CHEBI:5520 - gonadorelin

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ChEBI Name gonadorelin
ChEBI ID CHEBI:5520
Definition A ten-membered synthetic oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, glycyl, leucyl, arginyl, prolyl and glycinamide residues joined in sequence.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C55H75N17O13
Net Charge 0
Average Mass 1182.29010
Monoisotopic Mass 1181.57303
InChI InChI=1S/C55H75N17O13/c1-29(2)19-38(49(80)67-37(9-5-17-60-55(57)58)54(85)72-18-6-10-43(72)53(84)62-25-44(56)75)66-46(77)26-63-47(78)39(20-30-11-13-33(74)14-12-30)68-52(83)42(27-73)71-50(81)40(21-31-23-61-35-8-4-3-7-34(31)35)69-51(82)41(22-32-24-59-28-64-32)70-48(79)36-15-16-45(76)65-36/h3-4,7-8,11-14,23-24,28-29,36-43,61,73-74H,5-6,9-10,15-22,25-27H2,1-2H3,(H2,56,75)(H,59,64)(H,62,84)(H,63,78)(H,65,76)(H,66,77)(H,67,80)(H,68,83)(H,69,82)(H,70,79)(H,71,81)(H4,57,58,60)/t36-,37-,38-,39-,40-,41-,42-,43-/m0/s1
InChIKey XLXSAKCOAKORKW-AQJXLSMYSA-N
SMILES CC(C)C[C@H](NC(=O)CNC(=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)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)NCC(N)=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): gonadotropin releasing hormone agonist
Any drug which binds to gonadotropin-releasing hormone receptors and triggers a response.
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via peptide hormone )
Application(s): 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 gonadorelin (CHEBI:5520) has role gonadotropin releasing hormone agonist (CHEBI:63533)
gonadorelin (CHEBI:5520) is a oligopeptide (CHEBI:25676)
gonadorelin (CHEBI:5520) is a peptide hormone (CHEBI:25905)
IUPAC Name
5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosylglycyl-L-leucyl-L-arginyl-L-prolylglycinamide
INNs Sources
gonadorelin KEGG DRUG
gonadorelina DrugBank
gonadorelinum DrugBank
Synonyms Sources
5-oxo-PHWSYGLRPGNH2 ChEBI
Follicle-stimulating hormone-releasing factor ChemIDplus
GnRH-I KEGG COMPOUND
Gonadoliberin I KEGG COMPOUND
Gonadorelin KEGG COMPOUND
Gonadotropin-releasing factor DrugBank
Gonadotropin-releasing hormone I KEGG COMPOUND
LH-Releasing factor ChemIDplus
LH-Releasing hormone ChemIDplus
luliberin ChEBI
Luteinizing hormone-releasing factor ChemIDplus
p-Glu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2 ChemIDplus
Manual Xrefs Databases
2958 DrugCentral
C07607 KEGG COMPOUND
D08027 KEGG DRUG
DB00644 DrugBank
Gonadorelin Wikipedia
View more database links
Registry Numbers Types Sources
33515-09-2 CAS Registry Number ChemIDplus
741807 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21872303 PubMed citation Europe PMC
22112812 PubMed citation Europe PMC
22214466 PubMed citation Europe PMC
22289217 PubMed citation Europe PMC
22504307 PubMed citation Europe PMC
22761896 PubMed citation Europe PMC
Last Modified
22 February 2017