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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:16,16-dimethylprostaglandin E2
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Accession:CHEBI:141046 term browser browse the term
Definition:A prostanoid that is prostaglandin E2 in which both of the hydrogens at position 16 have been replaced by methyl groups. A synthetic analogue of prostaglandin E2, it is a potent inhibitor of pancreatic function and growth of experimental tumors. It also protects the gastric mucosa, prevents ulceration, and promotes the healing of peptic ulcers.
Synonyms:exact_synonym: (5Z,11alpha,13E,15R)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oic acid
 related_synonym: 16,16-Dimethyl-pge2;   16,16-Dimethyl-prostaglandin E2;   9-oxo-11R,15R-dihydroxy-16,16-dimethyl-5Z,13E-prostadienoic acid;   Formula=C22H36O5;   InChI=1S/C22H36O5/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h6,8,12-13,16-17,19-20,24-25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)/b8-6-,13-12+/t16-,17-,19-,20-/m1/s1;   InChIKey=QAOBBBBDJSWHMU-WMBBNPMCSA-N;   SMILES=C(\\[C@H]1[C@@H](CC([C@@H]1C/C=C\\CCCC(O)=O)=O)O)=C/[C@H](C(CCCC)(C)C)O;   dmPGE(2);   dmPGE2
 xref: CAS:39746-25-3;   LIPID_MAPS_instance:LMFA03010065
 xref_mesh: MESH:D015064
 xref: PMID:10630489;   PMID:10669047;   PMID:10952078;   PMID:11208431;   PMID:11991626;   PMID:1372575;   PMID:1373359;   PMID:1604570;   PMID:1629578;   PMID:174967;   PMID:19059888;   PMID:2116342;   PMID:23996087;   PMID:3562785;   PMID:7201834;   PMID:7513369;   PMID:7616483;   PMID:7625885;   PMID:7847837;   PMID:7874263;   PMID:8225563;   PMID:8322025;   PMID:8419232;   PMID:8514255;   PMID:8613460;   PMID:9073153;   PMID:9481403



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16,16-dimethylprostaglandin E2 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation
multiple interactions
ISO 16,16-Dimethylprostaglandin E2 results in increased phosphorylation of AKT1 protein
EGFR affects the reaction [16,16-Dimethylprostaglandin E2 results in increased phosphorylation of AKT1 protein]
CTD PMID:15578100 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases response to substance
affects localization
ISO BAX results in increased susceptibility to 16,16-Dimethylprostaglandin E2
16,16-Dimethylprostaglandin E2 affects the localization of BAX protein
CTD PMID:15578100 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Egfr epidermal growth factor receptor multiple interactions ISO EGFR affects the reaction [16,16-Dimethylprostaglandin E2 results in increased phosphorylation of AKT1 protein] CTD PMID:15578100 NCBI chr14:91,176,979...91,349,722
Ensembl chr14:91,177,067...91,344,382
JBrowse link
G Hpgd 15-hydroxyprostaglandin dehydrogenase increases activity ISO 16,16-Dimethylprostaglandin E2 results in increased activity of HPGD protein CTD PMID:14736730 NCBI chr16:33,986,265...34,024,228
Ensembl chr16:33,986,266...34,024,228
JBrowse link
G Mpo myeloperoxidase multiple interactions EXP 16,16-Dimethylprostaglandin E2 inhibits the reaction [Indomethacin results in increased activity of MPO protein] CTD PMID:11686837 PMID:11855677 PMID:11991626 PMID:18306037 NCBI chr10:72,594,883...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP 16,16-Dimethylprostaglandin E2 inhibits the reaction [Indomethacin results in increased activity of NOS2 protein]; 16,16-Dimethylprostaglandin E2 inhibits the reaction [Indomethacin results in increased expression of NOS2 mRNA] CTD PMID:11686837 PMID:11855677 PMID:11991626 PMID:15610444 PMID:18306037 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
increases expression
ISO
EXP
Flurbiprofen inhibits the reaction [16,16-Dimethylprostaglandin E2 results in increased expression of PTGS2 mRNA]
16,16-Dimethylprostaglandin E2 inhibits the reaction [SC 560 results in increased expression of PTGS2 mRNA]
CTD PMID:9099957 PMID:15610444 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 16,16-Dimethylprostaglandin E2 inhibits the reaction [Lipopolysaccharides results in increased expression of TNF] CTD PMID:9298541 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

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  CHEBI ontology 19844
    role 19820
      application 19663
        pharmaceutical 19504
          drug 19504
            anti-ulcer drug 1191
              16,16-dimethylprostaglandin E2 8
Path 2
Term Annotations click to browse term
  CHEBI ontology 19844
    subatomic particle 19842
      composite particle 19842
        hadron 19842
          baryon 19842
            nucleon 19809
              atomic nucleus 19842
                atom 19842
                  main group element atom 19792
                    p-block element atom 19792
                      carbon group element atom 19738
                        carbon atom 19734
                          organic molecular entity 19734
                            heteroorganic entity 19486
                              organochalcogen compound 19249
                                organooxygen compound 19167
                                  carbon oxoacid 18634
                                    carboxylic acid 18631
                                      monocarboxylic acid 18004
                                        fatty acid 16812
                                          fatty acid derivative 8960
                                            icosanoid 471
                                              prostanoid 406
                                                16,16-dimethylprostaglandin E2 8
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