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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] 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 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 1:94,642,722...94,646,714
Ensembl chr 1:94,642,687...94,646,754
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 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 chr11:77,913,876...77,936,247
Ensembl chr11:77,909,612...78,002,971
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 chr13:62,164,080...62,169,770
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 inhibits the reaction [KLK1 protein inhibits the reaction [Gentamicins results in increased expression of TGFB1 protein]] CTD PMID:16401625 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19659
    role 19634
      biological role 19633
        biochemical role 19388
          peptidomimetic 14
            icatibant 10
              icatibant acetate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19659
    subatomic particle 19658
      composite particle 19658
        hadron 19658
          baryon 19658
            nucleon 19658
              atomic nucleus 19700
                atom 19658
                  main group element atom 19607
                    p-block element atom 19607
                      carbon group element atom 19550
                        carbon atom 19547
                          organic molecular entity 19588
                            organic group 18752
                              organic divalent group 18771
                                organodiyl group 18737
                                  carbonyl group 18704
                                    carbonyl compound 18738
                                      carboxylic acid 18409
                                        carboacyl group 17570
                                          univalent carboacyl group 17599
                                            carbamoyl group 17407
                                              carboxamide 17407
                                                peptide 9511
                                                  oligopeptide 1299
                                                    icatibant 10
                                                      icatibant acetate 0
paths to the root