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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:fosinopril
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Accession:CHEBI:5163 term browser browse the term
Definition:A phosphinate ester-containing N-acyl derivative of (4S)-cyclohexyl-L-proline. It is used for the treatment of hypertension and heart failure. A pro-drug, it is hydrolysed in vivo to the corresponding phosphininc acid, fosinoprilat, which is the active metabolite.
Synonyms:exact_synonym: (4S)-4-cyclohexyl-1-({[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)-L-proline
 related_synonym: (2S,4S)-4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid;   (2S,4S)-4-cyclohexyl-1-{2-[(2-methyl-1-propionyloxy-propoxy)-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid;   (S)-4-Cyclohexyl-1-{2-[(2-methyl-1-propionyloxy-propoxy)-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic acid;   Formula=C30H46NO7P;   InChI=1S/C30H46NO7P/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35)/t25-,26+,30?,39?/m1/s1;   InChIKey=BIDNLKIUORFRQP-FKDWWROVSA-N;   SMILES=[H][C@]1(C[C@H](N(C1)C(=O)CP(=O)(CCCCc1ccccc1)OC(OC(=O)CC)C(C)C)C(O)=O)C1CCCCC1
 alt_id: CHEBI:159901;   CHEBI:288733
 xref: Beilstein:8176492;   CAS:98048-97-6;   DrugBank:DB00492;   KEGG:C07016;   KEGG:D07992;   LINCS:LSM-6485
 xref_mesh: MESH:D017328
 xref: PMID:11937741;   PMID:18209565;   PMID:22729889;   PMID:8285178;   PMID:9195116;   Patent:CN101367839;   Patent:EP2264039;   Patent:US2010297711;   Patent:US4337201
 cyclic_relationship: is_conjugate_acid_of CHEBI:59125



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fosinopril term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc1 ATP binding cassette subfamily C member 1 decreases response to substance ISO ABCC1 protein results in decreased susceptibility to Fosinopril CTD PMID:22095822 NCBI chr10:528,961...655,179
Ensembl chr10:531,812...655,114
JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 decreases response to substance
multiple interactions
increases export
ISO ABCC2 protein results in decreased susceptibility to Fosinopril
ABCC2 protein affects the reaction [Fosinopril affects the export of Methotrexate]
desloratadine inhibits the reaction [ABCC2 protein results in increased export of Fosinopril]; Loratadine inhibits the reaction [ABCC2 protein results in increased export of Fosinopril]; Methotrexate inhibits the reaction [ABCC2 protein results in increased export of Fosinopril]
CTD PMID:22095822 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
JBrowse link
G Adipor2 adiponectin receptor 2 increases expression EXP fosinopril increases expression of adipor2 mRNA in rat liver RGD PMID:19076162 RGD:2307264 NCBI chr 4:152,524,604...152,588,848
Ensembl chr 4:152,524,623...152,559,355
JBrowse link
G Afp alpha-fetoprotein multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased expression of AFP protein] CTD PMID:29859236 NCBI chr14:17,573,412...17,591,476
Ensembl chr14:17,573,412...17,591,480
JBrowse link
G Agt angiotensinogen decreases expression EXP Fosinopril results in decreased expression of AGT protein CTD PMID:12411096 NCBI chr19:52,529,139...52,549,618
Ensembl chr19:52,529,185...52,540,977
JBrowse link
G Bmpr2 bone morphogenetic protein receptor type 2 multiple interactions EXP Fosinopril inhibits the reaction [Puromycin Aminonucleoside results in increased expression of BMPR2 mRNA] CTD PMID:17803470 NCBI chr 9:61,192,718...61,307,280
Ensembl chr 9:61,190,566...61,301,809
JBrowse link
G Ccnd1 cyclin D1 multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased expression of CCND1 mRNA] CTD PMID:29859236 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased activity of GPT protein] CTD PMID:29859236 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Kl Klotho increases expression EXP Fosinopril results in increased expression of KL mRNA; Fosinopril results in increased expression of KL protein CTD PMID:21051829 NCBI chr12:490,402...531,417
Ensembl chr12:490,399...530,080
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased expression of MMP2 protein] CTD PMID:29859236 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression
multiple interactions
EXP Fosinopril results in decreased expression of MMP9 mRNA; Fosinopril results in decreased expression of MMP9 protein
[Valsartan co-treated with Fosinopril] results in decreased expression of MMP9 mRNA; [Valsartan co-treated with Fosinopril] results in decreased expression of MMP9 protein
CTD PMID:21051829 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in decreased expression of NFKB1 protein] CTD PMID:29859236 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Nos3 nitric oxide synthase 3 affects expression EXP Fosinopril affects the expression of NOS3 mRNA; Fosinopril affects the expression of NOS3 protein CTD PMID:18209565 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
JBrowse link
G Pde1a phosphodiesterase 1A affects expression EXP Fosinopril affects the expression of PDE1A mRNA; Fosinopril affects the expression of PDE1A protein CTD PMID:18209565 NCBI chr 3:64,745,140...65,025,178
Ensembl chr 3:64,747,269...65,024,874
JBrowse link
G Pde1c phosphodiesterase 1C affects expression EXP Fosinopril affects the expression of PDE1C mRNA; Fosinopril affects the expression of PDE1C protein CTD PMID:18209565 NCBI chr 4:85,300,858...85,777,948
Ensembl chr 4:85,300,858...85,863,219
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased phosphorylation of RELA protein] CTD PMID:29859236 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Serpine1 serpin family E member 1 decreases expression
multiple interactions
EXP Fosinopril results in decreased expression of SERPINE1 mRNA; Fosinopril results in decreased expression of SERPINE1 protein
[Valsartan co-treated with Fosinopril] results in decreased expression of SERPINE1 mRNA; [Valsartan co-treated with Fosinopril] results in decreased expression of SERPINE1 protein
CTD PMID:21051829 NCBI chr12:19,601,272...19,611,657
Ensembl chr12:19,601,272...19,611,657
JBrowse link
G Slc15a1 solute carrier family 15 member 1 multiple interactions ISO Fosinopril inhibits the reaction [SLC15A1 protein results in increased uptake of glycylsarcosine] CTD PMID:18713951 NCBI chr15:98,537,641...98,582,544
Ensembl chr15:98,537,641...98,582,545
JBrowse link
G Slc15a2 solute carrier family 15 member 2 multiple interactions EXP Fosinopril inhibits the reaction [SLC15A2 protein results in increased uptake of glycylsarcosine] CTD PMID:18713951 NCBI chr11:64,014,182...64,043,228
Ensembl chr11:64,014,182...64,043,225
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased expression of TGFB1 protein] CTD PMID:29859236 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 decreases expression
multiple interactions
EXP Fosinopril results in decreased expression of TIMP1 mRNA; Fosinopril results in decreased expression of TIMP1 protein
[Valsartan co-treated with Fosinopril] results in decreased expression of TIMP1 mRNA; [Valsartan co-treated with Fosinopril] results in decreased expression of TIMP1 protein
CTD PMID:21051829 NCBI chr  X:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased expression of TNF protein] CTD PMID:29859236 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions ISO Fosinopril inhibits the reaction [Diethylnitrosamine results in increased expression of VEGFA protein] CTD PMID:29859236 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      application 19498
        pro-agent 10115
          prodrug 9918
            fosinopril 23
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic acid 18346
                                        amino acid 14872
                                          alpha-amino acid 12865
                                            L-alpha-amino acid 11583
                                              glutamine family amino acid 10274
                                                L-proline 273
                                                  L-proline derivative 258
                                                    fosinoprilat 23
                                                      fosinopril 23
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