ITURELIX

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C82H108ClN17O14
Molecular Weight	1591.293
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	1591.293
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	4
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
Gonadotropin releasing hormone antagonists: novel structures incorporating N omega-cyano modified guanidine moieties.	1991 Apr 15	1850267
Binding kinetics of the long-acting gonadotropin-releasing hormone (GnRH) antagonist antide to rat pituitary GnRH receptors.	1994 Jul	8013383
GnRH and GnRH receptor genes in the human genome.	2002 Mar	11861490
Differential effects of GnRH and androgens on Cres mRNA and protein in male mouse anterior pituitary gonadotropes.	2006 Nov-Dec	16837735
GnRH-I and GnRH-II-induced calcium signaling and hormone secretion in neonatal rat gonadotrophs.	2009	19093727
A possible participation of gonadotropin-releasing hormone in the neuroleptic and cataleptic effect of haloperidol.	2009 Jun	19403167
Expression of type I GNRH receptor and in vivo and in vitro GNRH-I effects in corpora lutea of pseudopregnant rabbits.	2010 Dec	20880984

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:28:38 GMT 2023` Edited by `admin` on `Fri Dec 15 16:28:38 GMT 2023`
Record UNII	94055UOQ3Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

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

ORF-32541

Code

English

ITURELIX [USAN]

Common Name

English

iturelix [INN]

Common Name

English

Code System Code Type Description

INN

7737