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Ibuprofen (PC000558)

Record Information
Version1.0
Creation date2015-10-09 22:31:18 UTC
Update date2017-01-19 02:36:28 UTC
FoodComEx IDPC000558
FoodDB RecordFDB022743
Chemical Information
NameIbuprofen
DescriptionIbuprofen is a nonsteroidal anti-inflammatory drug (NSAID) widely marketed under various trademarks including Act-3, Advil, Brufen, Motrin, Nuprin, and Nurofen. It is used for relief of symptoms of arthritis, primary dysmenorrhoea, and fever; Ibuprofen is an NSAID which is believed to work through inhibition of cyclooxygenase (COX), thus inhibiting prostaglandin synthesis. There are at least 2 variations of cyclooxygenase (COX-1 and COX-2), ibuprofen inhibits both COX-1 and COX-2. It appears that its analgesic, antipyretic, and anti-inflammatory activity are achieved principally through COX-2 inhibition; whereas COX-1 inhibition is responsible for its unwanted effects on platelet aggregation and the GI mucosa. As with other NSAIDs, ibuprofen inhibits platelet aggregation, but is not used therapeutically for this action since it is a minor and reversible effect. -- Wikipedia [HMDB]
CAS Number15687-27-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(+-)-2-(P-Isobutylphenyl)propionateGenerator
(+-)-2-(P-Isobutylphenyl)propionic acidChEBI
(+-)-a-Methyl-4-(2-methylpropyl)benzeneacetateGenerator
(+-)-a-Methyl-4-(2-methylpropyl)benzeneacetic acidGenerator
(+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetateGenerator
(+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acidChEBI
(+-)-IbuprofenChEBI
(+-)-P-IsobutylhydratropateGenerator
(+-)-P-Isobutylhydratropic acidChEBI
(+-)-α-methyl-4-(2-methylpropyl)benzeneacetateGenerator
(+-)-α-methyl-4-(2-methylpropyl)benzeneacetic acidGenerator
(4-Isobutylphenyl)-a-methylacetateGenerator
(4-Isobutylphenyl)-a-methylacetic acidGenerator
(4-Isobutylphenyl)-alpha-methylacetateGenerator
(4-Isobutylphenyl)-alpha-methylacetic acidChEBI
(4-Isobutylphenyl)-α-methylacetateGenerator
(4-Isobutylphenyl)-α-methylacetic acidGenerator
(RS)-ibuprofenChEBI
2-(4-Isobutylphenyl)propanoateGenerator
2-(4-Isobutylphenyl)propanoic acidChEBI
4-IsobutylhydratropateGenerator
4-Isobutylhydratropic acidChEBI
a-(4-Isobutylphenyl)propionateGenerator
a-(4-Isobutylphenyl)propionic acidGenerator
a-(P-Isobutylphenyl)propionateGenerator
a-(P-Isobutylphenyl)propionic acidGenerator
AdranChEBI
AdvilChEBI
alpha-(4-Isobutylphenyl)propionatehmdb
alpha-(4-Isobutylphenyl)propionic acidhmdb
alpha-(P-Isobutylphenyl)propionateGenerator
alpha-(P-Isobutylphenyl)propionic acidChEBI
alpha-p-Isobutylphenylpropionatehmdb
alpha-p-Isobutylphenylpropionic acidhmdb
AmibufenChEBI
AncoChEBI
AnflagenChEBI
ApsifenChEBI
BlutonChEBI
BrufenChEBI
BrufortChEBI
BuburoneChEBI
ButyleninChEBI
DolginChEBI
DolgiridChEBI
DolgitChEBI
Dolo-dolgitChEBI
duralbuprofenhmdb
EbufacChEBI
EpobronChEBI
FemadonChEBI
HaltranChEBI
Ibu-attritinChEBI
IbumetinChEBI
IbuprocinChEBI
IbutidChEBI
InabrinChEBI
InovenChEBI
LamidonChEBI
LebrufenChEBI
LiptanChEBI
MediprenChEBI
MotrinChEBI
MynosedinChEBI
NobfenChEBI
NobgenChEBI
NuprinChEBI
NurofenChEBI
p-Isobutyl-2-phenylpropionatehmdb
p-Isobutyl-2-phenylpropionic acidhmdb
p-Isobutylhydratropatehmdb
p-Isobutylhydratropic acidhmdb
PediaprofenChEBI
RoideninChEBI
RufenChEBI
SeclodinChEBI
SusprenChEBI
TabalonChEBI
TrendarChEBI
UremChEBI
α-(4-isobutylphenyl)propionateGenerator
α-(4-isobutylphenyl)propionic acidGenerator
α-(P-isobutylphenyl)propionateGenerator
α-(P-isobutylphenyl)propionic acidGenerator
Chemical FormulaC13H18O2
IUPAC name2-[4-(2-methylpropyl)phenyl]propanoic acid
InChI IdentifierInChI=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)
InChI KeyHEFNNWSXXWATRW-UHFFFAOYSA-N
Isomeric SMILESCC(C)CC1=CC=C(C=C1)C(C)C(O)=O
Average Molecular Weight206.2808
Monoisotopic Molecular Weight206.13067982
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 2-phenylpropanoic-acid
  • P-cymene
  • Aromatic monoterpenoid
  • Monocyclic monoterpenoid
  • Monoterpenoid
  • Phenylpropane
  • Monocyclic benzene moiety
  • Benzenoid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 200 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci E159
AKSci J10135
Cayman Chemical 70280
Glentham GP1763
MetaSci HMDB0001925
Sigma-Aldrich HMDB0001925
Toronto Research Chemicals I140000