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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 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression EXP Leuprolide results in increased expression of BCL2 mRNA CTD PMID:18829022 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp3 caspase 3 increases expression ISO Leuprolide results in increased expression of CASP3 protein CTD PMID:15965100 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp9 caspase 9 increases expression ISO Leuprolide results in increased expression of CASP9 protein CTD PMID:15965100 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cldn4 claudin 4 decreases expression ISO Leuprolide results in decreased expression of CLDN4 protein CTD PMID:21761342 NCBI chr12:24,761,210...24,763,008
Ensembl chr12:24,761,210...24,763,005
JBrowse link
G Cldn8 claudin 8 decreases expression ISO Leuprolide results in decreased expression of CLDN8 protein CTD PMID:21761342 NCBI chr11:28,525,641...28,527,890
Ensembl chr11:28,525,643...28,527,890
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 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
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 8:58,744,849...58,772,408
Ensembl chr 8:58,744,849...58,772,408
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 6:12,796,383...12,997,817
Ensembl chr 6:12,796,383...12,997,817
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 7:28,412,123...28,491,815
Ensembl chr 7:28,412,198...28,486,609
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 1:128,924,921...129,213,816
Ensembl chr 1:128,924,966...129,206,516
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 7:144,970,444...144,993,652
Ensembl chr 7:144,970,444...144,993,652
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 chr10:92,667,869...92,783,413
Ensembl chr10:92,667,869...92,783,410
JBrowse link
G Lhb luteinizing hormone subunit beta decreases expression ISO Leuprolide results in decreased expression of LHB protein CTD PMID:10221860 NCBI chr 1:101,409,992...101,413,725
Ensembl chr 1:101,410,019...101,413,724
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 6:12,493,182...12,554,482
Ensembl chr 6:12,493,943...12,554,439
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 chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
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 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
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 1:48,318,025...48,360,219
Ensembl chr 1:48,317,995...48,360,261
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
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 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

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Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      application 19420
        pharmaceutical 19293
          drug 19293
            antineoplastic agent 17004
              leuprolide 22
                leuprolide acetate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      carboxylic acid 18108
                                        carboacyl group 17369
                                          univalent carboacyl group 17369
                                            carbamoyl group 17156
                                              carboxamide 17156
                                                peptide 9395
                                                  oligopeptide 1196
                                                    leuprolide 22
                                                      leuprolide acetate 0
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