ITURELIX

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C82H108ClN17O14
Molecular Weight	1591.2965
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)C[C@H](NC(=O)[C@@H](CCCCNC(=O)C1=CC=CN=C1)NC(=O)[C@H](CCCCNC(=O)C2=CC=CN=C2)NC(=O)[C@H](CO)NC(=O)[C@@H](CC3=CN=CC=C3)NC(=O)[C@@H](CC4=CC=C(Cl)C=C4)NC(=O)[C@@H](CC5=CC6=CC=CC=C6C=C5)NC(C)=O)C(=O)N[C@@H](CCCCNC(C)C)C(=O)N7CCC[C@H]7C(=O)N[C@H](C)C(N)=O

InChI

InChIKey=QRYFGTULTGLGHU-NBERXCRTSA-N

InChI=1S/C82H108ClN17O14/c1-50(2)41-65(76(108)95-64(26-11-12-37-88-51(3)4)82(114)100-40-18-27-70(100)81(113)91-52(5)71(84)103)96-75(107)63(25-10-14-39-90-73(105)60-23-17-36-87-48-60)93-74(106)62(24-9-13-38-89-72(104)59-22-16-35-86-47-59)94-80(112)69(49-101)99-79(111)68(45-56-19-15-34-85-46-56)98-78(110)67(43-54-29-32-61(83)33-30-54)97-77(109)66(92-53(6)102)44-55-28-31-57-20-7-8-21-58(57)42-55/h7-8,15-17,19-23,28-36,42,46-48,50-52,62-70,88,101H,9-14,18,24-27,37-41,43-45,49H2,1-6H3,(H2,84,103)(H,89,104)(H,90,105)(H,91,113)(H,92,102)(H,93,106)(H,94,112)(H,95,108)(H,96,107)(H,97,109)(H,98,110)(H,99,111)/t52-,62+,63-,64+,65+,66-,67-,68-,69+,70+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C82H108ClN17O14
Molecular Weight	1591.2965
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67057022 | https://www.ncbi.nlm.nih.gov/pubmed/8013383

ITURELIX, a decapeptide, is a gonadotropin-releasing hormone antagonist.

Originator

Approval Year

PubMed

Title	Date	PubMed
Expression of type I GNRH receptor and in vivo and in vitro GNRH-I effects in corpora lutea of pseudopregnant rabbits.	2010-12	20880984
A possible participation of gonadotropin-releasing hormone in the neuroleptic and cataleptic effect of haloperidol.	2009-06	19403167
GnRH-I and GnRH-II-induced calcium signaling and hormone secretion in neonatal rat gonadotrophs.	2009	19093727
Differential effects of GnRH and androgens on Cres mRNA and protein in male mouse anterior pituitary gonadotropes.	2006-07-14	16837735
GnRH and GnRH receptor genes in the human genome.	2002-03	11861490
Binding kinetics of the long-acting gonadotropin-releasing hormone (GnRH) antagonist antide to rat pituitary GnRH receptors.	1994-07	8013383
Gonadotropin releasing hormone antagonists: novel structures incorporating N omega-cyano modified guanidine moieties.	1991-04-15	1850267

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:28:59 GMT 2025` Edited by `admin` on `Mon Mar 31 18:28:59 GMT 2025`
Record UNII	94055UOQ3Y
Record Status	`FAILED`
Record Version

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Name

Type

Language

ORF-32541

Preferred Name

English

ITURELIX

Official Name

English

ANTIDE

Common Name

English

D-ALANINAMIDE, N-ACETYL-3-(NAPHTHALENYL)-D-ALANYL-4-CHLORO-D-PHENYLALANYL-3-(3-PYRIDINYL)-D-ALANYL-L-SERYL-N(SUP 6)-3-PYRIDINYLCARBONYL)-L-LYSYL-N(SUP 6)-(3-PYRIDINYLCARBONYL)-D-LYSYL-L-LEUCYL-N(SUP 6)-(1-METHYLETHYL)-L-LYSYL-L-PROLYL-

Common Name

English

(N-ACETYL-3-(NAPHHALEN-2-YL)-D-ALANYL)-P-CHLORO-D-PHENYLALANYL-3-(3-PYRIDYL)-D-ALANYL-L-SERYL-N(SUP 6)-NICOTINYL-L-LYSYL-N(SUP 6)-NICOTINYL-D-LYSYL-L-LEUCYL-N(SUP 6)-ISOPROPYL-L-LYSYL-L-PROLYL-D-ALANINAMIDE

Common Name

English

Iturelix [WHO-DD]

Common Name

English

NAL-LYS ANATAGONIST

Common Name

English

ITURELIX [USAN]

Common Name

English

iturelix [INN]

Common Name

English

Code System Code Type Description

SMS_ID

100000086441