Mrv0541 11071316172D          

 19 21  0  0  0  0            999 V2000
   12.2738   -0.8001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2738    0.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5028   -1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0492    0.3076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4840    0.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0187   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1782   -1.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3782    1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0764   -1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5461   -0.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6751   -2.4690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3524   -1.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8298    1.8098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2261    1.1958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8683   -1.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0278   -2.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2192   -2.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0469   -1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7351   -2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  9  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
  7  3  1  0  0  0  0
  4  8  1  1  0  0  0
 10  4  1  0  0  0  0
  6  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 10  9  1  0  0  0  0
 15 12  2  0  0  0  0
 16 12  1  0  0  0  0
 18 15  1  0  0  0  0
 17 16  2  0  0  0  0
 19 17  1  0  0  0  0
 19 18  2  0  0  0  0
M  END
> <ID>
CHEBI:76228

> <NAME>
(S)-ketorolac

> <DEFINITION>
A 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid that has S configuration. While (S)-ketorolac is a COX1 and COX2 inhibitor, both enantiomers exhibit analgesic effects. Racemic ketorolac, known simply as ketorolac, is used (mainly as the 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.

> <STAR>
3

> <SYNONYM>
(S)-(-)-ketorolac; (-)-ketorolac

> <IUPAC_NAME>
(1S)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid

> <FORMULA>
C15H13NO3

> <MASS>
255.26860

> <MONOISOTOPIC_MASS>
255.08954

> <CHARGE>
0

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

> <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-/m0/s1

> <INCHIKEY>
OZWKMVRBQXNZKK-NSHDSACASA-N

> <CAS_REGISTRY_NUMBER>
66635-92-5

> <REAXYS_REGISTRY_NUMBER>
6064296

> <CHEMIDPLUS>
66635-92-5

> <PUBMED_CITATION>
10027870; 10223774; 10593468; 15584071; 17456651; 19281996; 23447046; 9549656

$$$$