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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:ramipril
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Accession:CHEBI:8774 term browser browse the term
Definition:A dipeptide that is the prodrug for ramiprilat, the active metabolite obtained by hydrolysis of the ethyl ester group. An angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure and congestive heart failure.
Synonyms:exact_synonym: (2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-ethoxycarbonyl-3-phenylpropyl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
 related_synonym: (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-1-(2-((1-(Ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid;   Altace (TN);   Formula=C23H32N2O5;   InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1;   InChIKey=HDACQVRGBOVJII-JBDAPHQKSA-N;   Ramiprilum;   SMILES=CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(O)=O;   Tritace
 xref: CAS:87333-19-5;   DrugBank:DB00178;   Drug_Central:2356;   HMDB:HMDB0014324;   KEGG:D00421;   LINCS:LSM-5950
 xref_mesh: MESH:D017257
 xref: PMID:11095026;   PMID:11575208;   PMID:12076194;   PMID:12768220;   PMID:15110900;   PMID:16144510;   PMID:16734081;   PMID:17004100;   PMID:17192135;   PMID:17496463;   PMID:17903031;   PMID:20122169;   PMID:22799880;   PMID:23557551;   PMID:23713675;   PMID:23747952;   PMID:23842688;   PMID:23842829;   PMID:23951921;   PMID:24048485;   PMID:24090393;   PMID:24191305;   PMID:24397981;   PMID:24435506;   PMID:24452090;   PMID:24509355;   Reaxys:4214464;   VSDB:1888;   Wikipedia:Ramipril
 cyclic_relationship: is_conjugate_acid_of CHEBI:231704


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ramipril term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ace angiotensin I converting enzyme decreases activity
multiple interactions		 ISO
EXP		 Ramipril results in decreased activity of ACE protein
Ramipril inhibits the reaction [Doxorubicin results in increased expression of ACE mRNA]		 CTD PMID:3034026 PMID:10543928 PMID:36636964 NCBI chr10:90,910,316...90,930,437
Ensembl chr10:90,910,316...90,931,131 		JBrowse link
G Acta2 actin alpha 2, smooth muscle multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased expression of ACTA2 mRNA] CTD PMID:36636964 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554 		JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions
increases expression
decreases expression		 ISO candesartan promotes the reaction [Ramipril results in increased expression of ADIPOQ]; Ramipril promotes the reaction [candesartan results in increased expression of ADIPOQ]
Ramipril results in decreased expression of ADIPOQ		 CTD PMID:17483542 PMID:19059660 NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564 		JBrowse link
G Agtr1a angiotensin II receptor, type 1a multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased expression of AGTR1A mRNA] CTD PMID:36636964 NCBI chr17:34,173,446...34,226,892
Ensembl chr17:34,174,429...34,226,946 		JBrowse link
G Alpl alkaline phosphatase, biomineralization associated multiple interactions EXP Ramipril inhibits the reaction [Carbon Tetrachloride results in increased expression of ALPL protein] CTD PMID:26862777 NCBI chr 5:149,951,397...150,006,424
Ensembl chr 5:149,951,409...150,006,446 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator affects expression EXP Ramipril affects the expression of BAX protein CTD PMID:10728395 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator affects expression EXP Ramipril affects the expression of BCL2 protein CTD PMID:10728395 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Bmp7 bone morphogenetic protein 7 multiple interactions EXP Ramipril inhibits the reaction [Tacrolimus results in decreased expression of BMP7 protein] CTD PMID:17703430 NCBI chr 3:161,639,915...161,716,938
Ensembl chr 3:161,516,462...161,716,788 		JBrowse link
G Cat catalase multiple interactions EXP Ramipril inhibits the reaction [Carbon Tetrachloride results in decreased activity of CAT protein] CTD PMID:26862777 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO [Simvastatin co-treated with Ramipril] results in decreased expression of CCL2 protein CTD PMID:15184351 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ccn2 cellular communication network factor 2 multiple interactions EXP [Streptozocin co-treated with Resveratrol co-treated with Ramipril] results in decreased expression of CCN2 protein CTD PMID:31062909 NCBI chr 1:20,802,199...20,805,315
Ensembl chr 1:20,802,199...20,805,734 		JBrowse link
G Ces1d carboxylesterase 1D increases hydrolysis ISO CES1 protein results in increased hydrolysis of Ramipril CTD PMID:25445008 NCBI chr19:13,873,490...13,912,035
Ensembl chr19:13,796,623...13,912,035 		JBrowse link
G Col1a1 collagen type I alpha 1 chain decreases expression EXP Ramipril results in decreased expression of COL1A1 mRNA CTD PMID:11851355 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624 		JBrowse link
G Ctnnb1 catenin beta 1 multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased phosphorylation of CTNNB1 protein] CTD PMID:36636964 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111 		JBrowse link
G Cyba cytochrome b-245 alpha chain multiple interactions
decreases expression		 ISO Ramipril inhibits the reaction [Cyclosporine results in increased expression of CYBA mRNA]; Ramipril inhibits the reaction [Tacrolimus results in increased expression of CYBA mRNA]
Ramipril results in decreased expression of CYBA mRNA		 CTD PMID:12352326 PMID:16891913 NCBI chr19:50,487,598...50,495,669
Ensembl chr19:50,487,597...50,495,721 		JBrowse link
G Cybb cytochrome b-245 beta chain decreases expression ISO Ramipril results in decreased expression of CYBB mRNA CTD PMID:16891913 NCBI chr  X:13,358,101...13,392,570
Ensembl chr  X:13,359,430...13,392,586 		JBrowse link
G Fn1 fibronectin 1 multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased expression of FN1 protein] CTD PMID:36636964 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678 		JBrowse link
G Foxo3 forkhead box O3 multiple interactions EXP [Streptozocin co-treated with Resveratrol co-treated with Ramipril] results in increased phosphorylation of FOXO3 protein CTD PMID:31062909 NCBI chr20:45,669,708...45,764,606
Ensembl chr20:45,672,995...45,764,561 		JBrowse link
G Got1 glutamic-oxaloacetic transaminase 1 multiple interactions EXP Ramipril inhibits the reaction [Carbon Tetrachloride results in increased expression of GOT1 protein] CTD PMID:26862777 NCBI chr 1:242,357,293...242,381,535
Ensembl chr 1:242,357,306...242,380,633 		JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP Ramipril inhibits the reaction [Carbon Tetrachloride results in increased expression of GPT protein] CTD PMID:26862777 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494 		JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased expression of IL1B protein] CTD PMID:36636964 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased expression of IL6 protein] CTD PMID:36636964 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Kng1 kininogen 1 decreases degradation EXP Ramipril results in decreased degradation of KNG1 protein CTD PMID:2535056 NCBI chr11:77,812,757...77,835,555
Ensembl chr11:77,812,752...77,835,555 		JBrowse link
G Lep leptin multiple interactions
decreases expression		 ISO candesartan promotes the reaction [Ramipril results in increased expression of LEP]; Ramipril promotes the reaction [candesartan results in increased expression of LEP]
Ramipril results in decreased expression of LEP		 CTD PMID:17483542 PMID:19059660 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions EXP [Resveratrol co-treated with Ramipril] inhibits the reaction [Streptozocin results in increased phosphorylation of MAPK8 protein]; Ramipril inhibits the reaction [Streptozocin results in increased phosphorylation of MAPK8 protein] CTD PMID:31062909 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases expression EXP Ramipril results in decreased expression of MMP2 mRNA CTD PMID:11851355 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Myh7 myosin heavy chain 7 decreases expression
multiple interactions		 EXP Ramipril results in decreased expression of MYH7 mRNA
Ramipril inhibits the reaction [Doxorubicin results in increased expression of MYH7 mRNA]		 CTD PMID:15667801 PMID:36636964 NCBI chr15:28,446,550...28,469,888
Ensembl chr15:28,446,550...28,468,217 		JBrowse link
G Nos1 nitric oxide synthase 1 multiple interactions EXP [Ramipril co-treated with Sodium Chloride deficiency] results in increased expression of NOS1 protein; Metoprolol inhibits the reaction [[Ramipril co-treated with Sodium Chloride deficiency] results in increased expression of NOS1 protein]; Metoprolol inhibits the reaction [Ramipril promotes the reaction [Sodium Chloride deficiency results in increased expression of NOS1 mRNA]]; Ramipril promotes the reaction [Sodium Chloride deficiency results in increased expression of NOS1 mRNA] CTD PMID:11832429 NCBI chr12:38,615,111...38,795,492
Ensembl chr12:38,626,714...38,710,945 		JBrowse link
G Nos3 nitric oxide synthase 3 multiple interactions ISO NOS3 protein affects the reaction [Ramipril results in increased abundance of Cyclic GMP] CTD PMID:16891913 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166 		JBrowse link
G Nppb natriuretic peptide B decreases expression EXP Ramipril results in decreased expression of NPPB mRNA CTD PMID:15667801 NCBI chr 5:158,416,813...158,418,175
Ensembl chr 5:158,416,866...158,418,168 		JBrowse link
G Pdgfa platelet derived growth factor subunit A multiple interactions
decreases expression		 ISO Ramipril inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of PDGFA mRNA]
Ramipril results in decreased expression of PDGFA mRNA		 CTD PMID:10352363 NCBI chr12:15,645,549...15,667,056
Ensembl chr12:15,645,541...15,666,497 		JBrowse link
G Pdgfb platelet derived growth factor subunit B multiple interactions
decreases expression		 ISO Ramipril inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of PDGFB mRNA]
Ramipril results in decreased expression of PDGFB mRNA		 CTD PMID:10352363 NCBI chr 7:111,539,444...111,557,984
Ensembl chr 7:111,540,345...111,557,984 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions EXP [Ramipril co-treated with Sodium Chloride deficiency] results in increased expression of PTGS2 protein; Ramipril promotes the reaction [Sodium Chloride deficiency results in increased expression of PTGS2 mRNA] CTD PMID:11832429 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Ren renin increases activity
increases expression
multiple interactions		 ISO
EXP		 Ramipril results in increased activity of REN protein
Ramipril results in increased expression of REN mRNA
Ramipril inhibits the reaction [Doxorubicin results in increased expression of REN mRNA]; Ramipril inhibits the reaction [Isoproterenol results in increased expression of REN protein]; Ramipril promotes the reaction [Sodium Chloride deficiency results in increased activity of REN protein]; Ramipril promotes the reaction [Sodium Chloride deficiency results in increased expression of REN mRNA]
Ramipril results in increased expression of REN protein		 CTD PMID:1327051 PMID:9179393 PMID:9539862 PMID:11832429 PMID:14504926 More... NCBI chr13:44,796,260...44,807,491
Ensembl chr13:44,796,091...44,807,489 		JBrowse link
G Rhoa ras homolog family member A multiple interactions EXP [Resveratrol co-treated with Ramipril] inhibits the reaction [Streptozocin results in increased expression of RHOA protein]; Ramipril inhibits the reaction [Streptozocin results in increased expression of RHOA protein] CTD PMID:31062909 NCBI chr 8:108,991,926...109,025,746
Ensembl chr 8:108,991,954...109,025,746 		JBrowse link
G Rock2 Rho-associated coiled-coil containing protein kinase 2 multiple interactions EXP [Resveratrol co-treated with Ramipril] inhibits the reaction [Streptozocin results in increased expression of ROCK2 protein]; Ramipril inhibits the reaction [Streptozocin results in increased expression of ROCK2 protein] CTD PMID:31062909 NCBI chr 6:39,679,116...39,774,033
Ensembl chr 6:39,679,082...39,774,031 		JBrowse link
G Sirt1 sirtuin 1 multiple interactions EXP [Streptozocin co-treated with Resveratrol co-treated with Ramipril] results in increased expression of SIRT1 protein CTD PMID:31062909 NCBI chr20:25,307,225...25,329,273
Ensembl chr20:25,306,917...25,329,260 		JBrowse link
G Slc15a1 solute carrier family 15 member 1 multiple interactions ISO Ramipril 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 Ramipril 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 Smad2 SMAD family member 2 multiple interactions EXP [Streptozocin co-treated with Resveratrol co-treated with Ramipril] results in decreased phosphorylation of SMAD2 protein CTD PMID:31062909 NCBI chr18:69,849,884...69,918,926
Ensembl chr18:69,850,377...69,912,323 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions
decreases expression
decreases activity		 ISO
EXP		 Ramipril inhibits the reaction [Cyclosporine results in increased expression of TGFB1 mRNA]; Ramipril inhibits the reaction [Tacrolimus results in increased expression of TGFB1 mRNA]
Ramipril results in decreased expression of TGFB1
Ramipril results in decreased activity of TGFB1 protein
[Streptozocin co-treated with Ramipril] results in increased expression of TGFB1 protein; [Streptozocin co-treated with Resveratrol co-treated with Ramipril] results in increased expression of TGFB1 protein; Ramipril inhibits the reaction [Tacrolimus results in increased expression of TGFB1 protein]
Ramipril results in decreased expression of TGFB1 mRNA		 CTD PMID:12352326 PMID:12631109 PMID:15667801 PMID:17703430 PMID:20551625 More... NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847 		JBrowse link
G Tgfbr3 transforming growth factor beta receptor 3 multiple interactions EXP [Streptozocin co-treated with Resveratrol co-treated with Ramipril] results in decreased expression of TGFBR3 protein CTD PMID:31062909 NCBI chr14:2,489,397...2,665,383
Ensembl chr14:2,489,397...2,663,341 		JBrowse link
G Timp4 TIMP metallopeptidase inhibitor 4 increases expression EXP Ramipril results in increased expression of TIMP4 mRNA CTD PMID:11851355 NCBI chr 4:148,306,021...148,312,558
Ensembl chr 4:148,304,490...148,312,558 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased expression of TNF protein] CTD PMID:36636964 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Wnt3a Wnt family member 3A multiple interactions EXP Ramipril inhibits the reaction [Doxorubicin results in increased expression of WNT3A protein] CTD PMID:36636964 NCBI chr10:44,034,174...44,078,366
Ensembl chr10:44,034,194...44,078,324 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19898
    role 19868
      application 19714
        pro-agent 11567
          prodrug 11311
            ramipril 45
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19774
                        carbon atom 19771
                          organic molecular entity 19771
                            heteroorganic entity 19528
                              organochalcogen compound 19290
                                organooxygen compound 19206
                                  carbon oxoacid 18675
                                    carboxylic acid 18672
                                      carboacyl group 17712
                                        univalent carboacyl group 17712
                                          carbamoyl group 17563
                                            carboxamide 17563
                                              peptide 11442
                                                oligopeptide 1350
                                                  dipeptide 414
                                                    ramipril 45
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