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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:iloprost
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Accession:CHEBI:63916 term browser browse the term
Definition:A carbobicyclic compound that is prostaglandin I2 in which the endocyclic oxygen is replaced by a methylene group and in which the (1E,3S)-3-hydroxyoct-1-en-1-yl side chain is replaced by a (3R)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl group. A synthetic analogue of prostacyclin, it is used as the trometamol salt (generally by intravenous infusion) for the treatment of peripheral vascular disease and pulmonary hypertension.
Synonyms:exact_synonym: (5E)-5-[(3aS,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]hexahydropentalen-2(1H)-ylidene]pentanoic acid
 related_synonym: (16R,S)-methyl-18,18,19,19-tetradehydro-6a-carbaprostaglandin I2;   Formula=C22H32O4;   InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18+,19-,20+,21+/m0/s1;   InChIKey=HIFJCPQKFCZDDL-ACWOEMLNSA-N;   SMILES=[H][C@]1(\\C=C\\[C@@H](O)C(C)CC#CC)[C@H](O)C[C@@H]2C\\C(C[C@H]12)=C/CCCC(O)=O;   iloprostum
 xref: CAS:78919-13-8;   DrugBank:DB01088;   Drug_Central:1422;   KEGG:D02721
 xref_mesh: MESH:D016285
 xref: PMID:14719835;   PMID:15232651;   PMID:15241524;   PMID:19436672;   Patent:DE2845770;   Patent:US4692464;   Reaxys:4329060;   Wikipedia:Iloprost


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iloprost term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Angpt1 angiopoietin 1 multiple interactions
increases expression
ISO RTKI cpd inhibits the reaction [Iloprost results in increased expression of ANGPT1 mRNA] CTD PMID:16373414 NCBI chr 7:73,528,345...73,783,953
Ensembl chr 7:73,531,486...73,784,067
JBrowse link
G Angpt2 angiopoietin 2 increases expression
multiple interactions
ISO Iloprost results in increased expression of ANGPT2 mRNA
RTKI cpd inhibits the reaction [Iloprost results in increased expression of ANGPT2 mRNA]
CTD PMID:16373414 NCBI chr16:71,088,364...71,138,805
Ensembl chr16:71,088,364...71,138,804
JBrowse link
G Bmp4 bone morphogenetic protein 4 multiple interactions ISO Iloprost inhibits the reaction [BMP4 protein results in increased expression of SMAD6 mRNA]; Iloprost promotes the reaction [BMP4 protein results in increased expression of ID1 mRNA]; Iloprost promotes the reaction [BMP4 protein results in increased expression of ID1 protein] CTD PMID:20522807 NCBI chr15:19,618,538...19,633,494
Ensembl chr15:19,618,542...19,623,306
JBrowse link
G Bmpr2 bone morphogenetic protein receptor type 2 multiple interactions ISO Iloprost inhibits the reaction [BMPR2 gene mutant form results in decreased expression of ID1 protein] CTD PMID:20522807 NCBI chr 9:61,192,718...61,307,280
Ensembl chr 9:61,190,566...61,301,809
JBrowse link
G Ccn2 cellular communication network factor 2 multiple interactions EXP Iloprost inhibits the reaction [2-Acetylaminofluorene results in increased expression of CCN2 mRNA] CTD PMID:15940639 NCBI chr 1:20,802,199...20,805,315
Ensembl chr 1:20,802,199...20,805,734
JBrowse link
G Fgf2 fibroblast growth factor 2 increases expression
multiple interactions
ISO Iloprost results in increased expression of FGF2 mRNA
RTKI cpd inhibits the reaction [Iloprost results in increased expression of FGF2 mRNA]
CTD PMID:16373414 NCBI chr 2:120,236,328...120,290,673
Ensembl chr 2:120,236,328...120,291,221
JBrowse link
G Gpx1 glutathione peroxidase 1 decreases response to substance ISO GPX1 gene mutant form results in decreased susceptibility to Iloprost CTD PMID:24296279 NCBI chr 8:109,026,905...109,028,031
Ensembl chr 8:109,026,905...109,028,024
JBrowse link
G Id1 inhibitor of DNA binding 1, HLH protein multiple interactions
increases expression
ISO Iloprost inhibits the reaction [BMPR2 gene mutant form results in decreased expression of ID1 protein]; Iloprost promotes the reaction [BMP4 protein results in increased expression of ID1 mRNA]; Iloprost promotes the reaction [BMP4 protein results in increased expression of ID1 protein]; N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide inhibits the reaction [Iloprost results in increased expression of ID1 mRNA]
Iloprost results in increased expression of ID1 mRNA; Iloprost results in increased expression of ID1 protein
CTD PMID:20522807 NCBI chr 3:141,210,666...141,212,420
Ensembl chr 3:141,211,267...141,212,419
JBrowse link
G Il1b interleukin 1 beta decreases expression ISO Iloprost results in decreased expression of IL1B protein CTD PMID:16363279 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 decreases expression ISO Iloprost results in decreased expression of IL6 protein CTD PMID:16363279 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Iloprost results in increased phosphorylation of and results in increased activity of MAPK1 protein]; Iloprost results in increased phosphorylation of and results in increased activity of MAPK1 protein; RTKI cpd inhibits the reaction [Iloprost results in increased phosphorylation of and results in increased activity of MAPK1 protein] CTD PMID:16373414 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [Iloprost results in increased phosphorylation of and results in increased activity of MAPK3 protein]; Iloprost results in increased phosphorylation of and results in increased activity of MAPK3 protein; RTKI cpd inhibits the reaction [Iloprost results in increased phosphorylation of and results in increased activity of MAPK3 protein] CTD PMID:16373414 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Ptgdr prostaglandin D2 receptor multiple interactions ISO Iloprost binds to and results in increased activity of PTGDR protein; Iloprost inhibits the reaction [Prostaglandin D2 binds to PTGDR protein] CTD PMID:9579725 NCBI chr15:17,360,304...17,367,679 JBrowse link
G Ptgir prostaglandin I2 receptor affects binding ISO Iloprost binds to PTGIR protein CTD PMID:11895442 NCBI chr 1:77,579,596...77,581,979
Ensembl chr 1:77,579,596...77,581,979
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO Iloprost inhibits the reaction [PTGS2 gene mutant form promotes the reaction [Doxorubicin results in increased expression of STK17B mRNA]] CTD PMID:16617129 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Sell selectin L decreases expression ISO Iloprost results in decreased expression of SELL protein CTD PMID:16363279 NCBI chr13:76,416,969...76,436,444
Ensembl chr13:76,416,915...76,436,456
JBrowse link
G Smad6 SMAD family member 6 multiple interactions ISO Iloprost inhibits the reaction [BMP4 protein results in increased expression of SMAD6 mRNA] CTD PMID:20522807 NCBI chr 8:64,450,114...64,519,673
Ensembl chr 8:64,450,114...64,519,763
JBrowse link
G Stk17b serine/threonine kinase 17b multiple interactions ISO Iloprost inhibits the reaction [PTGS2 gene mutant form promotes the reaction [Doxorubicin results in increased expression of STK17B mRNA]] CTD PMID:16617129 NCBI chr 9:55,307,485...55,338,085
Ensembl chr 9:55,307,668...55,338,031
JBrowse link
G Tac1 tachykinin, precursor 1 multiple interactions EXP Iloprost promotes the reaction [Adenosine Triphosphate results in increased secretion of TAC1 protein]; Iloprost promotes the reaction [Capsaicin results in increased secretion of TAC1 protein]; Iloprost promotes the reaction [Kallidin results in increased secretion of TAC1 protein]; Iloprost promotes the reaction [Potassium Chloride results in increased secretion of TAC1 protein] CTD PMID:16039053 NCBI chr 4:35,679,183...35,687,180
Ensembl chr 4:35,679,704...35,687,178
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            cardiovascular drug 7683
              vasodilator agent 5822
                iloprost 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        monocarboxylic acid 17636
                                          iloprost 19
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