Showing Compound Ibuprofen (FDB022743)

Record Information

Version

1.0

Creation date

2011-09-21 00:18:56 UTC

Update date

2015-10-09 22:31:18 UTC

Primary ID

FDB022743

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ibuprofen

Description

Ibuprofen 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 Number

15687-27-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Search:

Synonym	Source
(+-)-2-(p-Isobutylphenyl)propionate	Generator
(+-)-2-(P-Isobutylphenyl)propionate	Generator
(+-)-2-(p-Isobutylphenyl)propionic acid	ChEBI
(+-)-2-(P-Isobutylphenyl)propionic acid	ChEBI
(+-)-a-Methyl-4-(2-methylpropyl)benzeneacetate	Generator
(+-)-a-Methyl-4-(2-methylpropyl)benzeneacetic acid	Generator
(+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetate	Generator
(+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid	ChEBI
(+-)-Ibuprofen	ChEBI
(+-)-p-Isobutylhydratropate	Generator

Showing 1 to 10 of 130 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.068 g/L	ALOGPS
logP	3.5	ALOGPS
logP	3.84	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.85	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.73 m³·mol⁻¹	ChemAxon
Polarizability	23.76 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C13H18O2

IUPAC name

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

InChI Identifier

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)

InChI Key

HEFNNWSXXWATRW-UHFFFAOYSA-N

Isomeric SMILES

CC(C)CC1=CC=C(C=C1)C(C)C(O)=O

Average Molecular Weight

206.2808

Monoisotopic Molecular Weight

206.13067982

Classification

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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic 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 Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:5855 )

Ontology

Wastewater

Route of exposure:

Enteral:

Ingestion

Biological location:

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Biological role:

Environmental role:

Environmental contaminant

Industrial application:

Pharmaceutical industry:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-03xr-3900000000-e20ef3c30496e17720ba	2014-09-20	View Spectrum
GC-MS	Ibuprofen, 1 TMS, GC-MS Spectrum	splash10-02t9-1910000000-23f448d7be7d5cc35682	Spectrum
GC-MS	Ibuprofen, 1 TMS, GC-MS Spectrum	splash10-02t9-1910000000-cbe52d63986b68a2cec0	Spectrum
GC-MS	Ibuprofen, 1 TMS, GC-MS Spectrum	splash10-00di-9300000000-cc259b7768023e4cdba8	Spectrum
GC-MS	Ibuprofen, non-derivatized, GC-MS Spectrum	splash10-03di-3910000000-618880f8fd7b8ec3d473	Spectrum
GC-MS	Ibuprofen, non-derivatized, GC-MS Spectrum	splash10-02t9-1910000000-23f448d7be7d5cc35682	Spectrum
GC-MS	Ibuprofen, non-derivatized, GC-MS Spectrum	splash10-02t9-1910000000-cbe52d63986b68a2cec0	Spectrum
GC-MS	Ibuprofen, non-derivatized, GC-MS Spectrum	splash10-00di-9300000000-cc259b7768023e4cdba8	Spectrum
Predicted GC-MS	Ibuprofen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0296-3900000000-497aad6d6a3e7af1ac0a	Spectrum
Predicted GC-MS	Ibuprofen, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0309-8940000000-13dc492b216fb21dde05	Spectrum
Predicted GC-MS	Ibuprofen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ibuprofen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ibuprofen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)	splash10-03di-0910000000-90bf6813134491c9fbfd	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)	splash10-001i-9800000000-56f599abc462380b648c	2012-07-25	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6E) , Positive	splash10-03di-3910000000-618880f8fd7b8ec3d473	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0006-0497000000-fa397d6ffd29da116900	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0a4i-0690000000-f598b8bee69a6b62e817	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-1900000000-f1b7a986fee133d97eb1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-0920000000-aa36b3244e32560bb9d5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-5542c131f02b637029d8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-03di-9200000000-5de1fac09e33bce1cc34	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0a4i-0900000000-c254195738a6348894be	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-d4b4b28d0bf1144854c3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0a4i-0900000000-5f5841ab0d19d92f329f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-03dl-7900000000-811cee3d7fc26d62724a	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1970000000-50ac0f9eaf22b22ff57f	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bti-2910000000-a5804838ebd627fea205	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pb9-4900000000-a5b30d0a96d30db5ea4a	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0490000000-27a27175d7bf2807ff33	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fr-1940000000-f33172b037148de8a091	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02ha-5900000000-ebc408aaffe3ab58a6a3	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0bti-0930000000-d13739453cc1a7af3307	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bud-2910000000-db9b1bc4f7d1e33abb3c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9510000000-6eaaec80d704e4b4603c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-5535f56d1e770e37902d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fr-0900000000-1aedbd14d6db0c13aa63	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-0900000000-9537810cacf26548c24a	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50.32 MHz, CDCl₃, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Spectrum