Preferred Name

leuprolide
Synonyms

pGlu-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt

leuprorelina

leuprorelinum

(D-Leu(6),des-Gly-NH2(10),Pro-ethylamide(9))-gonadotropin-releasing hormone

pGlu-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHC2H5

leuproreline

L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-L-proline ethylamide

Leuprorelin

5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide

Definitions

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.

ID

http://purl.obolibrary.org/obo/CHEBI_6427

charge

0

database_cross_reference

KEGG:C07612

Patent:US4005063

DrugBank:DB00007

Patent:DE2446005

Drug_Central:1559

Reaxys:741818

KEGG:D08113

CAS:53714-56-0

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.

formula

C59H84N16O12

has role

http://purl.obolibrary.org/obo/CHEBI_35610

http://purl.obolibrary.org/obo/CHEBI_50751

http://purl.obolibrary.org/obo/CHEBI_63533

has_exact_synonym

5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide

has_obo_namespace

chebi_ontology

has_related_synonym

pGlu-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt

leuprorelina

leuprorelinum

(D-Leu(6),des-Gly-NH2(10),Pro-ethylamide(9))-gonadotropin-releasing hormone

pGlu-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHC2H5

leuproreline

L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-L-proline ethylamide

Leuprorelin

id

CHEBI:6427

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

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

label

leuprolide

mass

1209.39830

monoisotopicmass

1208.64546

notation

CHEBI:6427

prefLabel

leuprolide

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

treeView

http://purl.obolibrary.org/obo/CHEBI_25676

subClassOf

http://purl.obolibrary.org/obo/CHEBI_25676

Delete Subject Author Type Created
No notes to display
Create mapping

Delete Mapping To Ontology Source
http://purl.obolibrary.org/obo/CHEBI_6427 DRON SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6427 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6427 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6427 BERO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6427 DDSS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6427 GSSO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_6427 ODNAE SAME_URI
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C62042 NCIT LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#15531 OCHV LOOM
http://purl.obolibrary.org/obo/OMIT_0017176 OMIT LOOM
http://purl.bioontology.org/ontology/CSP/4000-0227 CRISP LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D12.776.641.650.405.740.320.400 RH-MESH LOOM
http://purl.bioontology.org/ontology/RXNORM/42375 RXNORM LOOM
http://www.phoc.org.cn/pmo/class/PMO_00019103 PMAPP-PMO LOOM
http://purl.obolibrary.org/obo/NCIT_C62042 BERO LOOM
http://purl.jp/bio/4/id/200906006950029492 IOBC LOOM
http://purl.obolibrary.org/obo/CHEBI_6427 DRON LOOM
http://purl.obolibrary.org/obo/CHEBI_6427 PDRO LOOM
http://purl.obolibrary.org/obo/CHEBI_6427 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_6427 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_6427 DDSS LOOM
http://purl.obolibrary.org/obo/CHEBI_6427 GSSO LOOM
http://purl.obolibrary.org/obo/CHEBI_6427 ODNAE LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D016729 RH-MESH LOOM
http://evs.nci.nih.gov/ftp1/NDF-RT/NDF-RT.owl#N0000147889 ODAE LOOM
https://go.drugbank.com/drugs/DB00007 MDM LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D12.644.400.400.740.320.400 RH-MESH LOOM
http://www.drugbank.ca/drugs/DB00007 FTC LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D06.472.699.327.740.320.400 RH-MESH LOOM
http://purl.bioontology.org/ontology/NDDF/004751 NDDF LOOM
http://purl.bioontology.org/ontology/LNC/LP172752-0 LOINC LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D12.644.456.460.480 RH-MESH LOOM
http://purl.obolibrary.org/obo/MESH_D016729 BERO LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000147889 NDFRT LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/397198002 SNOMEDCT LOOM
http://purl.bioontology.org/ontology/VANDF/4019800 VANDF LOOM
http://www.semanticweb.org/ontologies/2018/1/ProstateCancer.owl#leuprorelin PCAO LOOM
http://purl.bioontology.org/ontology/MESH/D016729 MESH LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#C0085272 OCHV LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D12.644.548.365.740.320.400 RH-MESH LOOM