 Jan 15
Authors' reply on aspirin for primary prevention.
2001 Jan 20
Superiority of clopidogrel versus aspirin in patients with prior cardiac surgery.
2001 Jan 23
The basis of prostaglandin synthesis in coral: molecular cloning and expression of a cyclooxygenase from the Arctic soft coral Gersemia fruticosa.
2001 Mar 9
Patents

Sample Use Guides

In Vivo Use Guide
Severe pain: Initiate treatment with two capsules (1 capsule contains 16 mg dihydrocodeine bitartrate, 356.4 mg aspirin, and 30 mg caffeine) orally every 4 hours as needed for pain. Headache: One or 2 capsules (1 capsule contains 50 mg butalbital, 325 mg aspirin and 40 mg caffeine) every 4 hours. Total daily dose should not exceed 6 capsules. Prevention of stoke and heart attacks: the recommended dose is one capsule of aspirin (162.5 mg) once daily. Take the capsules with a full glass of water at the same time each day. Prevention of stroke (in combination with dipyridamole): the recommended dose is one capsule (200 mg dipyridamole and 25 mg aspirin) given orally twice daily.
Route of Administration: Enteral
In Vitro Use Guide
Human platelet-rich plasma was incubated with various aspirin concentrations (10, 20, 50, 100, 200, 300, 400, 500 uM) at 37C for up to 4.5 h. Platelet aggregation and thromboxane generation were measured. Inhibition of platelet aggregation and thromboxane formation by 10 uM aspirin was maximal by 90 min. There was progressive inhibition by 3 uM aspirin during incubation for 270 min. By the end of this time there was also significant inhibition by 1 uM aspirin.
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:32:26 UTC 2023
Edited
by admin
on Wed Jul 05 22:32:26 UTC 2023
Record UNII
E33TS05V6B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ASPIRIN ALUMINUM
JAN  
Common Name English
ACETYLSALICYLATE ALUMINUM
Common Name English
ALUMINIUM, BIS(2-(ACETYLOXY)BENZOATO-O(SUP 1))HYDROXY-
Common Name English
ACETYLSALICYLATE ALUMINIUM
Common Name English
ASPIRIN, ALUMINUM
Common Name English
ALUMINIUM BIS(ACETYLSALICYLATE)
WHO-DD  
Systematic Name English
ASPIRIN ALUMINIUM
Common Name English
ALUMINUM BIS(ACETYLSALICYLATE)/HYDROXIDE
Common Name English
ACETYLSALICYLIC ACID ALUMINIUM
WHO-DD  
Systematic Name English
ALUMINIUM, BIS(2-(ACETYLOXY)BENZOATO)-
Common Name English
ALUMINIUM BIS(O-ACETYL SALICYLATE)
Common Name English
ALUMINUM BIS(ACETYLSALICYLATE) [MI]
Common Name English
ASPIRIN ALUMINUM [JAN]
Common Name English
ALUMINIUM, HYDROXYBIS(SALICYLIC ACID ACETATO)-
Common Name English
BIS(2-(ACETYLOXY)BENZOATO-O(SUP 1))HYDROXYALUMINIUM
Common Name English
ALUMINUM BIS(ACETYLSALICYLATE)
MI  
Systematic Name English
Aluminium bis(acetylsalicylate) [WHO-DD]
Common Name English
Acetylsalicylic acid aluminium [WHO-DD]
Common Name English
ASPIRIN, ALUMINIUM
Common Name English
ALUMINUM ASPIRIN
Common Name English
HYDROXYBIS(SALICYLIC ACID ACETATO)ALUMINIUM
Common Name English
ALUMINIUM ASPIRIN [MART.]
Common Name English
ALUMINIUM, BIS(2-(ACETYLOXY)BENZOATO-.KAPPA.O)HYDROXY-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
Code System Code Type Description
FDA UNII
E33TS05V6B
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
SMS_ID
100000077441
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
CAS
23413-80-1
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
RXCUI
611
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
245-645-0
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
NCI_THESAURUS
C76795
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
MERCK INDEX
M20
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY Merck Index
EVMPD
SUB12957MIG
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
PUBCHEM
3032790
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID80889395
Created by admin on Wed Jul 05 22:32:26 UTC 2023 , Edited by admin on Wed Jul 05 22:32:26 UTC 2023
PRIMARY
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