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Details

Stereochemistry ABSOLUTE
Molecular Formula C40H63N15O13
Molecular Weight 962.0209
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIVOLETIDE

SMILES

[H][C@@]12CCCN1C(=O)[C@H](CO)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC3=CN=CN3)NC(=O)[C@H](CCC(O)=O)NC2=O)C(C)C

InChI

InChIKey=JXPWLIYXIWGWSA-CLBRJLNISA-N
InChI=1S/C40H63N15O13/c1-19(2)31-38(67)51-23(8-11-29(42)58)34(63)53-26(17-56)39(68)55-14-4-6-27(55)37(66)50-24(9-12-30(59)60)33(62)52-25(15-20-16-45-18-47-20)36(65)49-22(7-10-28(41)57)32(61)48-21(35(64)54-31)5-3-13-46-40(43)44/h16,18-19,21-27,31,56H,3-15,17H2,1-2H3,(H2,41,57)(H2,42,58)(H,45,47)(H,48,61)(H,49,65)(H,50,66)(H,51,67)(H,52,62)(H,53,63)(H,54,64)(H,59,60)(H4,43,44,46)/t21-,22-,23-,24-,25-,26-,27-,31-/m0/s1

HIDE SMILES / InChI
Livoletide (AZP-531) is an analog of unacylated ghrelin, a naturally occurring hormone that is thought to counteract the effects of acylated ghrelin. The drug was designed to improve glycaemic control and reduce weight. Livoletide participated in pivotal phase 2b/3 clinical study for the treatment of Prader-Willi syndrome. In addition, the drug was studied in patients with type 2 diabetes mellitus (T2D). Its pharmacokinetic profile, suitable for once daily dosing, and metabolic effects support further clinical development for T2D.

Approval Year

PubMed

PubMed

TitleDatePubMed
Clinical perspectives for ghrelin-derived therapeutic products.
2013

Sample Use Guides

Daily subcutaneous injection of ~ 60 mcg/kg or 120 mcg/k for 3 month double-blind core period and 9 month open label extension period.
Route of Administration: Other
Name Type Language
LIVOLETIDE
INN  
Official Name English
livoletide [INN]
Common Name English
SYNTHETIC CYCLIC 8 AMINO ACID ANALOG OF HUMAN UNACYLATED GHRELIN
Common Name English
CYCLO(L-ARGINYL-L-VALYL-L-GLUTAMINYL-L-SERYL-L-PROLYL-L-.ALPHA.-GLUTAMYL-L-HISTIDYL-L-GLUTAMINYL)
Systematic Name English
AZP-531
Code English
AZP531
Code English
3-((3S,6S,9S,12S,15S,18S,21S,24S)-6,15-BIS(3-AMINO-3-OXO-PROPYL)-12-(3-GUANIDINOPROPYL)-3-(HYDROXYMETHYL)-18-(1H-IMIDAZOL-5-YLMETHYL)-9-ISOPROPYL-2,5,8,11,14,17,20,23-OCTAOXO-1,4,7,10,13,16,19,22-OCTAZABICYCLO(22.3.0)HEPTACOSAN-21-YL)PROPANOIC ACID
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 603317
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
Code System Code Type Description
SMS_ID
100000181117
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
PRIMARY
FDA UNII
9VHD7J6363
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
PRIMARY
PUBCHEM
57341282
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
PRIMARY
CAS
1088543-62-7
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
PRIMARY
DRUG BANK
DB15188
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
PRIMARY
NCI_THESAURUS
C174590
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
PRIMARY
INN
10715
Created by admin on Sat Dec 16 17:11:05 GMT 2023 , Edited by admin on Sat Dec 16 17:11:05 GMT 2023
PRIMARY