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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 It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.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 chr14:18,743,678...18,745,457
Ensembl chr14:18,743,685...18,745,457
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:77,671,028...77,700,491
Ensembl chr  X:77,674,150...77,700,269
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 6:10,306,508...10,385,239
Ensembl chr 6:10,306,405...10,387,265
JBrowse link
G Fcer1a Fc fragment of IgE receptor Ia multiple interactions ISO Ketorolac inhibits the reaction [IL4 results in increased expression of FCER1A mRNA] CTD PMID:19767084 NCBI chr13:91,727,253...91,737,106
Ensembl chr13:91,730,925...91,737,053
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 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
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 6:96,810,868...96,856,303
Ensembl chr 6:96,810,907...96,856,052
JBrowse link
G Icam1 intercellular adhesion molecule 1 decreases expression EXP Ketorolac results in decreased expression of ICAM1 mRNA CTD PMID:19620882 NCBI chr 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059
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 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
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 chr10:38,963,979...38,969,531
Ensembl chr10:38,963,979...38,969,531
JBrowse link
G LOC100364500 RT1 class I, locus CE11-like affects expression ISO Ketorolac affects the expression of HLA-A mRNA CTD PMID:25811541 NCBI chr20:2,704,153...2,707,111
Ensembl chr20:2,704,148...2,707,120
JBrowse link
G Mpo myeloperoxidase decreases activity EXP Ketorolac results in decreased activity of MPO CTD PMID:11996850 NCBI chr10:75,087,892...75,098,260
Ensembl chr10:75,087,892...75,098,260
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 7:142,899,358...142,920,216
Ensembl chr 7:142,905,758...142,920,216
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 2:54,951,625...54,966,470
Ensembl chr 2:54,952,821...54,963,448
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 3:15,560,685...15,582,339
Ensembl chr 3:15,560,712...15,582,344
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
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 chr20:3,176,124...3,180,825
Ensembl chr20:3,176,107...3,179,818
JBrowse link
G Sele selectin E decreases expression EXP Ketorolac results in decreased expression of SELE mRNA CTD PMID:19620882 NCBI chr13:82,355,234...82,365,323
Ensembl chr13:82,355,471...82,365,341
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 7:70,946,228...70,963,542
Ensembl chr 7:70,946,228...70,964,484
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 chr14:22,597,103...22,619,968 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        pharmacological role 18797
          analgesic 13063
            ketorolac 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        monocarboxylic acid 17407
                                          5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid 19
                                            (R)-ketorolac 19
                                              ketorolac 19
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.