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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Definition:A prostanoid that is prostaglandin E2 in which both of the hydrogens at position 16 have been replaced by methyl groups.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 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 chr14:99,919,485...100,104,136
Ensembl chr14:99,919,485...100,098,796
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 chr16:37,457,134...37,495,758
Ensembl chr16:37,457,135...37,495,758
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 chr10:75,087,892...75,098,260
Ensembl chr10:75,087,892...75,098,260
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 chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
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 chr20:5,189,382...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 19787
    role 19734
      application 19393
        pharmaceutical 19275
          drug 19275
            anti-ulcer drug 774
              16,16-dimethylprostaglandin E2 8
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
                                          fatty acid 15845
                                            fatty acid derivative 1021
                                              icosanoid 453
                                                prostanoid 395
                                                  16,16-dimethylprostaglandin E2 8
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