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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:icatibant
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Accession:CHEBI:68556 term browser browse the term
Definition:A ten-membered synthetic oligopeptide consisting of D-Arg, Arg, Pro, Hyp, Gly, Thi, Ser, D-Tic, Oic, and Arg residues joined in sequrence. A bradykinin receptor antagonist used as its acetate salt for the treatment of acute attacks of hereditary angioedema in adult patients.
Synonyms:exact_synonym: (2S)-2-({[(2S,3aS,7aS)-1-({(3R)-2-[(2S)-2-{[(2S)-2-[2-({[(2S,4R)-1-({(2S)-1-[(2S)-2-{[(2R)-2-amino-5-carbamimidamidopentanoyl]amino}-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}carbonyl)-4-hydroxypyrrolidin-2-yl]carbonyl}amino)acetamido]-3-(thiophen-2-yl)propanoyl]amino}-3-hydroxypropanoyl]-1,2,3,4-tetrahydroisoquinolin-3-yl}carbonyl)octahydro-1H-indol-2-yl]carbonyl}amino)-5-carbamimidamidopentanoic acid
 related_synonym: D-arginyl-L-arginyl-L-prolyl-trans-4-hydroxy-L-prolylglycyl-3-(2-thienyl)-L-alanyl-L-seryl-D-1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-L-(2alpha,3abeta,7abeta)-octahydro-1H-indole-2-carbonyl-L-arginine;   Formula=C59H89N19O13S;   H-D-Arg-Arg-Pro-Hyp-Gly-Thi-Ser-D-Tic-Oic-Arg-OH;   InChI=1S/C59H89N19O13S/c60-37(14-5-19-67-57(61)62)48(82)72-38(15-6-20-68-58(63)64)52(86)75-22-8-18-43(75)54(88)77-30-35(80)26-44(77)50(84)70-28-47(81)71-40(27-36-13-9-23-92-36)49(83)74-41(31-79)53(87)76-29-34-12-2-1-10-32(34)24-46(76)55(89)78-42-17-4-3-11-33(42)25-45(78)51(85)73-39(56(90)91)16-7-21-69-59(65)66/h1-2,9-10,12-13,23,33,35,37-46,79-80H,3-8,11,14-22,24-31,60H2,(H,70,84)(H,71,81)(H,72,82)(H,73,85)(H,74,83)(H,90,91)(H4,61,62,67)(H4,63,64,68)(H4,65,66,69)/t33-,35+,37+,38-,39-,40-,41-,42-,43-,44-,45-,46+/m0/s1;   InChIKey=QURWXBZNHXJZBE-SKXRKSCCSA-N;   SMILES=N1(C([C@@H](NC([C@@H](CCCNC(=N)N)N)=O)CCCNC(N)=N)=O)[C@@H](CCC1)C(N2C[C@@H](C[C@H]2C(NCC(N[C@H](C(N[C@H](C(N3CC=4C(C[C@@H]3C(N5[C@@H](C[C@]6([C@@]5(CCCC6)[H])[H])C(N[C@H](C(O)=O)CCCNC(N)=N)=O)=O)=CC=CC4)=O)CO)=O)CC7=CC=CS7)=O)=O)O)=O;   icatibanto;   icatibantum
 xref: CAS:130308-48-4;   DrugBank:DB06196
 xref_mesh: MESH:C065679
 xref: PMID:21959973;   PMID:22142018;   PMID:22386830;   PMID:22434085;   PMID:22435954;   PMID:22507340;   PMID:22519593;   PMID:22522852;   PMID:22552531;   PMID:22577166;   PMID:22577920;   PMID:22584193;   PMID:22686628;   PMID:22691903;   PMID:22797560;   PMID:22830287;   PMID:22904641;   PMID:22936825;   PMID:22958093;   PMID:22970904;   Reaxys:8185933;   Wikipedia:Icatibant



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icatibant term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Agt angiotensinogen multiple interactions EXP [icatibant co-treated with Captopril] inhibits the reaction [bisphenol A results in increased expression of AGT protein] CTD PMID:38027817 NCBI chr19:52,529,139...52,549,618
Ensembl chr19:52,529,185...52,540,977
JBrowse link
G Bdkrb2 bradykinin receptor B2 multiple interactions ISO
EXP
icatibant binds to and results in decreased activity of BDKRB2 protein; icatibant inhibits the reaction [FR 190997 binds to and results in increased activity of BDKRB2 protein]; icatibant inhibits the reaction [KNG1 protein alternative form binds to and results in increased activity of BDKRB2 protein]
[icatibant binds to and results in decreased activity of BDKRB2 protein] which results in decreased susceptibility to Chondroitin Sulfates; [icatibant binds to and results in decreased activity of BDKRB2 protein] which results in decreased susceptibility to Streptozocin; [icatibant binds to and results in decreased activity of BDKRB2 protein] which results in decreased susceptibility to Vincristine; [icatibant results in decreased activity of BDKRB2 protein] inhibits the reaction [Valsartan results in increased abundance of Cyclic GMP]; [icatibant results in decreased activity of BDKRB2 protein] which results in decreased susceptibility to benazepril; [icatibant results in decreased activity of BDKRB2 protein] which results in decreased susceptibility to Valsartan; icatibant binds to and results in decreased activity of BDKRB2 protein; icatibant inhibits the reaction [[KNG1 protein alternative form binds to and results in increased activity of BDKRB2 protein] which results in increased abundance of Inositol Phosphates]
icatibant binds to and results in decreased activity of BDKRB2 protein; icatibant inhibits the reaction [KNG1 protein modified form binds to BDKRB2 protein]
CTD PMID:10666510 PMID:12727271 PMID:15140628 PMID:16982965 PMID:17347322 More... NCBI chr 6:124,472,317...124,502,497
Ensembl chr 6:124,472,566...124,502,497
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions EXP icatibant inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased expression of ICAM1 protein]] CTD PMID:16401625 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il6 interleukin 6 multiple interactions EXP [icatibant co-treated with Captopril] inhibits the reaction [bisphenol A results in increased expression of IL6 protein] CTD PMID:38027817 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Klk1 kallikrein 1 multiple interactions EXP icatibant inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased expression of ICAM1 protein]]; icatibant inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased expression of TGFB1 protein]]; icatibant inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased phosphorylation of MAPK8 protein]]; icatibant inhibits the reaction [KLK1 protein results in increased abundance of Nitric Oxide] CTD PMID:16401625 NCBI chr 1:94,642,644...94,646,760
Ensembl chr 1:94,642,687...94,646,754
JBrowse link
G Kng1 kininogen 1 multiple interactions
decreases activity
ISO
EXP
icatibant inhibits the reaction [KNG1 protein alternative form binds to and results in increased activity of BDKRB2 protein]
[icatibant co-treated with Captopril] inhibits the reaction [bisphenol A results in increased expression of KNG1 protein]; icatibant inhibits the reaction [[KNG1 protein alternative form binds to and results in increased activity of BDKRB2 protein] which results in increased abundance of Inositol Phosphates]; icatibant inhibits the reaction [KNG1 protein inhibits the reaction [Potassium Chloride results in increased secretion of TAC1 protein]]; icatibant inhibits the reaction [KNG1 results in increased expression of PTGS2 mRNA]; icatibant inhibits the reaction [KNG1 results in increased secretion of TAC1 protein]
icatibant results in decreased activity of KNG1
icatibant inhibits the reaction [KNG1 protein modified form binds to BDKRB2 protein]
CTD PMID:1334751 PMID:15140628 PMID:15750287 PMID:16696851 PMID:17347322 More... NCBI chr11:77,812,757...77,835,555
Ensembl chr11:77,812,752...77,835,555
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases activity
multiple interactions
ISO icatibant results in increased activity of MAPK3 protein
FR 173657 inhibits the reaction [icatibant results in increased activity of MAPK3 protein]
CTD PMID:11139431 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions EXP icatibant inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased phosphorylation of MAPK8 protein]] CTD PMID:16401625 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Plat plasminogen activator, tissue type decreases expression ISO icatibant results in decreased expression of PLAT protein CTD PMID:16321614 NCBI chr16:69,240,582...69,265,177
Ensembl chr16:69,240,585...69,268,223
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions EXP icatibant inhibits the reaction [KNG1 results in increased expression of PTGS2 mRNA] CTD PMID:15750287 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Tac1 tachykinin, precursor 1 multiple interactions EXP icatibant inhibits the reaction [KNG1 protein inhibits the reaction [Potassium Chloride results in increased secretion of TAC1 protein]]; icatibant inhibits the reaction [KNG1 results in increased secretion of TAC1 protein] CTD PMID:16696851 PMID:22198006 NCBI chr 4:35,679,183...35,687,180
Ensembl chr 4:35,679,704...35,687,178
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP [icatibant co-treated with Captopril] inhibits the reaction [bisphenol A results in increased expression of TGFB1 protein]; icatibant inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased expression of TGFB1 protein]] CTD PMID:16401625 PMID:38027817 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP [icatibant co-treated with Captopril] inhibits the reaction [bisphenol A results in increased expression of TNF protein] CTD PMID:38027817 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      biological role 19842
        biochemical role 19549
          peptidomimetic 17
            icatibant 13
              icatibant acetate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            heteroorganic entity 19505
                              organochalcogen compound 19268
                                organooxygen compound 19184
                                  carbon oxoacid 18654
                                    carboxylic acid 18651
                                      carboacyl group 17694
                                        univalent carboacyl group 17694
                                          carbamoyl group 17545
                                            carboxamide 17545
                                              peptide 11440
                                                oligopeptide 1349
                                                  icatibant 13
                                                    icatibant acetate 0
paths to the root