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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:ketorolac
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Accession:CHEBI:6129 term browser browse the term
Definition:A racemate comprising equimolar amounts of (R)-(+)- and (S)-(-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid. While only the (S)-(-) enantiomer is a COX1 and COX2 inhibitor, the (R)-(+) enantiomer exhibits potent analgesic activity. A non-steroidal anti-inflammatory drug, ketorolac is mainly used (generally as the tromethamine salt) for its potent analgesic properties in the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis. It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.
Synonyms:exact_synonym: rac-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
 related_synonym: (+-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid;   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);   InChIKey=OZWKMVRBQXNZKK-UHFFFAOYSA-N;   SMILES=N12C(C(C(=O)O)CC1)=CC=C2C(=O)C3=CC=CC=C3;   ketorolaco;   ketorolacum;   rac-ketorolac
 xref: CAS:74103-06-3;   DrugBank:DB00465;   HMDB:HMDB0014608;   KEGG:C07062;   KEGG:D08104
 xref_mesh: MESH:D020910
 xref: PMID:10027870;   PMID:10223774;   PMID:10593468;   PMID:17456651;   PMID:19281996;   PMID:22191998;   PMID:23088994;   PMID:23126437;   PMID:23179562;   PMID:23298250;   PMID:23447046;   PMID:23473380;   PMID:23562034;   PMID:23653032;   PMID:23702435;   PMID:24022643;   PMID:24112670;   PMID:28166217;   PMID:9549656;   Patent:BE856681;   Patent:US4089969;   Patent:US4347186;   Reaxys:413572;   Wikipedia:Ketorolac
 cyclic_relationship: is_conjugate_acid_of CHEBI:76229



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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-S3 RT1 class Ib, locus S3 affects expression ISO Ketorolac affects the expression of HLA-E mRNA CTD PMID:25811541 NCBI chr20:2,670,654...2,675,411
Ensembl chr20:2,670,709...2,675,411
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 19800
    role 19751
      biological role 19751
        pharmacological role 18837
          analgesic 13308
            ketorolac 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic acid 18346
                                        monocarboxylic acid 17622
                                          5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid 18
                                            (R)-ketorolac 18
                                              ketorolac 18
paths to the root