UCSF

ZINC38141759

Substance Information

In ZINC since Heavy atoms Benign functionality
January 4th, 2010 15 Yes

Other Names:

"Ibuprofen, 98%"

(+)-(S)-p-isobutylhydratropic acid; (2S)-2-(4-isobutylphenyl)propanoic acid; (S)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid

(+-)-2-(p-isobutylphenyl)propionic acid; (+-)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid; (+-)-ibuprofen; (+-)-p-isobutylhydratropic acid; (4-isobutylphenyl)-alpha-methylacetic acid; (RS)-ibuprofen; 2-(4-isobutylphenyl)propanoic acid; 4-isobutylhyd

(+-)-2-(p-Isobutylphenyl)propionic acid; (+-)-Ibuprofen; (+-)-Ibuprophen; (+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid; (+-)-p-Isobutylhydratropic acid; (4-Isobutylphenyl)-alpha-methylacetic acid; (RS)-Ibuprofen; (S)-4-Isobutyl-alpha-methylpheny

(+-)-ibuprofen

(+/-)-IBUPROFEN-D3

(2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid

(2S)-2-[4-(2-Methylpropyl)phenyl]propionic acid; (S)-(+)-4-Isobutyl-alpha-methylphenylacetic acid; (S)-(+)-2-(4-Isobutylphenyl)propionic acid

(S)-(+)-2-(4-Isobutylphenyl)propionic Acid

(S)-(+)-4-Isobutyl-Alpha-MethylphenylaceticAcid

(S)-(+)-4-Isobutyl-_-methylphenylacetic acid

(S)-(+)-Ibuprofen

(S)-2-(4-Isobutylphenyl)propanoic acid

(S)-2-Amino-5-guanidinopentanoic acid compound with 2-(4-isobutylphenyl)propanoic acid (1:1)

(±)-Ibuprofen

2-[4- phenyl]propanoicacid

IBUPROFEN-D3

profen

139466-08-3

15687-27-1

15687-27-1; Advil (TN); D00126; Ibuprofen (JP16/USP/INN); Motrin (TN)

15687-27-1; C01588; Ibuprofen

15687-27-1; CPD000058184; IBUPROFEN; SAM002264619

2-(4-Isobutyl-phenyl)-propionic acid

2-(4-Isobutylphenyl)propanoic acid

2-(4-Isobutylphenyl)propionic Acid

2-[4-(2-methylpropyl)phenyl]propanoic acid

4-Isobutyl-alpha-methylphenylacetic acid

4-Isobutyl-alpha-methylphenylacetic acid, 99%

4-Isobutyl-Alpha-MethylphenylaceticAcid

527688-20-6; D09760; Ibuprofen sodium (USAN); Ibuprofen sodium hydrate

57469-77-9; D06606; Ibuprofen lysine (USAN); Neoprofen (TN); Solufenum

58560-75-1

AC-11312

AC1L1GGE

AC1Q1P84

AC1Q1P85

ACHES-N-PAIN

Act-3

Actiprofen

Adex

Adex 200

Adran

Adran; Advil; Amibufen; Anco; Anflagen; Apsifen; Bluton; Brufen; Brufort; Buburone; Butylenin; Dolgin; Dolgirid; Dolgit; Dolo-Dolgit; Ebufac; Epobron; Femadon; Haltran; Ibu-Attritin; Ibumetin; Ibuprocin; Ibutid; Inabrin; Inoven; Lamidon; Lebrufen; Liptan

Advil

Advil (TN)

ADVIL COLD AND SINUS; C13H18O2.C10H15NO.HCl; CHILDREN'S ADVIL COLD; CHILDREN'S MOTRIN COLD; IBUPROFEN AND PSEUDOEPHEDRINE HCL; IBUPROFEN; PSEUDOEPHEDRINE HYDROCHLORIDE; IBUPROHM COLD AND SINUS; LS-178608; SINE-AID IB

Advil Liqui-Gels

Ak+C2278tren

Aktren

Alaxan

Alges-X

Algofen

Algoflex

Algofren

Alivium

alpha-(4-Isobutylphenyl)propionate;alpha-(4-Isobutylphenyl)propionic acid;alpha-p-Isobutylphenylpropionate;alpha-p-Isobutylphenylpropionic acid;Duralbuprofen;p-Isobutyl-2-phenylpropionate;p-Isobutyl-2-phenylpropionic acid;p-Isobutylhydratropate;p-Isobutyl

Am-Fam 400

Amelior

Amersol

Amibufen

Anadin Ibuprofen

Anadin Joint Pain

Anafen

Anco

Andran

Anflagen

Antagil

Antalfene

Antarene

Antiflam

Apo-Ibuprofen

Apsifen

Apsifen-F

Apsifen

ARONIS23835

Arthrofen

Artofen

Artril

Artril 300

Balkaprofen

BAN

BB_SC-1358

benzeneacetic acid, a-methyl-4-(2-methylpropyl)-

benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-

Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)-, sodium salt; C13H17O2.Na; EINECS 250-477-6; Hydratropic acid, p-isobutyl-, sodium salt; Ibuprofen sodium; Ibuprofen, Sodium Salt; LS-76355; Sodium 2-(4-isobutylphenyl)propionate; Sodium ibuprofen; p-Is

Betagesic

Betaprofen

BIDD:GT0050

Bloom

Bluton

Bonifen

BRD-A17655518-001-02-0

BRD-K14965640-001-03-3

BRN 2049713

Brofen

brufalgin

Brufanic

Brufen

Brufen 400

Brufen Retard

Bruflam

Brufort

Buburone

Bufeno

Bufigen

Bugesic

Bukrefen

Bupron

Buprovil

Buracaps

Burana

Butylenin

C01588

C13H18O2

Caldolor

Calprofen

Cap-Profen

Carol

CCRIS 3223

CDT-ibuprofen

Cesra

CHEBI:43412; CHEBI:35706

CHEBI:5855

CHEMBL521

Children's Advil

Children's Elixsure

Children's Ibuprofen

Children's Motrin

CID3672

Citalgan

Cobo

Codafen

Codral

Combiflam

CPD000058184

CPD000058184; Ibuprofen; SAM002264619

Cunil

D00126

D007052

Daiprophen

Dalsy

Dansida

DAP000780

DB01050

Deep Relief

Dentigoa

Dexibuprofen

Dexibuprofen (BAN

Dexibuprofen, 98.5%+

Dibufen

Dignoflex

Dismenol

Diverin

Dolgin

Dolgirid

Dolgit

Dolibu

Dolmaral

DOLO PUREN

Dolo-Dolgit

Dolo-Spedifen

Dolocyl

Dolofen

Dolofen-F

Dolofin

Dolofort

Dologel

Dolomax

Doloraz

Doloren

Dolormin

Doltibil

Dolven

Donjust B

Dorival

Drin

Duafen

Duobrus

Dura-Ibu

Duralbuprofen; alpha-(4-Isobutylphenyl)propionate; alpha-(4-Isobutylphenyl)propionic acid; alpha-p-Isobutylphenylpropionate; alpha-p-Isobutylphenylpropionic acid; p-Isobutyl-2-phenylpropionate; p-Isobutyl-2-phenylpropionic acid; p-Isobutylhydratropate; p-

Duralbuprofen;alpha-(4-Isobutylphenyl)propionate;alpha-(4-Isobutylphenyl)propionic acid;alpha-p-Isobutylphenylpropionate;alpha-p-Isobutylphenylpropionic acid;p-Isobutyl-2-phenylpropionate;p-Isobutyl-2-phenylpropionic acid;p-Isobutylhydratropate;p-Isobutyl

Dysdolen

Easifon

Ebufac

EINECS 260-751-7; Ibuprofen lysinate; L-Lysine mono(4-isobutyl-alpha-methylbenzeneacetate); L-Lysine, mono(alpha-methyl-4-(2-methylpropyl)benzeneacetate); LS-88474; Saren; Solufen [Spanish]; Solufenum; Soluphene; p-Isobutylphenyl-2-propionate lysine

Emflam

Emflam-200

EmuProfen

Epobron

Eputex

Ergix

Espidifen

Esprenit

EU-0100691

Eve

Exneural

Faspic

FDA

FDA)

FDA); Ibuprofen (FDA

Femadon

Femafen

Femapirin

Femidol

Fenbid

Fenbid Spansule

Fendol

Fenpaed

Fenspan

Fibraflex

Finalflex

Galprofen

Gelufene

Gofen

Grefen

Gynofug

Haltran

Herron Blue

HMS1920F15

HMS2089P05

HMS2091N03

HMS502M09

HSDB 3099

I 4883

i-profen

I01-7039

I0415

I4883_SIGMA

I7905_SIAL

IB-100

Ibalgin

Ibol

Ibren

Ibrofen and Ibugan

Ibu

Ibu-Attritin

IBU-Ratiopharm

Ibu-Slo

Ibu-slow

Ibu-Tab

Ibu-Tab 200

Ibu-Vivimed

Ibubest

Ibubeta

Ibucasen

Ibudol

Ibudolor

Ibufen

Ibuflam

Ibuflamar

Ibufug

Ibugel

Ibugen

Ibugesic

IbuHEXAL

Ibulagic

Ibular

Ibulav

Ibuleve

Ibulgan

Ibum

Ibumax

Ibumed

Ibumerck

Ibumetin

Ibumidol

Ibupain

Ibupirac

Ibuprin

Ibuprocin

Ibuprofen (BAN

Ibuprofen lysinate

Ibuprofen Lysine

Ibuprofen Lysine (NeoProfen)

Ibuprofen Lysine (USAN

Ibuprofen Sodium

Ibuprofen Sodium (USAN

Ibuprofen sodium salt

Ibuprofen, 99%

Ibuprofene

Ibuprofeno

Ibuprofenum

Ibuprohm

Ibuprom

Ibuprophen

Ibuprosyn

Ibuprox

Ibusal

Ibustar

Ibutid

Ibux

Ibuxin

IDI1_000887

Ifen

Inabrin

Inflam

INN

INN)

Inoven

IP 82

IP-82

IP82

Ipren

Irfen

ISOBUTYLPHENYLPROPANOICACI

Isodol

JAN

Jenaprofen

Junifen

Junior Strength Advil

Junior Strength Ibuprofen

Junior Strength Motrin

KBio1_000887

KBio2_001329

KBio2_003897

KBio2_006465

KBio3_001390

Kesan

Kratalgin

Lamidon

Lebrufen

Librofem

Lidifen

Liptan

Lobufen

Lopane

Lotem

LS-7454

Malafene

Manypren

Medicol

Medipren

Melfen

Mensoton

MFCD00010393

MFCD00069289

MFCD00133414

MFCD01716155

MFCD06658737

MFCD09865386

Midol

Midol 200

MLS000069733

MLS001146965

Moment

Motrin

Motrin (TN)

Motrin IB

Mynosedin

Mypaid

Myprodol

NA

Nagifen-D

Napacetin

Narfen

Naron Ace

NCI60_002065

Neo-Helvagit

Neo-Mindol

Neobrufen

NeoProfen

Nerofen

NINDS_000887

Noalgil

Nobafon

Nobfelon

Nobfen

Nobgen

Noritis

Norton

Norvectan

Novadol

Novo-Profen

Novogent

Novogent N

Novoprofen

NSC 256857

NSC256857

Nuprilan

Nuprin

Nureflex

Nurofen

Nurofen Meltlets

Optifen

Opturem

Oralfene

Orbifen

Ostarin

Ostofen

Ozonol

P-Isobutylhydratropic Acid

Paduden

Panafen

Pantrop

Para-Isobutylhydratropic Acid

Paxofen

Pedea

Pedia-Profen

Pediaprofen

Pediatric Advil

Perifar

Perofen

Proartinal

Profen

Profin

Proflex

Provon

QA-6958

Quadrax

R.D. 13621

Rafen

Ranfen

Ranofen

Rapidol

Ratiodolor

RD 13621

Rebugen

Relcofen

Rhinadvil

Rimafen

Rofen

Roidenin

Rufen

Rufin

Rupan

S-(+)-ibuprofen

Sadefen

Salivia

Salprofen

Salvarina

SAM002264619

Seclodin

Sednafen

Seklodin

Seskafen

Siyafen

SMR000058184

Sodium 2-(4-isobutylphenyl)propanoate

Sodium 2-(4-isobutylphenyl)propionate

Solpaflex

Solufen

SPBio_000178

Spedifen

Speedpain NANO

Spidifen

ST-1482

Stelar

STK177358

Sugafen

Suprafen

Suspren

Syntofene

Tab-Profen

Tabalon

Tabalon 400

Tatanal

Tefin

Tempil

TL8001184

Tofen

Togal N

Tonal

Trendar

U 18573

U-18,573

U-18573

UCB 79171

Unafen

Unipron

Upfen

Uprofen

Urem

USAN

USAN)

USAN); Ibuprofen Sodium (FDA

USP)

USP); Ibuprofen Lysine (FDA

VUFB 9649

Zafen

ZAG-1701

Zofen

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 3.46 9.06 -46.94 0 2 -1 40 205.277 4

Vendor Notes

Note Type Comments Provided By
BP [°C] 157 (p=4 torr) Acros Organics
BP 157 / 4 TCI
Boiling_Point 157?/4mm Alfa-Aesar
Boiling_Point 157°/4mm Alfa-Aesar
ALOGPS_SOLUBILITY 6.84e-02 g/l DrugBank-approved
Mp [°C] 75 - 78 Acros Organics
Melting_Point 75-78? Alfa-Aesar
Melting_Point 75-78° Alfa-Aesar
MP 76 TCI
MP 77 - 78 Enamine Building Blocks
MP 77...78 Enamine Building Blocks
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Purity 95% Fluorochem
Purity 95+% Matrix Scientific
Purity 97% APIChem
Purity 98% Fluorochem
Purity 99% APIChem
UniProt Database Links AK1C1_HUMAN; AK1C2_HUMAN; AMACR_RAT; S22AK_MOUSE; SC5A8_HUMAN; SC5AC_HUMAN ChEBI
biological_use Analgesic IBScreen Bioactives
therap analgesic, antiinflammatory MicroSource US Drugs
Therapy Anti-inflammatory and analgesic; non-selective COX inhibitor SMDC Iconix
therap antiinflammatory MicroSource Spectrum
biological_use Antipyretic IBScreen Bioactives
Target COX Selleck Chemicals
mechanism Cyclooxygenase (COX) inhibitor IBScreen Bioactives IBScreen Bioactives
mechanism Cyclooxygenase (COX) inhibitor; Prostaglandin antagonist ZereneX Building Blocks
Patent Database Links EP0908186; EP1064967; EP1088550; EP1176140; EP1231209; EP1310488; EP1382339; EP1405646; EP1493439; EP1514877; EP1518551; EP1520590; EP1576962; EP1582221; EP1593386; EP1595936; EP1600154; EP1602334; EP1604658; EP1611877; EP1611879; EP1614421; EP1614431; EP ChEBI
Patent Database Links EP1889847; US2007218128; WO2007115822 ChEBI
H phrase H302: Harmful if swallowed; H319: Causes serious eye irritation; H335: May cause respiratory irritation Acros Organics
H phrase H411: Toxic to aquatic life with long lasting effects Acros Organics
Warnings IRRITANT Matrix Scientific
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : I-6117 NIH Clinical Collection via PubChem
biological_use Non-steroidal antiinflammatory agent IBScreen Bioactives IBScreen Bioactives
Indications NSAID, Pain Management & Musculoskeletal KeyOrganics Bioactives
P phrase P280: Wear protective gloves/protective clothing/eye protection/face protection; P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing Acros Organics
P phrase P281: Use personal protective equipment as required Acros Organics
mechanism Prostaglandin antagonist IBScreen Bioactives
R phrase R22: Harmful if swallowed. Acros Organics
R phrase R22: Harmful if swallowed.; R36/37: Irritating to eyes and respiratory system. Acros Organics
S phrase S36/37: Wear suitable protective clothing and gloves. Acros Organics
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: I-6117 NIH Clinical Collection via PubChem
Hazard XN: Harmful Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ALBU-1-E Serum Albumin (cluster #1 Of 1), Eukaryotic Eukaryotes 3000 0.52 Binding ≤ 10μM
PGH1-2-E Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic Eukaryotes 2000 0.53 Binding ≤ 10μM
PGH1-2-E Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic Eukaryotes 2600 0.52 Binding ≤ 10μM
PGH2-1-E Cyclooxygenase-2 (cluster #1 Of 8), Eukaryotic Eukaryotes 1100 0.56 Binding ≤ 10μM
PGH2-1-E Cyclooxygenase-2 (cluster #1 Of 8), Eukaryotic Eukaryotes 1500 0.54 Binding ≤ 10μM
S22A6-1-E Solute Carrier Family 22 Member 6 (cluster #1 Of 3), Eukaryotic Eukaryotes 4700 0.50 Binding ≤ 10μM
S22AK-1-E Solute Carrier Family 22 Member 20 (cluster #1 Of 2), Eukaryotic Eukaryotes 1122 0.56 Binding ≤ 10μM
CXCR1-1-E Interleukin-8 Receptor A (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.65 Functional ≤ 10μM
CXCR2-1-E C-X-C Chemokine Receptor Type 2 (cluster #1 Of 3), Eukaryotic Eukaryotes 100 0.65 Functional ≤ 10μM
PGH1-2-E Cyclooxygenase-1 (cluster #2 Of 2), Eukaryotic Eukaryotes 220 0.62 Functional ≤ 10μM
PGH2-1-E Cyclooxygenase-2 (cluster #1 Of 1), Eukaryotic Eukaryotes 220 0.62 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 100 0.65 Binding ≤ 1μM
PGH1_HUMAN P23219 Cyclooxygenase-1, Human 2260 0.53 Binding ≤ 10μM
PGH1_SHEEP P05979 Cyclooxygenase-1, Sheep 3200 0.51 Binding ≤ 10μM
PGH1_BOVIN O62664 Cyclooxygenase-1, Bovin 2900 0.52 Binding ≤ 10μM
PGH1_RAT Q63921 Cyclooxygenase-1, Rat 2000 0.53 Binding ≤ 10μM
PGH2_RAT P35355 Cyclooxygenase-2, Rat 2000 0.53 Binding ≤ 10μM
PGH2_HUMAN P35354 Cyclooxygenase-2, Human 1400 0.55 Binding ≤ 10μM
PGH2_BOVIN O62698 Cyclooxygenase-2, Bovin 1100 0.56 Binding ≤ 10μM
PGH2_SHEEP P79208 Cyclooxygenase-2, Sheep 1500 0.54 Binding ≤ 10μM
ALBU_BOVIN P02769 Serum Albumin, Bovin 3000 0.52 Binding ≤ 10μM
S22AK_MOUSE Q80UJ1 Solute Carrier Family 22 Member 20, Mouse 1100 0.56 Binding ≤ 10μM
S22A6_MOUSE Q8VC69 Solute Carrier Family 22 Member 6, Mouse 4677.35141 0.50 Binding ≤ 10μM
PGH1_MOUSE P22437 Cyclooxygenase-1, Mouse 220 0.62 Functional ≤ 10μM
PGH2_MOUSE Q05769 Cyclooxygenase-2, Mouse 220 0.62 Functional ≤ 10μM
CXCR1_HUMAN P25024 Interleukin-8 Receptor A, Human 100 0.65 Functional ≤ 10μM
CXCR2_HUMAN P25025 Interleukin-8 Receptor B, Human 100 0.65 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Chemokine receptors bind chemokines
COX reactions
G alpha (i) signalling events
HDL-mediated lipid transport
Nicotinamide salvaging
Organic anion transport
Platelet degranulation
Recycling of bile acids and salts
Scavenging of heme from plasma
Synthesis of 15-eicosatetraenoic acid derivatives
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)
Transport of organic anions

Analogs ( Draw Identity 99% 90% 80% 70% )