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Details

Stereochemistry ABSOLUTE
Molecular Formula C64H83N17O12
Molecular Weight 1282.4505
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESLORELIN

SMILES

[H][C@]1(CCC(=O)N1)C(=O)N[C@@H](CC2=CNC=N2)C(=O)N[C@@H](CC3=CNC4=C3C=CC=C4)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC5=CC=C(O)C=C5)C(=O)N[C@H](CC6=CNC7=CC=CC=C67)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N8CCC[C@H]8C(=O)NCC

InChI

InChIKey=GJKXGJCSJWBJEZ-XRSSZCMZSA-N
InChI=1S/C64H83N17O12/c1-4-68-62(92)53-16-10-24-81(53)63(93)46(15-9-23-69-64(65)66)74-56(86)47(25-35(2)3)75-58(88)49(27-37-30-70-43-13-7-5-11-41(37)43)77-57(87)48(26-36-17-19-40(83)20-18-36)76-61(91)52(33-82)80-59(89)50(28-38-31-71-44-14-8-6-12-42(38)44)78-60(90)51(29-39-32-67-34-72-39)79-55(85)45-21-22-54(84)73-45/h5-8,11-14,17-20,30-32,34-35,45-53,70-71,82-83H,4,9-10,15-16,21-29,33H2,1-3H3,(H,67,72)(H,68,92)(H,73,84)(H,74,86)(H,75,88)(H,76,91)(H,77,87)(H,78,90)(H,79,85)(H,80,89)(H4,65,66,69)/t45-,46-,47-,48-,49+,50-,51-,52-,53-/m0/s1

HIDE SMILES / InChI

Molecular Formula C64H83N17O12
Molecular Weight 1282.4505
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 3
Optical Activity UNSPECIFIED

Deslorelin is an GnRH agonist used in veterinary. It effects contraception by temporarily suppressing the reproductive endocrine system and preventing production of pituitary (FSH and LH) and gonadal hormones (estradiol and progesterone in females and testosterone in males). The observed effects are similar to those following ovariectomy or castration, but are reversed after the hormone content of the implant is depleted or the implant is removed. As an agonist, deslorelin first stimulates the reproductive system, which can result in estrus and ovulation in females or temporary enhancement of testosterone and semen production in males. Then, down-regulation follows the initial period of stimulation. Although deslorelin can also be an effective contraceptive in males of some species, manufacturer recommends its use primarily in females, since monitoring efficacy in females by suppression of estrous behavior or of gonadal steroids in feces is more straightforward than ensuring continued absence of sperm in males, since most institutions cannot perform regular semen collections. It can, however, be used to ameliorate aggression in males of some species, but higher dosages are usually needed. While the major application of deslorelin was initially male contraception, due to its two differing actions, either the stimulation of oestrus or the sterilization of fertility, its use has been increasing in the bitch as well. SUPRELORIN® F (deslorelin acetate) Implant is a once-yearly, subcutaneous implant that assists in the management of adrenal disease in ferrets.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:50:23 GMT 2023
Edited
by admin
on Fri Dec 15 15:50:23 GMT 2023
Record UNII
TKG3I66TVE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DESLORELIN
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
(D-TRP(SUP 6),DES-GLY(SUP 10))-LH-RH ETHYLAMIDE
Common Name English
deslorelin [INN]
Common Name English
DESLORELIN [MI]
Common Name English
5-OXO-L-PROLYL-L-HISTIDYL-L-TRYPTOPHYL-L-SERYL-L-TYROSYL-D-TRYPTOPHYL-L-LEUCYL-L-ARGINYL-N-ETHYL-L-PROLINAMIDE
Common Name English
DESLORELIN [MART.]
Common Name English
Deslorelin [WHO-DD]
Common Name English
D-TRP LHRH-PEA
Code English
DESLORELIN [USAN]
Common Name English
D-TRP-LHRH-PEA
Code English
6-D-TRYPTOPHAN-9-(N-ETHYL-L-PROLINAMIDE)-1-9-LUTEINIZING HORMONE-RELEASING FACTOR (SWINE)
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 16086
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
CFR 21 CFR 522.533
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
WHO-VATC QH01CA93
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
NCI_THESAURUS C1910
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
Code System Code Type Description
WIKIPEDIA
DESLORELIN
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
NCI_THESAURUS
C38709
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
CAS
57773-65-6
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
FDA UNII
TKG3I66TVE
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
DRUG BANK
DB11510
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
RXCUI
1311744
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY RxNorm
USAN
AA-88
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID2048323
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
MERCK INDEX
m4194
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY Merck Index
EVMPD
SUB06998MIG
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
DAILYMED
TKG3I66TVE
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
INN
6461
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
PUBCHEM
25077495
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
ChEMBL
CHEMBL2365665
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
SMS_ID
100000083189
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
MESH
C066438
Created by admin on Fri Dec 15 15:50:23 GMT 2023 , Edited by admin on Fri Dec 15 15:50:23 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY