Ketorolac
Athanor · official
C15H13NO3 · 255.27 g/mol
IUPAC name: 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
Also called Toradol, NSAID
DangerToxic if swallowed · Causes skin irritation · Causes serious eye irritation · May cause respiratory irritationNames and identifiers
- IUPAC name
- 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
- Synonyms
- Toradol, NSAID, Ketorolaco
+ 36 more
Ketorolacum, (+-)-Ketorolac, rac-ketorolac, DTXSID8023189, CHEBI:6129, YZI5105V0L, (+-)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid, DTXCID503189, 1H-Pyrrolizine-1-carboxylic acid, 2,3-dihydro-5-benzoyl-, (+-)-, 5-(benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid, 1H-Pyrrolizine-1-carboxylic acid, 5-benzoyl-2,3-dihydro, RefChem:55433, M01AB15, S01BC05, 5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid, Ketorolacum [Latin], Ketorolaco [Spanish], Ketoralac, MFCD00864281, RS 37619, Ketorolac (INN), KETOROLAC [INN], KETOROLAC [MI], Toradol (TN), (1RS)-5-Benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid, RS37619, Macril, 5-(phenylcarbonyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid, Ketorolac [INN:BAN], AB00053682_15, RS-37619, rac Ketorolac, 1H-Pyrrolizine-1-carboxylic acid, 2,3-dihydro-5-benzoyl-, (.+/-.)-, 5-BENZOYL-2,3-DIHYDRO-1H-PYRROLO[1,2-A]PYRROLE-1-CARBOXYLIC ACID, NCGC00185990-01, UNII-YZI5105V0L
- Molecular formula
- C15H13NO3
- Empirical formula
- C15H13NO3
- Molecular weight
- 255.27 g/mol
- Exact mass
- 255.08954
- CAS number
- 74103-06-3
- PubChem CID
- 3826
- Canonical SMILES
- C1CN2C(=CC=C2C(=O)C3=CC=CC=C3)C1C(=O)O
- Isomeric SMILES
- C1CN2C(=CC=C2C(=O)C3=CC=CC=C3)C1C(=O)O
- InChI
- InChI=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)
- InChIKey
- OZWKMVRBQXNZKK-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 19
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.2
- H-bond donors
- 1
- H-bond acceptors
- 2 computed here · PubChem 3
- Rotatable bonds
- 3
- TPSA (Ų)
- 59.3
- Formal charge
- 0
- XLogP3
- 1.9 PubChem
- Complexity
- 376 PubChem
- Stereocenters
- 0 defined, 1 undefinedCIP: C4: undefined
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C70.58%
- H5.13%
- N5.49%
- O18.80%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 2.29 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -3.1 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.69 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 255.27
- log P ≤ 5 (Crippen): 2.29
- H-bond donors ≤ 5: 1
- H-bond acceptors ≤ 10: 2
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Danger
Most widely reported: 7 company reports to ECHA. Source [1].
- Acute toxicity
- Harmful or irritant
- H301Toxic if swallowed
- H315Causes skin irritation (28.6% of reports)
- H319Causes serious eye irritation (28.6% of reports)
- H335May cause respiratory irritation (28.6% of reports)
Precautionary statements: P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Always read the supplier’s safety data sheet before working with it.
Spectra
- 13C NMRSpectraBase
- GC-MSNIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · SpectraBase
- MS-MSHuman Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (Exploris 480 Orbitrap (Thermo Scientific) · LC-ESI-QFT · POSITIVE) · MassBank Europe (TripleTOF 6600 SCIEX · LC-ESI-QTOF · POSITIVE) · MassBank Europe (TripleTOF 6600 SCIEX · LC-ESI-QTOF · POSITIVE) · MassBank Europe (TripleTOF 6600 SCIEX · LC-ESI-QTOF · POSITIVE) · MassBank Europe (TripleTOF 6600 SCIEX · LC-ESI-QTOF · POSITIVE) · MassBank Europe (TripleTOF 6600 SCIEX · LC-ESI-QTOF · POSITIVE)
- ATR-IRSpectraBase (Bio-Rad FTS · ATR-Film (MeCl2) (DuraSamplIR II))
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.