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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
increases export
multiple interactions		 ISO ABCC2 protein results in decreased susceptibility to Fosinopril
ABCC2 protein results in increased export of Fosinopril
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]
ABCC2 protein affects the reaction [Fosinopril affects the export of Methotrexate]		 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
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Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      application 19695
        pro-agent 11550
          prodrug 11294
            fosinopril 23
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    main group molecular entity 19817
                      s-block molecular entity 19653
                        hydrogen molecular entity 19634
                          hydrides 19144
                            inorganic hydride 18161
                              pnictogen hydride 18151
                                nitrogen hydride 18064
                                  azane 17872
                                    ammonia 17871
                                      organic amino compound 17871
                                        amino acid 16060
                                          alpha-amino acid 13932
                                            L-alpha-amino acid 12141
                                              glutamine family amino acid 10324
                                                L-proline 299
                                                  L-proline derivative 275
                                                    fosinoprilat 23
                                                      fosinopril 23
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