(R)-ketorolac (CHEBI:76227)

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ChEBI Name	(R)-ketorolac

ChEBI ID	CHEBI:76227

ChEBI ASCII Name	(R)-ketorolac

Definition	A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has R configuration. Unlike the S-enantiomer, it does not exhibit COX1 and COX2 inhibition, but does exhibit analgesic activity. Racemic ketorolac, known simply as ketorolac, is used (mainly as a tromethamine salt) as a potent analgesic for the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C15H13NO3

Net Charge

Average Mass

255.26860

Monoisotopic Mass

255.08954

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)/t11-/m1/s1

InChIKey

OZWKMVRBQXNZKK-LLVKDONJSA-N

SMILES

OC(=O)[C@@H]1CCn2c1ccc2C(=O)c1ccccc1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.

Application(s):	analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.

ChEBI Ontology
Outgoing	(R)-ketorolac (CHEBI:76227) has role analgesic (CHEBI:35480) (R)-ketorolac (CHEBI:76227) is a 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid (CHEBI:76223) (R)-ketorolac (CHEBI:76227) is enantiomer of (S)-ketorolac (CHEBI:76228)

Incoming	ketorolac (CHEBI:6129) has part (R)-ketorolac (CHEBI:76227) (S)-ketorolac (CHEBI:76228) is enantiomer of (R)-ketorolac (CHEBI:76227)

IUPAC Name

(1R)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

Last Modified

08 November 2013