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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:prostaglandin E1
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Accession:CHEBI:15544 term browser browse the term
Definition:A prostaglandins E that has formula C20H34O5.
Synonyms:exact_synonym: (13E,15S)-11alpha,15-dihydroxy-9-oxoprost-13-en-1-oic acid
 related_synonym: (11alpha,13E,15S)-11,15-dihydroxy-9-oxoprost-13-en-1-oic acid;   (13E)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate;   11alpha,15alpha-dihydroxy-9-oxo-13-trans-prostenoic acid;   Alprostadil;   Befar;   Caverject;   Edex;   Formula=C20H34O5;   InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1;   InChIKey=GMVPRGQOIOIIMI-DWKJAMRDSA-N;   Muse;   PGE-1;   PGE1;   Prostin VR;   SMILES=CCCCC[C@H](O)\\C=C\\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O;   alprostadilum
 alt_id: CHEBI:10820;   CHEBI:142;   CHEBI:26322
 xref: Beilstein:2061617;   CAS:745-65-3;   DrugBank:DB00770;   Drug_Central:138;   HMDB:HMDB0001442;   KEGG:C04741;   KEGG:D00180;   LIPID_MAPS_instance:LMFA03010134
 xref_mesh: MESH:D000527
 xref: PMID:15295081;   PMID:18176061;   PMID:7732902;   Reaxys:2061617;   Wikipedia:Prostaglandin_E1
 cyclic_relationship: is_conjugate_acid_of CHEBI:57397


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prostaglandin E1 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc4 ATP binding cassette subfamily C member 4 multiple interactions ISO Quercetin inhibits the reaction [Alprostadil promotes the reaction [ABCC4 protein results in increased hydrolysis of Adenosine Triphosphate]]; Silymarin inhibits the reaction [Alprostadil promotes the reaction [ABCC4 protein results in increased hydrolysis of Adenosine Triphosphate]] CTD PMID:16156793 NCBI chr15:103,695,415...103,927,980
Ensembl chr15:103,696,557...103,927,592
JBrowse link
G Adrb2 adrenoceptor beta 2 increases phosphorylation ISO Alprostadil results in increased phosphorylation of ADRB2 protein CTD PMID:14722251 NCBI chr18:57,513,792...57,515,834
Ensembl chr18:57,513,793...57,515,834
JBrowse link
G Agt angiotensinogen increases expression ISO Alprostadil results in increased expression of AGT protein CTD PMID:9195357 NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
JBrowse link
G Casp3 caspase 3 multiple interactions EXP Alprostadil inhibits the reaction [Galactosamine results in increased cleavage of and results in increased activity of CASP3 protein] CTD PMID:15565661 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 multiple interactions ISO Alprostadil inhibits the reaction [[Phenytoin co-treated with Buthionine Sulfoximine] results in increased expression of CXCL2 mRNA]; Alprostadil inhibits the reaction [Carbamazepine results in increased expression of CXCL2 mRNA] CTD PMID:22790970, PMID:23986454 NCBI chr14:18,731,346...18,733,391
Ensembl chr14:18,731,378...18,733,391
JBrowse link
G Il23a interleukin 23 subunit alpha multiple interactions ISO Alprostadil inhibits the reaction [Carbamazepine results in increased expression of IL23A mRNA] CTD PMID:22790970 NCBI chr 7:2,710,609...2,712,723
Ensembl chr 7:2,710,609...2,712,723
JBrowse link
G Il6 interleukin 6 increases expression
multiple interactions
EXP
ISO
Alprostadil results in increased expression of IL6 protein
Alprostadil inhibits the reaction [Carbamazepine results in increased expression of IL6 mRNA]
Dexamethasone inhibits the reaction [Alprostadil results in increased expression of IL6 protein]
CTD PMID:7536779, PMID:22790970 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions EXP Alprostadil inhibits the reaction [Galactosamine results in decreased expression of NFKBIA protein]; Enzyme Inhibitors inhibits the reaction [Alprostadil inhibits the reaction [Galactosamine results in decreased expression of NFKBIA protein]] CTD PMID:15565661 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Nos2 nitric oxide synthase 2 increases expression
multiple interactions
EXP Alprostadil results in increased expression of NOS2 mRNA; Alprostadil results in increased expression of NOS2 promoter; Alprostadil results in increased expression of NOS2 protein
Alprostadil inhibits the reaction [Galactosamine results in increased expression of NOS2 mRNA]; Alprostadil inhibits the reaction [Galactosamine results in increased expression of NOS2 promoter]; Alprostadil inhibits the reaction [Galactosamine results in increased expression of NOS2 protein]; Enzyme Inhibitors inhibits the reaction [Alprostadil inhibits the reaction [Galactosamine results in increased expression of NOS2 protein]]; Galactosamine promotes the reaction [Alprostadil results in increased expression of NOS2 protein]
CTD PMID:15189274, PMID:15565661 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Nppa natriuretic peptide A decreases expression ISO Alprostadil results in decreased expression of NPPA protein CTD PMID:10506854 NCBI chr 5:164,808,407...164,809,716
Ensembl chr 5:164,808,323...164,809,705
JBrowse link
G Nppb natriuretic peptide B decreases expression ISO Alprostadil results in decreased expression of NPPB protein CTD PMID:16084762 NCBI chr 5:164,796,176...164,797,538
Ensembl chr 5:164,796,185...164,797,531
JBrowse link
G Ptgdr prostaglandin D2 receptor affects binding
multiple interactions
ISO Alprostadil binds to PTGDR protein
Alprostadil inhibits the reaction [Prostaglandin D2 binds to PTGDR protein]
CTD PMID:9579725 NCBI chr15:19,195,606...19,196,508 JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP Alprostadil results in increased localization of and results in increased activity of RELA protein CTD PMID:15189274 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Ren renin increases expression ISO Alprostadil results in increased expression of REN protein CTD PMID:9195357 NCBI chr13:50,502,724...50,513,953
Ensembl chr13:50,502,724...50,514,151
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 decreases expression EXP Alprostadil results in decreased expression of TIMP1 CTD PMID:16859129 NCBI chr  X:1,364,771...1,369,451
Ensembl chr  X:1,364,786...1,369,384
JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases expression
decreases secretion
ISO
EXP
Alprostadil inhibits the reaction [Lipopolysaccharides results in increased expression of TNF]
Alprostadil results in decreased expression of TNF protein
Alprostadil promotes the reaction [Galactosamine results in increased expression of TNF protein]
Alprostadil results in decreased secretion of TNF protein
CTD PMID:7536779, PMID:7956562, PMID:9298541, PMID:10221824 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tnfrsf11b TNF receptor superfamily member 11B increases secretion
multiple interactions
increases expression
ISO Alprostadil results in increased secretion of TNFRSF11B protein
pyrazolanthrone inhibits the reaction [Alprostadil results in increased secretion of TNFRSF11B protein]; resveratrol inhibits the reaction [Alprostadil results in increased expression of TNFRSF11B mRNA]; resveratrol inhibits the reaction [Alprostadil results in increased secretion of TNFRSF11B protein]; SB 203580 inhibits the reaction [Alprostadil results in increased secretion of TNFRSF11B protein]; SRT1720 inhibits the reaction [Alprostadil results in increased secretion of TNFRSF11B protein]
CTD PMID:25677506 NCBI chr 7:93,798,580...93,826,586
Ensembl chr 7:93,798,545...93,826,665
JBrowse link
G Vasp vasodilator-stimulated phosphoprotein increases phosphorylation ISO Alprostadil results in increased phosphorylation of VASP protein CTD PMID:20129490 NCBI chr 1:80,170,608...80,185,882
Ensembl chr 1:80,170,619...80,185,882
JBrowse link
13,14-dihydro-15-oxoprostaglandin E1 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ptgr1 prostaglandin reductase 1 increases abundance
multiple interactions
ISO PTGR1 protein results in increased abundance of 13,14-dihydro-15-ketoprostaglandin E1
[PTGR1 protein results in increased metabolism of 15-ketoprostaglandin E] which results in increased abundance of 13,14-dihydro-15-ketoprostaglandin E1
CTD PMID:25619643 NCBI chr 5:76,110,746...76,129,361
Ensembl chr 5:76,110,738...76,129,441
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
            cardiovascular drug 7613
              vasodilator agent 5729
                prostaglandin E1 19
                  13,14-dihydro-15-oxoprostaglandin E1 1
                  15-dehydro-prostaglandin E1 0
                  20-hydroxyprostaglandin E1 0
                  6-oxoprostaglandin E1 0
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
                                                  prostaglandin 390
                                                    prostaglandins E 233
                                                      prostaglandin E1 19
                                                        13,14-dihydro-15-oxoprostaglandin E1 1
                                                        15-dehydro-prostaglandin E1 0
                                                        20-hydroxyprostaglandin E1 0
                                                        6-oxoprostaglandin E1 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.