Aspirin
C₉H₈O₄·180.159 g/mol·Pharmaceutical·CID 2244
DrugAnti-inflammatory
Acetylsalicylic acid — one of the most widely used medications in history. Irreversibly inhibits cyclooxygenase (COX) enzymes, reducing pain, inflammation, and fever. Low-dose aspirin prevents blood clots by suppressing thromboxane A₂.
IUPAC: 2-acetyloxybenzoic acid
Also known as: ACETYLSALICYLIC ACID, 50-78-2, 2-Acetoxybenzoic acid, 2-(Acetyloxy)benzoic acid, Acylpyrin (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
180.160g/mol
Exact Mass
180.042259Da
Monoisotopic Mass
180.042259Da
XLogP
1.2
Polar Surface Area
63.6Ų
Complexity
212
Formal Charge
0
H-Bond Donors
1
H-Bond Acceptors
4
Rotatable Bonds
3
Heavy Atoms
13
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 180.2 g/mol
MW ≤ 500
✓ 1.2
LogP ≤ 5
✓ 1
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H302Harmful if swallowedH315Causes skin irritationH319Causes serious eye irritationH335May cause respiratory irritationH334May cause allergy or asthma symptoms or breathing difficulties if inhaledH412Harmful to aquatic life with long lasting effectsH360May damage fertility or the unborn childH370Causes damage to organsH372Causes damage to organs through prolonged or repeated exposureH316Causes mild skin irritation
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
Constituent Elements
Isomers8 compounds with formula C₉H₈O₄
(E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
CID 689043 · 180.2 g/mol
3-(4-hydroxyphenyl)-2-oxopropanoic acid
CID 979 · 180.2 g/mol
2-methoxycarbonylbenzoic acid
CID 20392 · 180.2 g/mol
2-(carboxymethyl)benzoic acid
CID 66643 · 180.2 g/mol
(E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid
CID 446611 · 180.2 g/mol
(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
CID 1549111 · 180.2 g/mol
2-phenylpropanedioic acid
CID 75791 · 180.2 g/mol
(Z)-2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoic acid
CID 636708 · 180.2 g/mol