Tiaprofenic acid (CED0010718)

Record Information
Version1.0
Creation Date2016-05-22 03:47:12 UTC
Update Date2026-08-19 04:53:03 UTC
SynCED IDCED0010718
Secondary Accession Numbers
  • CHEM016904
Identification
Common NameTiaprofenic acid
ClassSmall Molecule
Description
Tiaprofenic acid is an organic compound with the chemical formula $\text{C}_{14}\text{H}_{12}\text{O}_3\text{S}$ and an average molecular weight of 260.31 g/mol. Tiaprofenic acid belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds. The compound is identified as an inhibitor of two protein targets: Prostaglandin G/H synthase 1 (PTGS1) and Prostaglandin G/H synthase 2 (PTGS2). It is found in or released from six recorded sources across various sectors. Within healthcare, pharmaceuticals, and veterinary products, it is used in antiinflammatory and antirheumatic products. It is also associated with food preservation in the food, food processing, and cookware sector. Additionally, it is found in electrical and electronic equipment, specifically electrically stimulated smoking devices, as well as household cleaning and consumer products, including perfumes within detergents and soaps, soap detergents, and non-electric simulated smoking devices. The recorded exposure route for this compound is oral.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
2-(5-Benzoyl-thiophen-2-yl)-propionic acidChEBI
2-(5-Benzyl-2-thienyl)propionsaeureChEBI
5-Benzoyl-alpha-methyl-2-thiopheneacetic acidChEBI
5-Benzoyl-alpha-methylthiophene-2-acetic acidChEBI
Acide tiaprofeniqueChEBI
Acido tiaprofenicoChEBI
Acidum tiaprofenicumChEBI
alpha-Methyl-5-benzoyl-2-thienylacetic acidChEBI
TiaprofensaeureChEBI
SurgamKegg
2-(5-Benzoyl-thiophen-2-yl)-propionateGenerator
5-Benzoyl-a-methyl-2-thiopheneacetateGenerator
5-Benzoyl-a-methyl-2-thiopheneacetic acidGenerator
5-Benzoyl-alpha-methyl-2-thiopheneacetateGenerator
5-Benzoyl-α-methyl-2-thiopheneacetateGenerator
5-Benzoyl-α-methyl-2-thiopheneacetic acidGenerator
5-Benzoyl-a-methylthiophene-2-acetateGenerator
5-Benzoyl-a-methylthiophene-2-acetic acidGenerator
5-Benzoyl-alpha-methylthiophene-2-acetateGenerator
5-Benzoyl-α-methylthiophene-2-acetateGenerator
5-Benzoyl-α-methylthiophene-2-acetic acidGenerator
a-Methyl-5-benzoyl-2-thienylacetateGenerator
a-Methyl-5-benzoyl-2-thienylacetic acidGenerator
alpha-Methyl-5-benzoyl-2-thienylacetateGenerator
Α-methyl-5-benzoyl-2-thienylacetateGenerator
Α-methyl-5-benzoyl-2-thienylacetic acidGenerator
TiaprofenateGenerator
FlanidHMDB
Novo-tiaprofenicHMDB
Novopharm brand OF tiaprofenic acidHMDB
Nu-pharm brand OF tiaprofenic acidHMDB
Apotex brand OF tiaprofenic acidHMDB
Florizel brand OF tiaprofenic acidHMDB
Nu-tiaprofenicHMDB
PMS-TiaprofenicHMDB
Pierre fabre brand OF tiaprofenic acidHMDB
Surgam saHMDB
Hoechst brand OF tiaprofenic acidHMDB
Tiaprofenic acid, calcium saltHMDB
Apo-tiaprofenicHMDB
Aventis brand OF tiaprofenic acidHMDB
Grünenthal brand OF tiaprofenic acidHMDB
Pharmascience brand OF tiaprofenic acidHMDB
Chemical FormulaC14H12O3S
Average Molecular Mass260.308 g/mol
Monoisotopic Mass260.051 g/mol
CAS Registry Number33005-95-7
IUPAC Name2-(5-benzoylthiophen-2-yl)propanoic acid
Traditional Nametiaprofenic acid
SMILESCC(C(O)=O)C1=CC=C(S1)C(=O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C14H12O3S/c1-9(14(16)17)11-7-8-12(18-11)13(15)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17)
InChI KeyGUHPRPJDBZHYCJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl-phenylketones
Alternative Parents
Substituents
  • Aryl-phenylketone
  • Thiophene carboxylic acid or derivatives
  • Benzoyl
  • 2,5-disubstituted thiophene
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Thiophene
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.032 g/LALOGPS
logP3.22ALOGPS
logP3.66ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.03ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity69.19 m³·mol⁻¹ChemAxon
Polarizability26.78 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4i-0940000000-af8bb733f12381a53b77Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0avi-9841000000-6fb4e6ade76555e66361Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a5i-3910000000-04c8e1561815c7f17b73Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a5i-3910000000-04c8e1561815c7f17b73Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dl-1290000000-4ce6a76b25a3d1ea274fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-1940000000-e88e22a1c68d10055499Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-4900000000-a38f06fe68a7ee88e176Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0290000000-af1e36a58a2463253634Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0aor-2590000000-dbee76c4fb0af7803d2bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0209-9600000000-b93bd531d72f525db783Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0190000000-4f1c21443d308d90a750Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bt9-0950000000-471acf2d473bc63acf2dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bvi-5900000000-3d36668b5e4c2ad9932dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0290000000-5f4a79f89b41db1b6891Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-066r-3690000000-a8ca17657d6b336059d2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-055r-4900000000-65cdb9866d1499986d32Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
282.0 Log mg/kg [160:500]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
CEDs000363Antiinflammatory and antirheumatic products?Anti-inflammatory and antirheumatic products are synthetic chemicals commonly used to alleviate pain, reduce inflammation, and manage conditions such as arthritis.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentNot Available
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwareNot Available
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsNot Available
CEDs000561Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.Household cleaning & consumer productsNot Available
CEDs000563Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.Household cleaning & consumer productsNot Available
CEDs000609Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.Personal care & cosmeticsNot Available
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsNot Available
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsNot Available
CEDs000612Body Washing Or Cleaning Implements?Body washing or cleaning implements, such as synthetic sponges, loofahs, and washcloths, can be sources of synthetic chemical contamination due to the materials used in their production.Personal care & cosmeticsNot Available
CEDs000613Depilatories?Depilatories are products designed to remove unwanted hair through the application of synthetic chemicals that break down the protein structure of hair, facilitating its removal.Personal care & cosmeticsNot Available
CEDs000614Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.Personal care & cosmeticsNot Available
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsNot Available
CEDs000617Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.Personal care & cosmeticsNot Available
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsNot Available
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsNot Available
CEDs000642Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.Textiles, leather & furnishingsNot Available
CEDs000671Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.Aviation & AerospaceNot Available
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionNot Available
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingNot Available
CEDs000740Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.Paper, pulp & fiber productsNot Available
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsNot Available
Pathways
4 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)
Prediction Confidence Score
0.385
Applicability Domain
0.487
Statistical Significance
0.0018
Supporting Reference Compounds
136
E-value
13.935
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)
Prediction Confidence Score
0.385
Applicability Domain
0.487
Statistical Significance
0.0031
Supporting Reference Compounds
201
E-value
23.8219
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P05979Ovis ariesPredicted (SEA)
Prediction Confidence Score
0.343
Applicability Domain
0.487
Statistical Significance
0.0023
Supporting Reference Compounds
106
E-value
17.9053
Click to view 3D structureSolute carrier family 22 member 6Q4U2R8HumansPredicted (SEA)
Prediction Confidence Score
0.33
Applicability Domain
0.487
Statistical Significance
2.70e-04
Supporting Reference Compounds
26
E-value
2.10193
Click to view 3D structureProstaglandin G/H synthase 2P79208Ovis ariesPredicted (SEA)
Prediction Confidence Score
0.329
Applicability Domain
0.487
Statistical Significance
0.001
Supporting Reference Compounds
50
E-value
8.17417
Epidermal growth factor receptor structureClick to view 3D structureEpidermal growth factor receptorP00533HumansPredicted (SEA)
Prediction Confidence Score
0.303
Applicability Domain
0.487
Statistical Significance
0.1248
Supporting Reference Compounds
1301
E-value
971.792
Aldo-keto reductase family 1 member C3 structureClick to view 3D structureAldo-keto reductase family 1 member C3P42330HumansPredicted (SEA)
Prediction Confidence Score
0.293
Applicability Domain
0.326
Statistical Significance
0.0079
Supporting Reference Compounds
57
E-value
61.5009
Click to view 3D structureSolute carrier family 22 member 7Q5RLM2Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.284
Applicability Domain
0.487
Statistical Significance
4.00e-05
Supporting Reference Compounds
2
E-value
0.311397
Protein deacetylase HDAC6 structureClick to view 3D structureProtein deacetylase HDAC6Q9UBN7HumansPredicted (SEA)
Prediction Confidence Score
0.283
Applicability Domain
0.314
Statistical Significance
0.1084
Supporting Reference Compounds
553
E-value
844.119
Histone deacetylase 1 structureClick to view 3D structureHistone deacetylase 1Q13547HumansPredicted (SEA)
Prediction Confidence Score
0.283
Applicability Domain
0.356
Statistical Significance
0.1045
Supporting Reference Compounds
497
E-value
813.524
Aldo-keto reductase family 1 member C2 structureClick to view 3D structureAldo-keto reductase family 1 member C2P52895HumansPredicted (SEA)
Prediction Confidence Score
0.282
Applicability Domain
0.326
Statistical Significance
0.0092
Supporting Reference Compounds
40
E-value
71.4656
Histone deacetylase 3 structureClick to view 3D structureHistone deacetylase 3O15379HumansPredicted (SEA)
Prediction Confidence Score
0.281
Applicability Domain
0.356
Statistical Significance
0.0547
Supporting Reference Compounds
257
E-value
425.913
Histone deacetylase 4 structureClick to view 3D structureHistone deacetylase 4P56524HumansPredicted (SEA)
Prediction Confidence Score
0.279
Applicability Domain
0.356
Statistical Significance
0.0419
Supporting Reference Compounds
185
E-value
325.955
Solute carrier family 22 member 6 structureClick to view 3D structureSolute carrier family 22 member 6O35956Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.279
Applicability Domain
0.487
Statistical Significance
3.70e-04
Supporting Reference Compounds
9
E-value
2.88042
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)
Prediction Confidence Score
0.274
Applicability Domain
0.476
Statistical Significance
0.2747
Supporting Reference Compounds
1245
E-value
2138.36
Sortase A structureClick to view 3D structureSortase AQ8CM62Streptococcus mutansPredicted (SEA)
Prediction Confidence Score
0.268
Applicability Domain
0.268 Low confidence
Statistical Significance
0.003
Supporting Reference Compounds
1
E-value
23.5105
Click to view 3D structureProstaglandin G/H synthase 1Q63921Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.268
Applicability Domain
0.326
Statistical Significance
3.60e-04
Supporting Reference Compounds
7
E-value
2.80257
Protein RecA structureClick to view 3D structureProtein RecAP9WHJ3Mycobacterium tuberculosisPredicted (SEA)
Prediction Confidence Score
0.263
Applicability Domain
0.318
Statistical Significance
0.0562
Supporting Reference Compounds
296
E-value
437.824
Click to view 3D structureProtein-glutamine gamma-glutamyltransferaseQ7M0F8Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.262
Applicability Domain
0.292 Low confidence
Statistical Significance
0.0031
Supporting Reference Compounds
2
E-value
24.4447
Cytosol aminopeptidase structureClick to view 3D structureCytosol aminopeptidaseP00727Bos taurusPredicted (SEA)
Prediction Confidence Score
0.259
Applicability Domain
0.259 Low confidence
Statistical Significance
0.016
Supporting Reference Compounds
1
E-value
124.87
Click to view 3D structureHexokinase HKDC1Q2TB90HumansPredicted (SEA)
Prediction Confidence Score
0.259
Applicability Domain
0.318
Statistical Significance
0.0076
Supporting Reference Compounds
69
E-value
59.1654
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)
Prediction Confidence Score
0.257
Applicability Domain
0.271 Low confidence
Statistical Significance
0.104
Supporting Reference Compounds
425
E-value
809.632
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)
Prediction Confidence Score
0.256
Applicability Domain
0.297 Low confidence
Statistical Significance
0.0977
Supporting Reference Compounds
332
E-value
760.976
Leukotriene A-4 hydrolase structureClick to view 3D structureLeukotriene A-4 hydrolaseP09960HumansPredicted (SEA)
Prediction Confidence Score
0.256
Applicability Domain
0.28 Low confidence
Statistical Significance
0.0348
Supporting Reference Compounds
51
E-value
270.76
72 kDa type IV collagenase structureClick to view 3D structure72 kDa type IV collagenaseP08253HumansPredicted (SEA)
Prediction Confidence Score
0.256
Applicability Domain
0.313
Statistical Significance
0.1316
Supporting Reference Compounds
400
E-value
1024.18
Concentrations
Not Available
External Links
DrugBank IDDB01600
HMDB IDHMDB0015538
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTiaprofenic_acid
Chemspider ID5269
ChEBI ID32221
PubChem Compound ID5468
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available