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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:(11R,16S)-misoprostol
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Accession:CHEBI:63695 term browser browse the term
Definition:A methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate that has 8S,11S,12S,16R-configuration. It is the pharmacologically active diastereoisomeric component of misoprostol.
Synonyms:exact_synonym: methyl (11alpha,13E,16S)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate
 related_synonym: (16S)-15-deoxy--16-hydroxy-16-methyl-PGE1 methyl ester;   Formula=C22H38O5;   InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22+/m1/s1;   InChIKey=OJLOPKGSLYJEMD-YCVNZHGXSA-N;   SMILES=CCCC[C@](C)(O)C\\C=C\\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC;   methyl 11R,16S-dihydroxy-16-methyl-9-oxoprost-13E-en-1-oate
 xref: Reaxys:6092906
 cyclic_relationship: is_enantiomer_of CHEBI:63698


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misoprostol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adcyap1 adenylate cyclase activating polypeptide 1 multiple interactions EXP Misoprostol inhibits the reaction [ADCYAP1 protein results in increased secretion of Histamine] CTD PMID:11164953 NCBI chr 9:121,705,897...121,725,736
Ensembl chr 9:121,706,979...121,725,716
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP Misoprostol inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of BAX protein] CTD PMID:18602972 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Casp3 caspase 3 multiple interactions EXP Misoprostol inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased activity of CASP3 protein] CTD PMID:18602972 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cat catalase multiple interactions EXP Misoprostol inhibits the reaction [Cisplatin results in decreased expression of CAT protein] CTD PMID:21458517 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Chrm1 cholinergic receptor, muscarinic 1 multiple interactions EXP Misoprostol inhibits the reaction [(4-(m-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium Chloride binds to and results in increased activity of CHRM1 protein] CTD PMID:2459756 NCBI chr 1:224,869,087...224,885,101
Ensembl chr 1:224,882,439...224,884,205
JBrowse link
G Gast gastrin multiple interactions
decreases activity
EXP Misoprostol inhibits the reaction [GAST protein results in increased secretion of Histamine]
Misoprostol results in decreased activity of GAST protein
CTD PMID:2459756 PMID:11164953 NCBI chr10:88,245,532...88,248,485
Ensembl chr10:88,245,532...88,248,484
JBrowse link
G Il10 interleukin 10 multiple interactions ISO Misoprostol inhibits the reaction [[IL23A co-treated with IL1B] results in increased expression of IL10] CTD PMID:19273625 NCBI chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO Misoprostol inhibits the reaction [[IL23A co-treated with IL1B] results in increased expression of IL10] CTD PMID:19273625 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il23a interleukin 23 subunit alpha multiple interactions
increases expression
ISO Misoprostol inhibits the reaction [[IL23A co-treated with IL1B] results in increased expression of IL10]
Misoprostol results in increased expression of IL23A mRNA
CTD PMID:19273625 NCBI chr 7:2,710,609...2,712,723
Ensembl chr 7:2,710,609...2,712,723
JBrowse link
G Ptger1 prostaglandin E receptor 1 multiple interactions ISO [L-335677 binds to and results in decreased activity of PTGER1 protein] inhibits the reaction [Misoprostol results in increased susceptibility to Formaldehyde] CTD PMID:16360148 NCBI chr19:24,799,422...24,803,373
Ensembl chr19:24,800,072...24,803,373
JBrowse link
G Ptger2 prostaglandin E receptor 2 multiple interactions ISO [6-isopropoxy-9-oxoxanthene-2-carboxylic acid binds to and results in decreased activity of PTGER2 protein] inhibits the reaction [Misoprostol results in increased susceptibility to Formaldehyde] CTD PMID:16360148 NCBI chr15:19,336,029...19,349,759
Ensembl chr15:19,338,175...19,350,210
JBrowse link
G Ptger3 prostaglandin E receptor 3 multiple interactions ISO [L-826266 binds to and results in decreased activity of PTGER3 protein] inhibits the reaction [Misoprostol results in decreased susceptibility to Formaldehyde] CTD PMID:16360148 NCBI chr 2:263,895,093...263,979,682
Ensembl chr 2:263,895,241...263,979,698
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
increases expression
EXP 4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide inhibits the reaction [Misoprostol results in increased expression of PTGS2 protein]; Indomethacin inhibits the reaction [Misoprostol results in increased expression of PTGS2 protein] CTD PMID:12428691 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Tac1 tachykinin, precursor 1 multiple interactions EXP Misoprostol promotes the reaction [Kallidin results in increased secretion of TAC1 protein] CTD PMID:16039053 NCBI chr 4:33,638,853...33,646,819
Ensembl chr 4:33,638,709...33,646,819
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Misoprostol inhibits the reaction [Lipopolysaccharides results in increased expression of TNF] CTD PMID:9298541 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19773
    role 19719
      application 19403
        pharmaceutical 19303
          drug 19303
            oxytocic 245
              (11R,16S)-misoprostol 15
                misoprostol 15
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
                      chalcogen 19393
                        oxygen atom 19356
                          oxygen molecular entity 19356
                            hydroxides 19083
                              organic hydroxy compound 18658
                                alcohol 15029
                                  aliphatic alcohol 11164
                                    alkyl alcohol 11116
                                      methanol 3106
                                        methyl ester 3073
                                          methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate 15
                                            (11R,16S)-misoprostol 15
                                              misoprostol 15
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