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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:leuprolide
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Accession:CHEBI:6427 term browser browse the term
Definition:An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, D-leucyl, leucyl, arginyl, and N-ethylprolinamide residues joined in sequence. It is a synthetic nonapeptide analogue of gonadotropin-releasing hormone, and is used as a subcutaneous hydrogel implant (particularly as the acetate salt) for the treatment of prostate cancer and for the suppression of gonadal sex hormone production in children with central precocious puberty.
Synonyms:exact_synonym: 5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide
 related_synonym: (D-Leu(6),des-Gly-NH2(10),Pro-ethylamide(9))-gonadotropin-releasing hormone;   Formula=C59H84N16O12;   InChI=1S/C59H84N16O12/c1-6-63-57(86)48-14-10-22-75(48)58(87)41(13-9-21-64-59(60)61)68-51(80)42(23-32(2)3)69-52(81)43(24-33(4)5)70-53(82)44(25-34-15-17-37(77)18-16-34)71-56(85)47(30-76)74-54(83)45(26-35-28-65-39-12-8-7-11-38(35)39)72-55(84)46(27-36-29-62-31-66-36)73-50(79)40-19-20-49(78)67-40/h7-8,11-12,15-18,28-29,31-33,40-48,65,76-77H,6,9-10,13-14,19-27,30H2,1-5H3,(H,62,66)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,84)(H,73,79)(H,74,83)(H4,60,61,64)/t40-,41-,42-,43+,44-,45-,46-,47-,48-/m0/s1;   InChIKey=GFIJNRVAKGFPGQ-LIJARHBVSA-N;   L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-L-proline ethylamide;   Leuprorelin;   SMILES=CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H]1CCC(=O)N1;   leuprorelina;   leuproreline;   leuprorelinum;   pGlu-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHC2H5;   pGlu-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt
 xref: CAS:53714-56-0;   DrugBank:DB00007;   Drug_Central:1559;   KEGG:C07612;   KEGG:D08113
 xref_mesh: MESH:D016729
 xref: Patent:DE2446005;   Patent:US4005063;   Reaxys:741818


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leuprolide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO Leuprolide inhibits the reaction [IGF1 protein results in increased phosphorylation of AKT1 protein] CTD PMID:17143537 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Leuprolide results in increased expression of BAX protein CTD PMID:15965100 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 increases expression EXP Leuprolide results in increased expression of BCL2 mRNA CTD PMID:18829022 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 increases expression ISO Leuprolide results in increased expression of CASP3 protein CTD PMID:15965100 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 increases expression ISO Leuprolide results in increased expression of CASP9 protein CTD PMID:15965100 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cldn4 claudin 4 decreases expression ISO Leuprolide results in decreased expression of CLDN4 protein CTD PMID:21761342 NCBI chr12:21,751,638...21,753,436
Ensembl chr12:21,751,331...21,753,436
JBrowse link
G Cldn8 claudin 8 decreases expression ISO Leuprolide results in decreased expression of CLDN8 protein CTD PMID:21761342 NCBI chr11:27,875,857...27,878,106
Ensembl chr11:27,875,692...27,878,513
JBrowse link
G Cycs cytochrome c, somatic affects localization
increases expression
ISO
EXP
Leuprolide affects the localization of CYCS protein
Leuprolide results in increased expression of CYCS mRNA
CTD PMID:15965100 PMID:18829022 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 multiple interactions ISO [Leuprolide co-treated with Testosterone] results in decreased expression of CYP19A1 mRNA CTD PMID:16032706 NCBI chr 8:54,553,165...54,580,758
Ensembl chr 8:54,553,165...54,580,758
JBrowse link
G Fshr follicle stimulating hormone receptor multiple interactions ISO [Leuprolide co-treated with Testosterone] results in decreased expression of FSHR mRNA CTD PMID:16032706 NCBI chr 6:5,198,825...5,406,785
Ensembl chr 6:5,198,825...5,406,785
JBrowse link
G Igf1 insulin-like growth factor 1 multiple interactions ISO Leuprolide inhibits the reaction [IGF1 protein results in increased expression of and affects the localization of [ITGA5 protein binds to ITGB3 protein]]; Leuprolide inhibits the reaction [IGF1 protein results in increased phosphorylation of AKT1 protein] CTD PMID:17143537 NCBI chr 7:22,282,895...22,361,972
Ensembl chr 7:22,282,930...22,359,296
JBrowse link
G Igf1r insulin-like growth factor 1 receptor multiple interactions ISO Leuprolide results in decreased expression of and results in decreased phosphorylation of IGF1R protein CTD PMID:17143537 NCBI chr 1:121,549,839...121,838,545
Ensembl chr 1:121,550,743...121,831,777
JBrowse link
G Il6 interleukin 6 multiple interactions
decreases expression
EXP Leuprolide inhibits the reaction [resveratrol results in decreased expression of IL6 protein]; resveratrol inhibits the reaction [Leuprolide results in decreased expression of IL6 protein] CTD PMID:25462211 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Itga5 integrin subunit alpha 5 multiple interactions ISO Leuprolide inhibits the reaction [IGF1 protein results in increased expression of and affects the localization of [ITGA5 protein binds to ITGB3 protein]] CTD PMID:17143537 NCBI chr 7:134,478,963...134,502,837
Ensembl chr 7:134,478,968...134,502,837
JBrowse link
G Itgb3 integrin subunit beta 3 multiple interactions ISO Leuprolide inhibits the reaction [IGF1 protein results in increased expression of and affects the localization of [ITGA5 protein binds to ITGB3 protein]] CTD PMID:17143537 NCBI chr10:89,509,917...89,564,679
Ensembl chr10:89,509,989...89,564,679
JBrowse link
G Lhb luteinizing hormone subunit beta decreases expression ISO Leuprolide results in decreased expression of LHB protein CTD PMID:10221860 NCBI chr 1:95,898,269...95,901,973
Ensembl chr 1:95,900,984...95,901,972
Ensembl chr 1:95,900,984...95,901,972
JBrowse link
G Lhcgr luteinizing hormone/choriogonadotropin receptor multiple interactions
decreases expression
ISO [Leuprolide co-treated with Testosterone] results in decreased expression of LHCGR mRNA
Leuprolide results in decreased expression of LHCGR mRNA
CTD PMID:16032706 NCBI chr 6:5,661,871...5,728,109
Ensembl chr 6:5,661,871...5,724,521
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions
decreases expression
EXP Leuprolide inhibits the reaction [Resveratrol results in decreased expression of MMP2 protein]; Resveratrol inhibits the reaction [Leuprolide results in decreased expression of MMP2 protein] CTD PMID:25462211 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression
multiple interactions
EXP Leuprolide results in decreased expression of MMP9 protein
Leuprolide inhibits the reaction [Resveratrol results in decreased expression of MMP9 protein]; Resveratrol inhibits the reaction [Leuprolide results in decreased expression of MMP9 protein]
CTD PMID:25462211 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Leuprolide inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link
G Tnf tumor necrosis factor multiple interactions
decreases expression
EXP Leuprolide inhibits the reaction [resveratrol results in decreased expression of TNF protein]; resveratrol inhibits the reaction [Leuprolide results in decreased expression of TNF protein] CTD PMID:25462211 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression
multiple interactions
EXP Leuprolide results in decreased expression of VEGFA protein
Leuprolide inhibits the reaction [resveratrol results in decreased expression of VEGFA protein]; resveratrol inhibits the reaction [Leuprolide results in decreased expression of VEGFA protein]
CTD PMID:25462211 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 19821
    role 19769
      application 19481
        pharmaceutical 19329
          drug 19329
            antineoplastic agent 17317
              leuprolide 22
                leuprolide acetate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                peptide 9450
                                                  oligopeptide 1268
                                                    leuprolide 22
                                                      leuprolide acetate 0
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