DETIRELIX ACETATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C78H105ClN18O13.2C2H4O2
Molecular Weight	1658.338
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(O)=O.CC(O)=O.CCNC(NCC)=NCCCC[C@@H](NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@@H](CC4=CC=C(Cl)C=C4)NC(=O)[C@@H](CC5=CC6=C(C=CC=C6)C=C5)NC(C)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N7CCC[C@H]7C(=O)N[C@H](C)C(N)=O

InChI

InChIKey=JJGCQOXTSHXMKH-ZJURQMCGSA-N

InChI=1S/C78H105ClN18O13.2C2H4O2/c1-7-83-78(84-8-2)86-34-14-13-21-58(68(102)92-60(37-45(3)4)69(103)91-59(22-15-35-85-77(81)82)76(110)97-36-16-23-66(97)75(109)88-46(5)67(80)101)90-71(105)62(40-49-27-32-55(100)33-28-49)94-74(108)65(44-98)96-73(107)64(42-53-43-87-57-20-12-11-19-56(53)57)95-72(106)63(39-48-25-30-54(79)31-26-48)93-70(104)61(89-47(6)99)41-50-24-29-51-17-9-10-18-52(51)38-50;2*1-2(3)4/h9-12,17-20,24-33,38,43,45-46,58-66,87,98,100H,7-8,13-16,21-23,34-37,39-42,44H2,1-6H3,(H2,80,101)(H,88,109)(H,89,99)(H,90,105)(H,91,103)(H,92,102)(H,93,104)(H,94,108)(H,95,106)(H,96,107)(H4,81,82,85)(H2,83,84,86);2*1H3,(H,3,4)/t46-,58-,59+,60+,61-,62+,63-,64-,65+,66+;;/m1../s1

HIDE SMILES / InChI

Molecular Formula	C78H105ClN18O13
Molecular Weight	1538.234
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 10
E/Z Centers	3
Optical Activity	UNSPECIFIED

Molecular Formula	C2H4O2
Molecular Weight	60.052
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1794654 | https://www.ncbi.nlm.nih.gov/pubmed/3072556 | Morton, I.K., Hall, J.M. (2012) Concise Dictionary of Pharmacological Agents, page 95, retrieved from: https://books.google.ru/books?id=tsjrCAAAQBAJ | Lee, V. (1990) Peptide and Protein Drug Delivery, page 442, retrieved from: https://books.google.ru/books?id=XM2_SX953W0C

Detirelix is a synthetic decapeptide containing five D-amino acids. It is a very potent Gonadotropin-releasing hormone (GnHR) antagonist. The acute effects of detirelix were consistent with peripheral vasodilation. Subchronic effects were associated with inhibition of pituitary gonadotropic and gonadal hormone secretion. As long-acting GnRH antagonist detirelix can rapidly suppress gonadotropin secretion, inhibit follicular development, and prevent ovulation. It can be used as luteolytic agent. A projected use is for the treatment of sex hormone-releasing diseases, as part of anticancer hormone therapy of sex-hormone-dependent tumors.

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 07:48:56 GMT 2023` Edited by `admin` on `Sat Dec 16 07:48:56 GMT 2023`
Record UNII	V81F7B15KR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DETIRELIX ACETATE

Official Name

English

DETIRELIX ACETATE [USAN]

Common Name

English

D-ALANINAMIDE, N-ACETYL-3-(2-NAPHTHALENYL)-D-ALANYL-4-CHLORO-D-PHENYLALANYL-D-TRYPTOPHYL-L-SERYL-L-TYROSYL-N(SUP 6)-((ETHYLAMINO)(ETHYLIMINO)METHYL)-D-LYSYL-L-LEUCYL-L-ARGINYL-L-PROLYL-, DIACETATE (SALT)

Common Name

English

N-ACETYL-3-(2-NAPHTHYL)-D-ALANYL-P-CHLORO-D-PHENYLALANYL-D-TRYPTOPHYL-L-SERYL-L-TYROSYL-N(SUP 6)-(N,N'-DIETHYLAMIDINO)-D-LYSYL-L-LEUCYL-L-ARGINYL-L-PROLYL-D-ALANINAMIDE DIACETATE (SALT)

Common Name

English

RS-68439

Code

English

Code System Code Type Description

CAS

102583-46-0