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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 7:81,338,327...81,592,459
Ensembl chr 7:81,342,280...81,592,206
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 chr16:75,966,480...76,016,147
Ensembl chr16:75,966,352...76,016,195
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 chr15:20,776,060...20,791,013
Ensembl chr15:20,776,054...20,822,740
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 9:66,568,074...66,683,019
Ensembl chr 9:66,568,074...66,676,494
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 1:21,851,657...21,854,773
Ensembl chr 1:21,851,660...21,854,773
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 2:124,081,072...124,134,133
Ensembl chr 2:124,081,072...124,134,681
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 8:117,117,430...117,118,528
Ensembl chr 8:117,117,430...117,118,522
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 3:148,214,623...148,216,715
Ensembl chr 3:148,215,540...148,216,718
JBrowse link
G Il1b interleukin 1 beta decreases expression ISO Iloprost results in decreased expression of IL1B protein CTD PMID:16363279 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 decreases expression ISO Iloprost results in decreased expression of IL6 protein CTD PMID:16363279 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 chr15:19,195,606...19,196,508 JBrowse link
G Ptgir prostaglandin I2 receptor affects binding ISO Iloprost binds to PTGIR protein CTD PMID:11895442 NCBI chr 1:78,833,449...78,835,832
Ensembl chr 1:78,833,157...78,837,623
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Sell selectin L decreases expression ISO Iloprost results in decreased expression of SELL protein CTD PMID:16363279 NCBI chr13:82,369,820...82,387,774
Ensembl chr13:82,369,493...82,387,631
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 8:68,897,746...68,967,221
Ensembl chr 8:68,898,296...68,966,108
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 9:60,399,261...60,430,081
Ensembl chr 9:60,399,261...60,430,081
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 4:33,638,853...33,646,819
Ensembl chr 4:33,638,709...33,646,819
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
                iloprost 19
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
                                          iloprost 19
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