(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	ZINC000004095573

Download	Molfile XML SDF

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