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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:(S)-ketorolac
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Accession:CHEBI:76228 term browser browse the term
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.
Synonyms:exact_synonym: (1S)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
 related_synonym: (-)-ketorolac;   Formula=C15H13NO3;   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;   SMILES=OC(=O)[C@H]1CCn2c1ccc2C(=O)c1ccccc1
 xref: CAS:66635-92-5;   PMID:10027870;   PMID:10223774;   PMID:10593468;   PMID:15584071;   PMID:17456651;   PMID:19281996;   PMID:23447046;   PMID:9549656;   Reaxys:6064296
 cyclic_relationship: is_enantiomer_of CHEBI:76227



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ketorolac term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cxcl1 C-X-C motif chemokine ligand 1 decreases expression EXP Ketorolac results in decreased expression of CXCL1 mRNA CTD PMID:19620882 NCBI chr14:17,193,364...17,195,143
Ensembl chr14:17,193,365...17,195,215
JBrowse link
G Cysltr1 cysteinyl leukotriene receptor 1 multiple interactions ISO Ketorolac inhibits the reaction [IL4 results in increased expression of CYSLTR1 mRNA] CTD PMID:19767084 NCBI chr  X:71,661,415...71,690,158
Ensembl chr  X:71,663,821...71,690,121
JBrowse link
G Epas1 endothelial PAS domain protein 1 decreases expression ISO Ketorolac results in decreased expression of EPAS1 protein CTD PMID:12912967 NCBI chr 6:7,790,236...7,871,246
Ensembl chr 6:7,790,647...7,871,228
JBrowse link
G Fcer1a Fc epsilon receptor Ia multiple interactions ISO Ketorolac inhibits the reaction [IL4 results in increased expression of FCER1A mRNA] CTD PMID:19767084 NCBI chr13:85,686,099...85,692,394
Ensembl chr13:85,686,092...85,692,351
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP Ketorolac inhibits the reaction [IL1B protein results in increased expression of FOS mRNA] CTD PMID:10800959 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha decreases expression ISO Ketorolac results in decreased expression of HIF1A protein CTD PMID:12912967 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link
G Icam1 intercellular adhesion molecule 1 decreases expression EXP Ketorolac results in decreased expression of ICAM1 mRNA CTD PMID:19620882 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP [Ketorolac co-treated with IL1B protein] results in increased secretion of Dinoprostone; Ketorolac inhibits the reaction [IL1B protein results in increased expression of FOS mRNA]; Ketorolac inhibits the reaction [IL1B protein results in increased expression of NR4A1 mRNA]; Ketorolac inhibits the reaction [IL1B protein results in increased expression of PTGER4 mRNA]; Ketorolac inhibits the reaction [IL1B protein results in increased secretion of Corticosterone] CTD PMID:10800959 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il4 interleukin 4 multiple interactions ISO Ketorolac inhibits the reaction [IL4 results in increased activity of STAT6 protein]; Ketorolac inhibits the reaction [IL4 results in increased expression of CYSLTR1 mRNA]; Ketorolac inhibits the reaction [IL4 results in increased expression of FCER1A mRNA]; Ketorolac inhibits the reaction [IL4 results in increased phosphorylation of STAT6 protein] CTD PMID:19767084 NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
JBrowse link
G Mpo myeloperoxidase decreases activity EXP Ketorolac results in decreased activity of MPO CTD PMID:11996850 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nr4a1 nuclear receptor subfamily 4, group A, member 1 multiple interactions EXP Ketorolac inhibits the reaction [IL1B protein results in increased expression of NR4A1 mRNA] CTD PMID:10800959 NCBI chr 7:132,368,399...132,389,300
Ensembl chr 7:132,374,840...132,389,297
JBrowse link
G Ptger4 prostaglandin E receptor 4 multiple interactions EXP Ketorolac inhibits the reaction [IL1B protein results in increased expression of PTGER4 mRNA] CTD PMID:10800959 NCBI chr 2:54,330,563...54,347,451
Ensembl chr 2:54,335,424...54,346,670
JBrowse link
G Ptgs1 prostaglandin-endoperoxide synthase 1 decreases expression
decreases activity
ISO Ketorolac results in decreased expression of PTGS1 mRNA
Ketorolac results in decreased activity of PTGS1 protein
CTD PMID:17175104 NCBI chr 3:19,584,015...19,605,589
Ensembl chr 3:19,584,015...19,605,586
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 increases expression
multiple interactions
decreases expression
ISO
EXP
Ketorolac results in increased expression of PTGS2 mRNA
Ketorolac inhibits the reaction [N-(2-cyclohexyloxy-4-nitrophenyl)methanesulfonamide promotes the reaction [Carrageenan results in increased expression of PTGS2 protein]]
Ketorolac results in decreased expression of PTGS2 mRNA
CTD PMID:17175104 PMID:17258197 PMID:19620882 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G RT1-A2 RT1 class Ia, locus A2 affects expression ISO Ketorolac affects the expression of HLA-E mRNA CTD PMID:25811541 NCBI chr20:4,870,939...4,910,183 JBrowse link
G RT1-M3-1 RT1 class Ib, locus M3, gene 1 affects expression ISO Ketorolac affects the expression of HLA-G mRNA CTD PMID:25811541 NCBI chr20:1,323,976...1,328,126
Ensembl chr20:1,287,521...1,328,117
JBrowse link
G Sele selectin E decreases expression EXP Ketorolac results in decreased expression of SELE mRNA CTD PMID:19620882 NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741
JBrowse link
G Stat6 signal transducer and activator of transcription 6 multiple interactions ISO Ketorolac inhibits the reaction [IL4 results in increased activity of STAT6 protein]; Ketorolac inhibits the reaction [IL4 results in increased phosphorylation of STAT6 protein] CTD PMID:19767084 NCBI chr 7:63,480,229...63,497,551
Ensembl chr 7:63,479,642...63,498,495
JBrowse link
G Ugt2b7 UDP glucuronosyltransferase family 2 member B7 multiple interactions ISO Ketorolac inhibits the reaction [UGT2B7 protein results in increased chemical synthesis of aldosterone 18-glucuronide]; Ketorolac inhibits the reaction [UGT2B7 protein results in increased glucuronidation of Aldosterone] CTD PMID:19740398 NCBI chr14:20,896,682...20,919,604
Ensembl chr14:20,896,682...20,919,604
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20059
    role 20009
      biological role 20008
        pharmacological role 19070
          analgesic 14638
            (S)-ketorolac 19
              ketorolac 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 20059
    subatomic particle 20056
      composite particle 20056
        hadron 20056
          baryon 20056
            nucleon 20056
              atomic nucleus 20056
                atom 20056
                  main group element atom 19956
                    p-block element atom 19956
                      carbon group element atom 19882
                        carbon atom 19873
                          organic molecular entity 19873
                            organic group 18943
                              organic divalent group 18928
                                organodiyl group 18928
                                  carbonyl group 18877
                                    carbonyl compound 18877
                                      carboxylic acid 18565
                                        monocarboxylic acid 17748
                                          5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid 19
                                            (S)-ketorolac 19
                                              ketorolac 19
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