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

Details

Stereochemistry ABSOLUTE
Molecular Formula C59H84N16O12
Molecular Weight 1209.3983
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LECIRELIN

SMILES

CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C34)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6)C(C)(C)C

InChI

InChIKey=XJWIEWPGHRSZJM-MGZASHDBSA-N
InChI=1S/C59H84N16O12/c1-7-63-55(85)46-15-11-23-75(46)57(87)40(14-10-22-64-58(60)61)68-50(80)41(24-32(2)3)72-56(86)48(59(4,5)6)74-53(83)42(25-33-16-18-36(77)19-17-33)69-54(84)45(30-76)73-51(81)43(26-34-28-65-38-13-9-8-12-37(34)38)70-52(82)44(27-35-29-62-31-66-35)71-49(79)39-20-21-47(78)67-39/h8-9,12-13,16-19,28-29,31-32,39-46,48,65,76-77H,7,10-11,14-15,20-27,30H2,1-6H3,(H,62,66)(H,63,85)(H,67,78)(H,68,80)(H,69,84)(H,70,82)(H,71,79)(H,72,86)(H,73,81)(H,74,83)(H4,60,61,64)/t39-,40-,41-,42-,43-,44-,45-,46-,48-/m0/s1

HIDE SMILES / InChI

Molecular Formula C59H84N16O12
Molecular Weight 1209.3983
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:30:24 GMT 2023
Edited
by admin
on Sat Dec 16 17:30:24 GMT 2023
Record UNII
ZD8NZ8J5LN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LECIRELIN
Common Name English
LUTEINIZING HORMONE-RELEASING FACTOR (PIG), 6-(3-METHYL-D-VALINE)-9-(N-ETHYL-L-PROLINAMIDE)-10-DEGLYCINAMIDE-
Systematic Name English
Code System Code Type Description
CAS
61012-19-9
Created by admin on Sat Dec 16 17:30:25 GMT 2023 , Edited by admin on Sat Dec 16 17:30:25 GMT 2023
PRIMARY
WIKIPEDIA
Lecirelin
Created by admin on Sat Dec 16 17:30:25 GMT 2023 , Edited by admin on Sat Dec 16 17:30:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID00735365
Created by admin on Sat Dec 16 17:30:25 GMT 2023 , Edited by admin on Sat Dec 16 17:30:25 GMT 2023
PRIMARY
PUBCHEM
66577115
Created by admin on Sat Dec 16 17:30:25 GMT 2023 , Edited by admin on Sat Dec 16 17:30:25 GMT 2023
PRIMARY
FDA UNII
ZD8NZ8J5LN
Created by admin on Sat Dec 16 17:30:25 GMT 2023 , Edited by admin on Sat Dec 16 17:30:25 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Agonists do not quickly dissociate from the GnRH receptor. As a result, initially there is an increase in FSH and LH secretion (so-called "flare effect"). Levels of LH may increase by up to 10-fold,[15][16] while levels of testosterone generally increase to 140 to 200% of baseline values. However, after continuous administration, a profound hypogonadal effect (i.e. decrease in FSH and LH) is achieved through receptor downregulation by internalization of receptors. Generally this induced and reversible hypogonadism is the therapeutic goal.
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY