Ketorolac (CED0002685)

Record Information
Version1.0
Creation Date2016-05-25 18:20:36 UTC
Update Date2026-08-19 09:37:59 UTC
Accession NumberCHEM022112
Identification
Common NameKetorolac
ClassSmall Molecule
Description
Ketorolac is an organic compound with the chemical formula C15H13NO3 and an average molecular weight of 255.27 g/mol. Ketorolac belongs to the carbonyl compounds, a subclass of organooxygen compounds within the organic compounds. It acts as an inhibitor of two recorded protein targets: Prostaglandin G/H synthase 1 (PTGS1) and Prostaglandin G/H synthase 2 (PTGS2). The compound is found in or released from 17 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is associated with antiinflammatory agents, antiinflammatory and antirheumatic products, and mydriatics and cycloplegics. It is also recorded in food preservation within food, food processing, and cookware. Other sources include electrical and electronic equipment, such as magnets, electrodes, hybrid capacitors, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. Additionally, it is found in household cleaning and consumer products, including bleaching agents, perfumes within detergents and soaps, cigar cigarettes, non electric simulated smoking devices, other smoking requisites, and two more. Exposure routes for ketorolac include oral, intravenous, intramuscular, and nasal administration. Other recorded routes are topical, intraocular, ophthalmic, irrigation, infiltration, and perineural.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
(+-)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acidChEBI
(+-)-KetorolacChEBI
KetorolacoChEBI
KetorolacumChEBI
rac-KetorolacChEBI
ToradolKegg
(+-)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylateGenerator
KetoralacHMDB
Ketorolac tromethamineHMDB
Chemical FormulaC15H13NO3
Average Molecular Mass255.269 g/mol
Monoisotopic Mass255.090 g/mol
CAS Registry Number66635-83-4
IUPAC Name5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
Traditional Nameketorolac
SMILESOC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H13NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13/h1-7,11H,8-9H2,(H,18,19)
InChI KeyOZWKMVRBQXNZKK-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
  • Benzoyl
  • Pyrrolizine
  • Monocyclic benzene moiety
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organonitrogen compound
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 Solubility0.51 g/LALOGPS
logP2.66ALOGPS
logP2.28ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)3.84ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity70.19 m³·mol⁻¹ChemAxon
Polarizability26.67 ųChemAxon
Number of Rings3ChemAxon
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-1920000000-a5c8bba9af16159033c0Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4i-7961000000-17a94cd0a49d06b5b243Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0190000000-cc495a56f46ce2f38f4cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-49260d5fd66684718972Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-3900000000-cf3a2eedecd98f879db6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-056r-9500000000-a993ea029f81823db36eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-9200000000-238f6cde2fac6b0ba421Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1590000000-070501bbf446e4fc9feaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-3900000000-cf3a2eedecd98f879db6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-fbb6114acc4083df7784Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-056r-9500000000-a993ea029f81823db36eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-3900000000-ee0dc6dc8e4e5458f031Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0190000000-cc495a56f46ce2f38f4cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-49260d5fd66684718972Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1900000000-4b05ed1bfbbaf89c98d5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-9200000000-238f6cde2fac6b0ba421Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0090000000-cf2413a3f637dd2e4920Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0190000000-9fdb0e54aaff0cd5b8e1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0940000000-413e5ee90a211ec8dd55Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pb9-1900000000-6434b0035bdf19334abaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ik9-0090000000-1d743b79312994c4708aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0390000000-fa8da911a286c2522b7dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-090r-4920000000-dad9f60ce69ed5b49dbbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0w29-0090000000-4148685fc3bd851d8294Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0290000000-9e7b9f6d61338222e28bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0kh9-2930000000-5b75c695a6356577b1b1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0090000000-37bb3aa601b3716743cfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0190000000-e9b22d06c12eb1f360d4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0kai-2940000000-033f092a4a6f988093c8Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
255.0Log mg/kg[140:450]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
363Antiinflammatory and antirheumatic productsHealthcare, pharmaceuticals & veterinary productsNot Available
396Antiinflammatory agentsHealthcare, pharmaceuticals & veterinary productsNot Available
399Mydriatics and cycloplegicsHealthcare, pharmaceuticals & veterinary productsNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
531RelaysElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
651Purses Money Bags WalletsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
Pathways
3 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)0.155698
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)0.700643
Click to view 3D structureAldo-keto reductase family 1 member B1P07943Rattus norvegicusPredicted (SEA)11.1324
Click to view 3D structureProstaglandin-H2 D-isomeraseO09114Mus musculusPredicted (SEA)2.33548
Cell division control protein 42 homolog structureClick to view 3D structureCell division control protein 42 homologP60953HumansPredicted (SEA)1.71268
Adiponectin receptor protein 2 structureClick to view 3D structureAdiponectin receptor protein 2Q86V24HumansPredicted (SEA)49.8235
Adiponectin receptor protein 1 structureClick to view 3D structureAdiponectin receptor protein 1Q96A54HumansPredicted (SEA)49.8235
ATP-binding cassette sub-family C member 4 structureClick to view 3D structureATP-binding cassette sub-family C member 4O15439HumansPredicted (SEA)1.24559
Ras-related C3 botulinum toxin substrate 1 structureClick to view 3D structureRas-related C3 botulinum toxin substrate 1P63000HumansPredicted (SEA)0.0778492
Click to view 3D structureSortase AQ8CM62Streptococcus mutansPredicted (SEA)19.3066
PHD finger protein 20 structureClick to view 3D structurePHD finger protein 20Q9BVI0HumansPredicted (SEA)38.4575
Click to view 3D structureSigma non-opioid intracellular receptor 1Q60492Cavia porcellusPredicted (SEA)605.667
Click to view 3D structureAcetylcholine-binding proteinP58154Lymnaea stagnalisPredicted (SEA)22.732
Click to view 3D structureChemokine receptorQ9MYJ9Oryctolagus cuniculusPredicted (SEA)68.8966
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)385.12
Click to view 3D structureAngiotensin-converting enzymeP12822Oryctolagus cuniculusPredicted (SEA)187.772
Click to view 3D structureAngiotensin-converting enzymeP47820Rattus norvegicusPredicted (SEA)190.886
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)1950.05
Angiotensin-converting enzyme structureClick to view 3D structureAngiotensin-converting enzymeP12821HumansPredicted (SEA)340.279
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)3795.62
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)945.868
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)2060.82
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)4027.53
Vesicular acetylcholine transporter structureClick to view 3D structureVesicular acetylcholine transporterQ16572HumansPredicted (SEA)76.915
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)847.622
Concentrations
Not Available
External Links
DrugBank IDDB00465
HMDB IDHMDB0014608
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkKetorolac
Chemspider ID3694
ChEBI ID6129
PubChem Compound ID3826
Kegg Compound IDC07062
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10027870
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=10223774
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=10593468
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=17456651
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19281996
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22191998
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23088994
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23126437
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23179562
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23298250
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23447046
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23473380
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23562034
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23653032
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23702435
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=24022643
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=24112670
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=28166217
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=9549656