aspirin   Click here for help

GtoPdb Ligand ID: 4139

Synonyms: Acetophen® | acetylsalicylic acid | Aspirin®
Approved drug PDB Ligand Immunopharmacology Ligand
aspirin is an approved drug (FDA (no history prior to 1965))
Compound class: Synthetic organic
Comment: Aspirin is the prototypical cyclooxygenase inhibitor and inhibits the biosynthesis of prostaglandins. Aspirin acid also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 63.6
Molecular weight 180.04
XLogP 1.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)Oc1ccccc1C(=O)O
Isomeric SMILES CC(=O)Oc1ccccc1C(=O)O
InChI InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
InChI Key BSYNRYMUTXBXSQ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (no history prior to 1965))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
2-acetyloxybenzoic acid
Synonyms Click here for help
Acetophen® | acetylsalicylic acid | Aspirin®
Database Links Click here for help
CAS Registry No. 50-78-2 (source: Scifinder)
ChEBI CHEBI:15365
ChEMBL Ligand CHEMBL25
DrugBank Ligand DB00945
DrugCentral Ligand 74
GtoPdb PubChem SID 178100961
Immunopaedia Search aspirin
PubChem CID 2244
RCSB PDB Ligand AIN
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Wikipedia Aspirin

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Tocris
Aspirin
Cat. No. 4092