CHEBI:63597 - leuprolide acetate

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ChEBI Name leuprolide acetate
ChEBI ID CHEBI:63597
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:6428
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Formula C61H88N16O14
Net Charge 0
Average Mass 1269.45020
Monoisotopic Mass 1268.667
InChI InChI=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
InChIKey RGLRXNKKBLIBQS-XNHQSDQCSA-N
SMILES CC(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](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H]1CCC(=O)N1
Roles Classification
Biological Role(s): gonadotropin releasing hormone agonist
Any drug which binds to gonadotropin-releasing hormone receptors and triggers a response.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
gonadotropin releasing hormone agonist
Any drug which binds to gonadotropin-releasing hormone receptors and triggers a response.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tryosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide monoacetate ChemIDplus
Leuprorelin acetate KEGG COMPOUND
Pyr-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt.HOAc ChEBI
Brand Names Sources
Enantone ChEBI
Lupron KEGG COMPOUND
Lutrate KEGG COMPOUND
Manual Xrefs Databases
D00989 KEGG DRUG
DB00007 DrugBank
Leuprorelin Wikipedia
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Registry Numbers Types Sources
5570787 Reaxys Registry Number Reaxys
74381-53-6 CAS Registry Number KEGG DRUG
74381-53-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
18 January 2012