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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:ethylisopropylamiloride
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Accession:CHEBI:136538 term browser browse the term
Definition:A member of the class of pyrazines that is amiloride in which the amino substitutent of the pyrazine ring that is adjacent to the chloro substituent has been substituted by an ethyl group and by an isopropyl group.
Synonyms:exact_synonym: 3-amino-N-carbamimidoyl-6-chloro-5-[ethyl(isopropyl)amino]pyrazine-2-carboxamide
 related_synonym: 3-amino-N-(aminoiminomethyl)-6-chloro-5-(ethyl(1-methylethyl)amino)pyrazinecarboxamide;   5-(N-ethyl-N-isopropyl)amiloride;   5-(ethylisopropyl)amiloride;   EIPA;   Formula=C11H18ClN7O;   InChI=1S/C11H18ClN7O/c1-4-19(5(2)3)9-7(12)16-6(8(13)17-9)10(20)18-11(14)15/h5H,4H2,1-3H3,(H2,13,17)(H4,14,15,18,20);   InChIKey=QDERNBXNXJCIQK-UHFFFAOYSA-N;   N-amidino-3-amino-5-ethylisopropylamino-6-chloropyrazine carboxamide;   SMILES=C=1(C(=NC(=C(N1)Cl)N(C(C)C)CC)N)C(NC(N)=N)=O;   ethyl isopropyl amiloride
 xref: CAS:1154-25-2
 xref_mesh: MESH:C039614
 xref: PMID:10482815;   PMID:12897821;   PMID:15968466;   PMID:20338684;   PMID:23075671;   PMID:23864606;   PMID:25985899;   PMID:26547075;   PMID:9486355


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ethylisopropylamiloride term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alb albumin decreases uptake ISO ethylisopropylamiloride results in decreased uptake of ALB protein CTD PMID:16313995 NCBI chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836
JBrowse link
G Aoc1 amine oxidase, copper containing 1 affects binding
multiple interactions
decreases activity
ISO
EXP
ethylisopropylamiloride binds to AOC1 protein
Ethylisopropylamiloride binds to Aoc1 protein
Ethylisopropylamiloride inhibits the reaction [Phenylamil binds to Aoc1 protein]
ethylisopropylamiloride inhibits the reaction [AOC1 protein results in increased degradation of Putrescine]
ethylisopropylamiloride results in decreased activity of AOC1 protein
CTD PMID:2217167 PMID:8144586 PMID:8375402 PMID:8375402 RGD:724757, RGD:724757 NCBI chr 4:77,812,260...77,831,846
Ensembl chr 4:77,812,260...77,831,840
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO ethylisopropylamiloride inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of CCL2 protein] CTD PMID:12107048 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Col1a1 collagen type I alpha 1 chain multiple interactions EXP ethylisopropylamiloride inhibits the reaction [ferric nitrilotriacetate results in increased expression of COL1A1 protein]; ethylisopropylamiloride inhibits the reaction [iron(II)-ascorbic acid complex results in increased expression of COL1A1 protein] CTD PMID:11159895 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO ethylisopropylamiloride results in decreased activity of CYP1A1 protein CTD PMID:15081870 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO ethylisopropylamiloride results in decreased activity of CYP1A2 protein CTD PMID:15081870 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 decreases activity ISO ethylisopropylamiloride results in decreased activity of CYP1B1 protein CTD PMID:15081870 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G Fah fumarylacetoacetate hydrolase affects splicing ISO ethylisopropylamiloride affects the splicing of FAH mutant form CTD PMID:23895425 NCBI chr 1:138,548,830...138,571,599
Ensembl chr 1:138,548,834...138,571,505
JBrowse link
G Ifng interferon gamma multiple interactions ISO ethylisopropylamiloride inhibits the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with IFNG protein] results in increased secretion of IL12B protein] CTD PMID:11420121 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il12b interleukin 12B multiple interactions ISO ethylisopropylamiloride inhibits the reaction [[lipopolysaccharide, E coli O55-B5 co-treated with IFNG protein] results in increased secretion of IL12B protein] CTD PMID:11420121 NCBI chr10:28,888,832...28,903,796
Ensembl chr10:28,893,008...28,902,903
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO ethylisopropylamiloride inhibits the reaction [IL1B protein results in increased secretion of CXCL8 protein] CTD PMID:12065299 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO ethylisopropylamiloride inhibits the reaction [lipopolysaccharide, E coli O55-B5 affects the localization of and results in increased activity of NFKB1 protein] CTD PMID:12107048 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO ethylisopropylamiloride inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein] CTD PMID:17237260 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO ethylisopropylamiloride inhibits the reaction [lipopolysaccharide, E coli O55-B5 affects the localization of and results in increased activity of RELA protein] CTD PMID:12107048 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Slc9a1 solute carrier family 9 member A1 decreases activity
multiple interactions
ISO
EXP
ethylisopropylamiloride results in decreased activity of SLC9A1 protein
[ethylisopropylamiloride results in decreased activity of SLC9A1 protein] which results in increased abundance of Doxorubicin
CTD PMID:12562776 PMID:15729714 PMID:17552965 NCBI chr 5:145,576,341...145,629,630
Ensembl chr 5:145,576,334...145,629,624
JBrowse link
G Srsf3 serine and arginine rich splicing factor 3 increases expression ISO ethylisopropylamiloride results in increased expression of SRSF3 protein CTD PMID:17924536 NCBI chr20:7,091,928...7,101,860
Ensembl chr20:7,091,910...7,101,078
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO ethylisopropylamiloride results in decreased expression of VEGFA mRNA; ethylisopropylamiloride results in decreased expression of VEGFA protein CTD PMID:16884771 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link

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  CHEBI ontology 19812
    role 19761
      application 19471
        pharmaceutical 19319
          drug 19319
            diuretic 1133
              amiloride 80
                ethylisopropylamiloride 17
Path 2
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  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        carboacyl group 17482
                                          univalent carboacyl group 17482
                                            carbamoyl group 17298
                                              carboxamide 17298
                                                monocarboxylic acid amide 15014
                                                  ethylisopropylamiloride 17
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