Acetaminophen
C₈H₉NO₂·151.165 g/mol·Pharmaceutical·CID 1983
DrugAnalgesic
Paracetamol (Tylenol) — a widely used analgesic and antipyretic. Unlike NSAIDs, it has minimal anti-inflammatory activity. Overdose causes fatal liver damage through toxic metabolite NAPQI accumulation.
IUPAC: N-(4-hydroxyphenyl)acetamide
Also known as: Paracetamol, 4-Acetamidophenol, 103-90-2, N-(4-Hydroxyphenyl)acetamide, Tylenol (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
151.160g/mol
Exact Mass
151.063329Da
Monoisotopic Mass
151.063329Da
XLogP
0.5
Polar Surface Area
49.3Ų
Complexity
139
Formal Charge
0
H-Bond Donors
2
H-Bond Acceptors
2
Rotatable Bonds
1
Heavy Atoms
11
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 151.2 g/mol
MW ≤ 500
✓ 0.5
LogP ≤ 5
✓ 2
H-bond donors ≤ 5
✓ 2
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H302Harmful if swallowedH315Causes skin irritationH319Causes serious eye irritationH412Harmful to aquatic life with long lasting effectsH401Toxic to aquatic lifeH411Toxic to aquatic life with long lasting effectsH341Suspected of causing genetic defectsH370Causes damage to organsH371May cause damage to organsH372Causes damage to organs through prolonged or repeated exposure
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)
Constituent Elements
Isomers8 compounds with formula C₈H₉NO₂
methyl 2-aminobenzoate
CID 8635 · 151.2 g/mol
N-(3-hydroxyphenyl)acetamide
CID 12124 · 151.2 g/mol
N-(2-hydroxyphenyl)acetamide
CID 11972 · 151.2 g/mol
ethyl pyridine-3-carboxylate
CID 69188 · 151.2 g/mol
4-(aminomethyl)benzoic acid
CID 65526 · 151.2 g/mol
3a,4,7,7a-tetrahydroisoindole-1,3-dione
CID 6808 · 151.2 g/mol
1,2-dimethyl-4-nitrobenzene
CID 7440 · 151.2 g/mol
4-methoxybenzamide
CID 76959 · 151.2 g/mol