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CHEBI:5520 - gonadorelin

Default Structure
ChEBI IDCHEBI:5520
ChEBI Namegonadorelin
Stars
DefinitionA ten-membered synthetic oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, glycyl, leucyl, arginyl, prolyl and glycinamide residues joined in sequence.
Last Modified22 February 2017
DownloadsMolfile
FormulaC55H75N17O13
Net Charge0
Average Mass1182.311
Monoisotopic Mass1181.57303
SMILESCC(C)C[C@H](NC(=O)CNC(=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)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)NCC(N)=O
InChIInChI=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
InChIKeyXLXSAKCOAKORKW-AQJXLSMYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
Applications:
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.
bone density conservation agent  An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
ChEBI Ontology
Outgoing Relation(s)
gonadorelin (CHEBI:5520) has role antineoplastic agent (CHEBI:35610)
gonadorelin (CHEBI:5520) has role bone density conservation agent (CHEBI:50646)
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  Source
gonadorelinKEGG DRUG
gonadorelinaDrugBank
gonadorelineWHO MedNet
gonadorelinumDrugBank
Synonyms  Source
5-oxo-PHWSYGLRPGNH2ChEBI
Follicle-stimulating hormone-releasing factorChemIDplus
GnRH-IKEGG COMPOUND
Gonadoliberin IKEGG COMPOUND
GonadorelinKEGG COMPOUND
Gonadorelin decapeptideChEMBL
Brand Names  Source
Fertiral lh-rhChEMBL
Relefact lh-rhChEMBL
Manual XrefsDatabases
2958DrugCentral
C07607KEGG COMPOUND
D08027KEGG DRUG
DB00644DrugBank
GonadorelinWikipedia
Registry NumbersSources
Reaxys:741807Reaxys
CAS:33515-09-2KEGG COMPOUND
CAS:33515-09-2ChemIDplus
Citations