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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 chr10:549,537...672,235
Ensembl chr10:549,883...672,196
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 1:263,554,426...263,612,556
Ensembl chr 1:263,554,453...263,613,252
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 4:151,412,135...151,480,108
Ensembl chr 4:151,414,684...151,428,894
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 chr14:19,141,755...19,159,919
Ensembl chr14:19,141,755...19,159,923
JBrowse link
G Agt angiotensinogen decreases expression EXP Fosinopril results in decreased expression of AGT protein CTD PMID:12411096 NCBI chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
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 9:66,568,074...66,683,019
Ensembl chr 9:66,568,074...66,676,494
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 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
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 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
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 chr12:942,974...987,206
Ensembl chr12:943,006...987,551
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 chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
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 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
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 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
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 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
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 3:66,803,247...67,263,658
Ensembl chr 3:66,803,247...66,885,094
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 4:86,359,762...86,925,044
Ensembl chr 4:86,359,820...86,630,543
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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
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 chr12:22,641,104...22,651,482
Ensembl chr12:22,641,104...22,651,482
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 chr15:106,800,081...106,844,668
Ensembl chr15:106,800,081...106,844,426
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 chr11:66,932,664...66,961,708
Ensembl chr11:66,932,614...66,961,713
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 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
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:1,364,771...1,369,451
Ensembl chr  X:1,364,786...1,369,384
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
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 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pro-agent 8830
          prodrug 8610
            fosinopril 23
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
                                        amino acid 14072
                                          alpha-amino acid 11539
                                            L-alpha-amino acid 11374
                                              glutamine family amino acid 10243
                                                L-proline 269
                                                  L-proline derivative 254
                                                    fosinoprilat 23
                                                      fosinopril 23
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.