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CHEBI:63597 - leuprolide acetate

ChEBI IDCHEBI:63597
ChEBI Nameleuprolide acetate
Stars
DefinitionAn acetate salt obtained by combining the nonapeptide leuprolide with acetic acid. A long lasting GnRH analog, LH-Rh agonist. It is a synthetic nonapeptide analogue of gonadotropin-releasing hormone, and is used as a subcutaneous hydrogel implant for the treatment of prostate cancer and for the suppression of gonadal sex hormone production in children with central precocious puberty.
Secondary ChEBI IDCHEBI:6428
Last Modified18 January 2012
DownloadsMolfile
FormulaC2H4O2.C59H84N16O12
Net Charge0
Average Mass1269.473
Monoisotopic Mass1268.66659
SMILESCC(=O)O.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](Cc1cnc2ccccc12)NC(=O)[C@H](Cc1cncn1)NC(=O)[C@@H]1CCC(=O)N1
InChIInChI=1S/C59H84N16O12.C2H4O2/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;1-2(3)4/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);1H3,(H,3,4)/t40-,41-,42-,43+,44-,45-,46-,47-,48-;/m0./s1
InChIKeyRGLRXNKKBLIBQS-XNHQSDQCSA-N
Wikipedia
Roles Classification
Biological Role:
gonadotropin releasing hormone agonist  Any drug which binds to gonadotropin-releasing hormone receptors and triggers a response.
Applications:
gonadotropin releasing hormone agonist  Any drug which binds to gonadotropin-releasing hormone receptors and triggers a response.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
leuprolide acetate (CHEBI:63597) has part leuprolide (CHEBI:6427)
leuprolide acetate (CHEBI:63597) has role antineoplastic agent (CHEBI:35610)
leuprolide acetate (CHEBI:63597) has role gonadotropin releasing hormone agonist (CHEBI:63533)
leuprolide acetate (CHEBI:63597) is a acetate salt (CHEBI:59230)
IUPAC Name 
5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide—acetic acid (1/1)
Synonyms  Source
Leuprorelin acetateKEGG COMPOUND
5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tryosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide monoacetateChemIDplus
Pyr-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt.HOAcChEBI
Brand Names  Source
LupronKEGG COMPOUND
LutrateKEGG COMPOUND
EnantoneChEBI
Manual XrefsDatabases
D00989KEGG DRUG
DB00007DrugBank
LeuprorelinWikipedia
Registry NumbersSources
Reaxys:5570787Reaxys
CAS:74381-53-6KEGG DRUG
CAS:74381-53-6ChemIDplus
Citations