Ibuprofen
C₁₃H₁₈O₂·206.285 g/mol·Pharmaceutical·CID 3672
DrugAnti-inflammatoryChiral
A propionic acid derivative NSAID (non-steroidal anti-inflammatory drug). Reversibly inhibits COX-1 and COX-2. Exists as R and S enantiomers — only S-(+)-ibuprofen is pharmacologically active, but the body converts R to S.
IUPAC: 2-[4-(2-methylpropyl)phenyl]propanoic acid
Also known as: IBUPROFEN, (+-)-, RefChem:6648, ibuprofen, 15687-27-1, 2-(4-Isobutylphenyl)propanoic acid (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
206.280g/mol
Exact Mass
206.130680Da
Monoisotopic Mass
206.130680Da
XLogP
3.5
Polar Surface Area
37.3Ų
Complexity
203
Formal Charge
0
H-Bond Donors
1
H-Bond Acceptors
2
Rotatable Bonds
4
Heavy Atoms
15
Stereo Centers
0
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 206.3 g/mol
MW ≤ 500
✓ 3.5
LogP ≤ 5
✓ 1
H-bond donors ≤ 5
✓ 2
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Danger
Hazards
H302Harmful if swallowedH319Causes serious eye irritationH335May cause respiratory irritationH361Suspected of damaging fertility or the unborn childH360May damage fertility or the unborn childH362May cause harm to breast-fed childrenH371May cause damage to organsH373May causes damage to organs through prolonged or repeated exposureH411Toxic to aquatic life with long lasting effects
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)
Constituent Elements
Isomers8 compounds with formula C₁₃H₁₈O₂
(2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid
CID 39912 · 206.3 g/mol
hexyl benzoate
CID 23235 · 206.3 g/mol
2-phenylethyl 2-methylbutanoate
CID 520148 · 206.3 g/mol
2-[(4-tert-butylphenoxy)methyl]oxirane
CID 18360 · 206.3 g/mol
(2R)-2-[4-(2-methylpropyl)phenyl]propanoic acid
CID 114864 · 206.3 g/mol
3-methylbutyl 2-phenylacetate
CID 7600 · 206.3 g/mol
3-phenylpropyl 2-methylpropanoate
CID 7662 · 206.3 g/mol
2-phenylethyl 3-methylbutanoate
CID 8792 · 206.3 g/mol