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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 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; icatibant inhibits the reaction [KNG1 protein modified form binds to 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]
CTD PMID:10666510, PMID:12727271, PMID:15140628, PMID:16982965, PMID:17347322, PMID:17989505, PMID:21436127, PMID:24975837, PMID:30685357 NCBI chr 6:129,399,468...129,429,676
Ensembl chr 6:129,399,468...129,429,676
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 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059
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 1:100,131,562...100,135,556
Ensembl chr 1:100,059,967...100,203,329
Ensembl chr 1:100,059,967...100,203,329
Ensembl chr 1:100,059,967...100,203,329
JBrowse link
G Kng2 kininogen 2 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 inhibits the reaction [KNG1 protein modified form binds to 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 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
CTD PMID:1334751, PMID:15140628, PMID:15750287, PMID:16696851, PMID:17347322, PMID:22198006, PMID:30685357 NCBI chr11:81,509,185...81,516,759 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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Plat plasminogen activator, tissue type decreases expression ISO icatibant results in decreased expression of PLAT protein CTD PMID:16321614 NCBI chr16:74,098,263...74,122,897
Ensembl chr16:74,098,260...74,122,889
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
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 4:33,638,853...33,646,819
Ensembl chr 4:33,638,709...33,646,819
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP icatibant inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased expression of TGFB1 protein]] CTD PMID:16401625 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        biochemical role 19282
          peptidomimetic 13
            icatibant 10
              icatibant acetate 0
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
                                        carboacyl group 17348
                                          univalent carboacyl group 17348
                                            carbamoyl group 17134
                                              carboxamide 17134
                                                peptide 9392
                                                  oligopeptide 1196
                                                    icatibant 10
                                                      icatibant acetate 0
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