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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:(R)-ketorolac
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Accession:CHEBI:76227 term browser browse the term
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.
Synonyms:exact_synonym: (1R)-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-/m1/s1;   InChIKey=OZWKMVRBQXNZKK-LLVKDONJSA-N;   SMILES=OC(=O)[C@@H]1CCn2c1ccc2C(=O)c1ccccc1
 xref: CAS:66635-93-6;   PDBeChem:KTR;   PMID:10027870;   PMID:10223774;   PMID:10593468;   PMID:17456651;   PMID:19281996;   PMID:23447046;   PMID:9549656;   Reaxys:6064295
 cyclic_relationship: is_enantiomer_of CHEBI:76228


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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 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 19773
    role 19719
      biological role 19719
        pharmacological role 18831
          analgesic 13095
            (R)-ketorolac 18
              ketorolac 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19773
    subatomic particle 19772
      composite particle 19772
        hadron 19772
          baryon 19772
            nucleon 19772
              atomic nucleus 19772
                atom 19772
                  main group element atom 19662
                    p-block element atom 19662
                      carbon group element atom 19579
                        carbon atom 19569
                          organic molecular entity 19569
                            organic group 18613
                              organic divalent group 18604
                                organodiyl group 18604
                                  carbonyl group 18521
                                    carbonyl compound 18521
                                      carboxylic acid 18196
                                        monocarboxylic acid 17604
                                          5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid 18
                                            (R)-ketorolac 18
                                              ketorolac 18
paths to the root