Molecular Formula	C13H18O2
Molecular Weight	206.28
Structure
State	solid
Clearance	The clearance rate ranges between 3-13 L/h depending on the route of administration, enantiomer type and dosage.[A39190]
Volume of distribution	The apparent volume of distribution of ibuprofen is of 0.1 L/kg.[A39195]
Route of elimination	Ibuprofen is rapidly metabolized and eliminated in the urine thus, this via accounts for more than 90% of the administered dose. It is completely eliminated in 24 hours after the last dose and almost all the administered dose goes through metabolism, representing about 99% of the eliminated dose.[A39092] The biliary excretion of unchanged drug and active phase II metabolites represents 1% of the administered dose.[A39190] In summary, ibuprofen is excreted as metabolites or their conjugates. The elimination of ibuprofen is not impaired by old age or the presence of renal impairment.[A39092]
Protein binding	Ibuprofen dosage is more than 99% bound to plasma proteins and site II of purified albumin, binding appears to be saturable and becomes non-linear at concentrations exceeding 20 mcg/ml.[A39092]
Half life	The serum half-life of ibuprofen is 1.2-2 hours.[A39092] In patients with a compromised liver function, the half-life can be prolonged to 3.1-3.4 hours.[A39190]
Absorption	It is very well absorbed orally and the peak serum concentration can be attained in 1 to 2 hours after extravascular administration. When ibuprofen is administered immediately after a meal there is a slight reduction in the absorption rate but there is no change in the extent of the absorption.[A39092] When orally administered, the absorption of ibuprofen in adults is very rapidly done in the upper GI tract.[A39190] The average Cmax, Tmax and AUC ranges around 20 mcg/ml, 2 h and 70 mcg.h/ml. These parameters can vary depending on the enantiomer form, route, and dose of administration.[A39190]
Trade names	Advil, Motrin, Nurofen
Description	nonsteroidal anti-inflammatory drug (NSAID); derived from propionic acid; inhibiting the production of prostaglandins by decreasing the activity of the enzyme cyclooxygenase

Toxicity	Dose	Time	Species	Model	Method	Action	Positive criterion	Reference
PROTONOPHORIC UNCOUPLING								278
MEMBRANE POTENTIAL	355.9 µM	30 mins	mouse	liver mitochondria	Rh123 fluorescence (excitation 485 nm, emission 535 nm) are recorded using a fluorescence multi-well plate reader (mCICCP (20 µM) treatments was considered as the 100% baseline for ΔΨm loss)	decrease	EC20	36
RESPIRATION	170.1 µM	60 mins	mouse	liver mitochondria	Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition.	decrease	EC20	36
RESPIRATION	132.1 µM	60 mins	mouse	liver mitochondria	Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition.	decrease	EC20	36
MITOCHONDRIAL FATTY ACID BETA OXIDATION						affect		227
MITOCHONDRIAL FATTY ACID BETA OXIDATION						affect		239
MITOCHONDRIAL FATTY ACID BETA OXIDATION	287μM	80*	mice	Lean mice vs Ob/ob mice	Measurement of oxygen consumption in the presence of ADP (state 3) and the different substrates was carried out on the Mitologics screening platform		EC20	227
SWELLING	> 200 µM	30 mins	mouse	liver mitochondria	swelling assay: Absorbance at 545 nm using a fluorescence multi-well plate reader (CaCl2 (50 µM) was considered as the 100% baseline for the swelling )	increase	EC20	36

Target	Dose	Time	Species	Model	Method	Action	Positive criterion	Reference
NADH:ubiquinone reductase	170.1 µM	60 mins	mouse	liver mitochondria	Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition.	inhibit	EC20	36
Succinate dehydrogenase	132.1 µM	60 mins	mouse	liver mitochondria	Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition.	inhibit	EC20	36
Cytochrome c	> 200 µM	30 mins	mouse	liver mitochondria	Cytochrome c release was evaluated using ELISA kit ( 20 µg/ml Alamethicin was used as 100% baseline)	release	EC20	36

Pictogram	Signal	Statements	Precautionary Statement Codes
	Warning	Aggregated GHS information provided by 611 companies from 44 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H319 (74.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (74.14%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure Respiratory tract irritation] H361 (14.73%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity] Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.	P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P304+P340, P305+P351+P338, P308+P313, P312, P330, P337+P313, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
	Danger	H302: Harmful if swallowed [Warning Acute toxicity, oral] H360: May damage fertility or the unborn child [Danger Reproductive toxicity] H362: May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation] H371: May cause damage to organs [Warning Specific target organ toxicity, single exposure] H373: Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure] H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard] H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]	P201, P202, P260, P263, P264, P270, P273, P281, P301+P312, P308+P313, P309+P311, P314, P330, P391, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Analgesic therapy

Ankylosing spondylitis

Arthropathy

Autoimmune disorder

Blood pressure increased

Body temperature increased

Bursitis

Connective tissue disorder

Discomfort

Ear pain

Haemoglobin

Haemorrhage

Headache

Inflammation

Influenza

Ligament sprain

Migraine

Muscle spasms

Musculoskeletal discomfort

Myalgia

Nasopharyngitis

Nausea

Neuralgia

Oropharyngeal discomfort

Oropharyngeal pain

Otitis media

Patent ductus arteriosus

Procedural pain

Renal failure

Renal impairment

Rheumatoid arthritis

Rhinitis

Soft tissue injury

Systemic lupus erythematosus

Tendonitis

Tenosynovitis

Tension headache

Toothache

Ulcer

Uterine pain

Constipation (0.22)

Somnolence (0.22)

Abdominal discomfort

Adrenal insufficiency

Anaemia

Apnoea

Atelectasis

Bacteraemia

Blood creatinine increased

Blood lactate dehydrogenase increased

Blood urea increased

Cough

Diarrhoea

Dizziness

Dyspepsia

Eosinophilia

Flatulence

Gastrointestinal disorder

Haematuria

Haemoglobin

Haemoglobin decreased

Haemorrhage

Headache

Hypernatraemia

Hypertension

Hypoalbuminaemia

Hypocalcaemia

Hypoglycaemia

Hypokalaemia

Hypoproteinaemia

Hypotension

Intraventricular haemorrhage

Nausea

Neutropenia

Oedema

Oedema peripheral

Pneumonia bacterial

Pneumothorax

Renal failure

Renal impairment

Respiratory failure

Respiratory tract infection

Skin lesion

Thrombocytosis

Urinary retention

Urinary tract infection

Urine output

Vomiting

Wound haemorrhage

( inverted exclamation markA)-Ibuprofen	( inverted question mark)-Ibuprofen	(+) ibuprofen
(+-)-2-(p-Isobutylphenyl)propionic acid	(+-)-Ibuprofen	(+-)-Ibuprophen
(+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid	(+-)-p-Isobutylhydratropic acid	(+/-)-2-(4-Isobutylphenyl)Propanoic Acid
(+/-)-2-(p-isobutylphenyl)propionic acid	(+/-)-Ibuprofen	(+/-)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid
(+/-)-p-Isobutylhydratropic acid	(.+-.)-2-(p-Isobutylphenyl)propionic acid	(.+-.)-p-Isobutylhydratropic acid
(.+/-.)-2-(p-Isobutylphenyl)propionic acid	(.+/-.)-p-Isobutylhydratropic acid	(2s)-2-[4-(2-methylpropyl)phenyl]propionic acid DEXIBUPROFEN (S)-(+)-2-(4-ISOBUTYLPHENYL)PROPIONIC ACID (S)-(+)-4-ISOBUTYL-ALPHA-ME
(4-Isobutylphenyl)-alpha-methylacetic acid	(?)-Ibuprofen	(A+/-)-Ibuprofen
(RS)-2-(4-(2-Methylpropyl)phenyl)propanoic acid	(RS)-Ibuprofen	(S)-4-Isobutyl-alpha-methylphenylacetic acid
(r/s)-alpha-methyl-4-isobutylphenylacetic acid	(y)-Ibuprofen	.alpha.-(4-Isobutylphenyl)propionic acid
.alpha.-(p-isobutylphenyl)propionic acid	.alpha.-2-(p-Isobutylphenyl)propionic acid	.alpha.-Methyl-4-(2-methylpropyl)benzeneacetic acid
15687-27-1	2-(4'-isobutylphenyl)-propionic acid	2-(4'-isobutylphenyl)propionic acid
2-(4-ISOBUTYLPHENYL)PROPIONIC ACID	2-(4-Isobutyl-phenyl)-propionic acid	2-(4-Isobutylphenyl)-propionic acid
2-(4-Isobutylphenyl)propanoic acid	2-(4-Isobutylphenyl)propanoicAcid	2-(4-isobutylphenyl) propanoic acid
2-(4-isobutylphenyl) propionic acid	2-(4-isobutylphenyl)-propionic acid	2-(4-isobutylphenyl)-propionoic acid
2-(p-Isobutylphenyl)propionic acid	2-[4-(2-methylpropyl)phenyl]propanoic acid	2-p-isobutylphenylpropionic acid
4-Isobutyl-.alpha.-methylphenylacetic acid	4-Isobutyl-alpha-methylphenylacetic acid	4-Isobutylhydratropic acid
4-Isobutylphenyl)-.alpha.-methylacetic acid	58560-75-1	687I271
A831926	AB00052020-16	AB00052020-17
AB00052020_18	AB00052020_19	AB1009266
AC-11312	ACHES-N-PAIN	ACMC-209df0
ACMC-209ks2	ACT03248	AK-47272
AK-73124	AK307336	AKOS003237488
AKOS016340658	ALBB-025647	AM20060782
ANW-21658	ARONIS23835	Acide (isobutyl-4 phenyl)-2 propionique
Acide (isobutyl-4-phenyl)-2 propionique	Acide (isobutyl-4-phenyl)-2 propionique [French]	Act-3
Adex 200	Adran	Advil
Advil (TN)	Advil Cold & Sinus (Salt/Mix)	Advil Liqui-Gels
Advil Migraine Liqui-Gels	Advil migraine	Advil, Children's
Ak+C2278tren	Aktren	Alaxan
Algofen	Alivium	Am-Fam 400
Amelior	Amersol	Amibufen
Anafen	Anco	Andran
Anflagen	Antagil	Antalfene
Antarene	Antiflam	Apo-Ibuprofen
Apsifen	Artofen	Artril
Artril 300	BB 0258487	BBL010660
BCP10423	BCP20325	BCP25225
BDBM50009859	BIDD:GT0050	BR-47272
BRD-A17655518-001-02-0	BRD-A17655518-001-12-9	BRN 2049713
BSPBio_002170	Balkaprofen	Bayer Select Pain Relief
Benzeneacetic acid, .alpha.-methyl-4-(2-methylpropyl), (.+/-.)-	Benzeneacetic acid, .alpha.-methyl-4-(2-methylpropyl)-	Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl), (+-)-
Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl), (+/-)-	Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-	Betaprofen
Bloom	Bluton	Brofen
Brufanic	Brufen	Brufen 400
Brufen Retard	Bruflam	Brufort
Buburone	Bufeno	Bufigen
Bukrefen	Bupron	Buracaps
Burana	Butacortelone	Butylenin
C01588	C13H18O2	CAS-15687-27-1
CBMicro_005634	CCG-38947	CCRIS 3223
CDT-ibuprofen	CHEBI:5855	CHEMBL521
CHILDREN'S ADVIL-FLAVORED	CPD000058184	CS-1931
CTK3J2010	Caldolor	Cambridge id 5152402
Cap-Profen	Carol	Certified Reference Material
Cesra	Children's Advil	Children's Elixsure
Children's Elixsure IB	Children's Elixsure IB (Salt/Mix)	Children's Ibuprofen
Children's Motrin	Citalgan	Cobo
Codral Period Pain	Combiflam	Combunox (Salt/Mix)
Cunil	D00126	DB-043333
DB-071312	DB01050	DOLO PUREN
DSSTox_CID_732	DSSTox_GSID_20732	DSSTox_RID_75759
DTXSID5020732	Daiprophen	Dalsy
Dansida	Deep Relief	Dentigoa
Dibufen	Dignoflex	DivK1c_000887
Dolgin	Dolgirid	Dolgit
Dolibu	Dolmaral	Dolo-Dolgit
Dolocyl	Dolofen	Dolofen-F
Dolofin	Dolofort	Dologel
Dolomax	Doloren	Dolormin
Doltibil	Dolven	Donjust B
Dorival	Drin	Duafen
Dularbuprofen	Duobrus	Dura-Ibu
Dysdolen	EC 239-784-6	EINECS 239-784-6
EU-0100691	Easifon	Ebufac
Emflam	Emflam-200	Epitope ID:139973
Epobron	Eputex	Ergix
Esprenit	Exneural	FT-0601629
FT-0655194	Faspic	Femadon
Femafen	Femapirin	Femidol
Fenbid	Fendol	Fenspan
Fibraflex	GTPL2713	Gelufene
Genpril	Gofen	Grefen
Gynofug	HEFNNWSXXWATRW-UHFFFAOYSA-	HEFNNWSXXWATRW-UHFFFAOYSA-N
HMS1920F15	HMS2089P05	HMS2091N03
HMS2230N04	HMS3259G05	HMS3262K03
HMS3372M09	HMS3649M11	HMS3651A15
HMS502M09	HSDB 3099	HY-78131
Haltran	Hemagene Tailleur	Hydratropic acid, p-isobutyl-
I 4883	I0415	IB-100
IDI1_000887	IP-82	Ibol
Ibren	Ibu	Ibu-Attritin
Ibu-Tab	Ibu-Tab 200	Ibu-slo
Ibu-slow	Ibubest	Ibubeta
Ibucasen	Ibudol	Ibudolor
Ibufen	Ibuflamar	Ibufug
Ibugel	Ibugen	Ibugesic
Ibuhexal	Ibulagic	Ibular
Ibulav	Ibuleve	Ibulgan
Ibumed	Ibumerck	Ibumetin
Ibupirac	Ibupril	Ibuprin
Ibuprocin	Ibuprofen (Advil)	Ibuprofen (Dolgesic)
Ibuprofen (JP17/USP/INN)	Ibuprofen - Adooq Bioscience	Ibuprofen 1.0 mg/ml in Methanol
Ibuprofen 100 microg/mL in Methanol	Ibuprofen I.V. Solution	Ibuprofen [USAN:BAN:INN:JAN]
Ibuprofen [USAN:USP:INN:BAN:JAN]	Ibuprofen for peak identification, European Pharmacopoeia (EP) Reference Standard	Ibuprofen(Advil)
Ibuprofen, 99%	Ibuprofen, >=98% (GC)	Ibuprofen, British Pharmacopoeia (BP) Reference Standard
Ibuprofen, European Pharmacopoeia (EP) Reference Standard	Ibuprofen, Pharmaceutical Secondary Standard	Ibuprofen, United States Pharmacopeia (USP) Reference Standard
Ibuprofen, VETRANAL(TM), analytical standard	Ibuprofen, Vetec(TM) reagent grade, 97%	Ibuprofen, meets USP testing specifications
Ibuprofen,(S)	Ibuprofen-Zinc	Ibuprofene
Ibuprofene [INN-French]	Ibuprofeno	Ibuprofeno [INN-Spanish]
Ibuprofenum	Ibuprofenum [INN-Latin]	Ibuprohm
Ibuprophen	Ibuprox	Ibusal
Ibutid	Ibux	Ifen
InChI=1/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)	Inabrin	Inflam
Inoven	Ipren	Irfen
Isobutylpropanoicphenolic acid	Isodol	J-009349
J10135	Jenaprofen	Junifen
Junior Strength Advil	Junior Strength Ibuprofen	Junior Strength Motrin
KBio1_000887	KBio2_001329	KBio2_003897
KBio2_006465	KBio3_001390	KBioGR_000389
KBioSS_001329	KS-00000CJ0	KS-000047NV
KS-5029	KSC492A1B	Kesan
Kontagripp Mono	Kratalgin	LP00691
LS-7454	Lamidon	Lebrufen
Librofem	Lidifen	Liptan
Lopac0_000691	Lopane	M-4957
MCULE-9475454445	MFCD00010393	MLS000069733
MLS001146965	MOTRIN MIGRAINE PAIN	Malafene
Manypren	Medipren	Melfen
Mensoton	Midol	Midol 200
Midol IB Cramp Relief	Midol Liquid Gels	Moment
Motrin	Motrin (TN)	Motrin IB
Motrin IB Gelcaps	Motrin IB Gelcaps (Salt/Mix)	Mynosedin
N4,N4' -Di(naphthalen-1-yl)-N4,N4' -bis(4-vinylphenyl)biphenyl-4,4'-diamine	NC00458	NCGC00015529-04
NCGC00015529-05	NCGC00015529-06	NCGC00015529-07
NCGC00015529-08	NCGC00015529-09	NCGC00015529-10
NCGC00015529-12	NCGC00015529-13	NCGC00015529-14
NCGC00015529-15	NCGC00015529-18	NCGC00089819-02
NCGC00089819-03	NCGC00089819-04	NCGC00089819-05
NCGC00089819-06	NCGC00089819-07	NCGC00256416-01
NCGC00258935-01	NCGC00261376-01	NCI60_002065
NINDS_000887	NSC 256857	NSC-256857
NSC-757073	NSC256857	NSC757073
Nagifen-D	Napacetin	Narfen
Neo-Helvagit	Neo-Mindol	Neobrufen
Nerofen	Noalgil	Nobafon
Nobfelon	Nobfen	Nobgen
Noritis	Novadol	Novo Dioxadol
Novo-Profen	Novogent	Novoprofen
Nuprilan	Nuprin	Nurofen
Nurofen Meltlets	Opera_ID_554	Optifen
Opturem	Oralfene	Ostarin
Ostofen	Ozonol	Paduden
Panafen	Pantrop	Paxofen
Pedea	PediaProfen	Pediatric Advil
Perofen	Perrigo ibuprofen	Pharmakon1600-01500347
Proartinal	Profen	Proflex
Propanoic acid, 2-(4-isobutylphenyl)	Provon	PubChem16054
Q186969	Quadrax	R.D. 13621
RD 13621	RTR-006580	Racemic ibuprofen
Rafen	Ranofen	Rebugen
Relcofen	Rhinadvil	Rofen
Roidenin	Rufen	Rufin
Rupan	SAM002264619	SB19113
SBB064160	SBI-0050669.P004	SC-18867
SCHEMBL3001	SMR000058184	SPBio_000178
SPECTRUM1500347	SR-01000000214	SR-01000000214-13
SR-01000000214-2	SR-01000000214-4	ST-1482
ST024750	ST24032335	STK177358
SW203738-2	Sadefen	Salivia
Salprofen	Schmerz-Dolgit	Seclodin
Sednafen	Seklodin	Seskafen
Sine-Aid IB Caplets (Salt/Mix)	Siyafen	Solpaflex
Solufen	Spectrum2_000129	Spectrum3_000465
Spectrum4_000015	Spectrum5_000862	Spectrum_000849
Stelar	Sugafen	Suprafen
Suspren	Syntofene	TR-006580
TRA0047278	Tab-Profen	Tabalon
Tabalon 400	Tatanal	Tempil
Tofen	Togal N	Tonal
Tox21_110170	Tox21_110170_1	Tox21_201384
Tox21_302829	Tox21_500691	Trauma-Dolgit Gel
Trendar	U 18573	U-18,573
U-18573	UCB 79171	Unipron
Upfen	Uprofen	Urem
VUFB 9649	WLN: QVY&R DIY	Z1695709473
ZAG-1701	Zafen	Zofen
[(+/-)-2-(4-Isobutylphenyl)-propionic Acid	alpha-(4-Isobutylphenyl)propionate	alpha-(4-Isobutylphenyl)propionic acid
alpha-(4-isobutylphenyl)-propionic acid	alpha-(p-isobutylphenyl)-propionic acid	alpha-(p-isobutylphenyl)propionic acid
alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid	alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid	alpha-Methyl-4-(isobutyl)phenylacetic acid
alpha-p-Isobutylphenylpropionate	alpha-p-Isobutylphenylpropionic acid	duralbuprofen
ibuprofen	p-Isobutyl-2-phenylpropionate	p-Isobutyl-2-phenylpropionic acid
p-Isobutylhydratropate	p-Isobutylhydratropic acid	p-Isobutylhydratropic acid
p-isobutyl-hydratropic acid	s1638

DrugBank Name	Ibuprofen
DrugBank	DB01050
CAS Number	1010396-31-2, 1216459-54-9, 141505-32-0, 15687-27-1, 51146-56-6, 51146-57-7, 58560-75-1
PubChem Compound	3672
KEGG Compound ID	C01588
KEGG Drug	D00126
PubChem.Substance	46507255
ChEBI	5855
PharmGKB	PA449957
ChemSpider	3544
BindingDB	50009859.0
TTD	DAP000780
Wikipedia	Ibuprofen
DPD	2609