U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C59H74N18O14
Molecular Weight 1259.3311
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PEFORELIN

SMILES

NCCCC[C@H](NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC3=CNC=N3)NC(=O)[C@H](CO)NC(=O)[C@H](CC4=CNC5=CC=CC=C45)NC(=O)[C@H](CC6=CNC=N6)NC(=O)[C@@H]7CCC(=O)N7)C(=O)N8CCC[C@H]8C(=O)NCC(N)=O

InChI

InChIKey=RTASYRSYWSLWJV-CSYZDTNESA-N
InChI=1S/C59H74N18O14/c60-16-6-5-12-40(59(91)77-17-7-13-47(77)58(90)66-27-48(61)79)70-52(84)41(18-31-23-64-37-10-3-1-8-35(31)37)72-56(88)45(22-50(81)82)75-55(87)44(21-34-26-63-30-68-34)74-57(89)46(28-78)76-53(85)42(19-32-24-65-38-11-4-2-9-36(32)38)71-54(86)43(20-33-25-62-29-67-33)73-51(83)39-14-15-49(80)69-39/h1-4,8-11,23-26,29-30,39-47,64-65,78H,5-7,12-22,27-28,60H2,(H2,61,79)(H,62,67)(H,63,68)(H,66,90)(H,69,80)(H,70,84)(H,71,86)(H,72,88)(H,73,83)(H,74,89)(H,75,87)(H,76,85)(H,81,82)/t39-,40-,41-,42-,43-,44-,45-,46-,47-/m0/s1

HIDE SMILES / InChI

Molecular Formula C59H74N18O14
Molecular Weight 1259.3311
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 4
Optical Activity UNSPECIFIED

Peforelin, a decapeptide analog of the natural gonadotropin acts as the natural gonadotropin-releasing hormone (GnRH) agonist. This drug under the brand name Maprelin is used in veterinary to stimulate the reproductive function of sows after weaning piglets in the syndrome of sexual depression.

Approval Year

PubMed

PubMed

TitleDatePubMed
Influence of synthetic lamprey GnRH-III on gonadotropin release and steroid hormone levels in gilts.
2010 Dec
Effect of a GnRH analogue (Maprelin) on the reproductive performance of gilts and sows.
2013 Nov
Effect of a GnRH analogue (peforelin) on the litter performance of gilts and sows.
2017
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:49:31 GMT 2023
Edited
by admin
on Fri Dec 15 15:49:31 GMT 2023
Record UNII
UJ8NQ5Z0VX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PEFORELIN
INN  
INN  
Official Name English
GLYCINAMIDE, 5-OXO-L-PROLYL-L-HISTIDYL-L-TRYPTOPHYL-L-SERYL-L-HISTIDYL-L-.ALPHA.-ASPARTYL-L-TRYPTOPHYL-L-LYSYL-L-PROLYL-
Systematic Name English
PGLU-HIS-TRP-SER-HIS-ASP-TRP-LYS-PRO-GLY-NH2
Common Name English
PYROGLU-HIS-TRP-SER-HIS-ASP-TRP-LYS-PRO-GLY-NH2
Common Name English
LAMPREY LH-RH III
Common Name English
LUTEINIZING HORMONE-RELEASING FACTOR III (PETROMYZON MARINUS)
Common Name English
MAPRELIN XP10
Common Name English
LAMPREY GONADOTROPIN-RELEASING HORMONE-III
Common Name English
peforelin [INN]
Common Name English
GNRH III
Common Name English
PEFORELIN [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QH01CA95
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
Code System Code Type Description
INN
8617
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
ChEMBL
CHEMBL2108043
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
FDA UNII
UJ8NQ5Z0VX
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
WIKIPEDIA
Peforelin
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID30163819
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
CAS
147859-97-0
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
MERCK INDEX
m12183
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
PUBCHEM
16197823
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
NCI_THESAURUS
C170292
Created by admin on Fri Dec 15 15:49:31 GMT 2023 , Edited by admin on Fri Dec 15 15:49:31 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY