Lhrh

HCID 36523

Daten werden ergänzt – meist innerhalb einer Minute fertig

Grundinformationen

CAS
6918-09-8
Standard-SMILES
CC(C)CC(NC(=O)CNC(=O)C(Cc1ccc(O)cc1)NC(=O)C(CO)NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)C(Cc1cnc[nH]1)NC(=O)C1CCC(=O)N1)C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NCC(N)=O
InChIKey
XLXSAKCOAKORKW-UHFFFAOYSA-N
Summenformel
C55H75N17O13
Durchschnittliche Molmasse
1.182,3 g/mol

Überblick

Gonadorelin is another name for gonadotropin-releasing hormone (GnRH). It is a synthetic decapeptide prepared using solid phase peptide synthesis. GnRH is responsible for the release of follicle stimulating hormone and leutinizing hormone from the anterior pituitary.

Namen und Bezeichner

Bevorzugter Name
Lhrh
IUPAC
N-[1-[[1-[[1-[[1-[[2-[[1-[[1-[2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

Namen und Synonyme

RefChem:1088450Lhrh9034-40-6Gonadoliberin, Luliberin6918-09-8pyroGlu-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2C55H75N17O13N-(1-{2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl}-5-[(diaminomethylidene)amino]-1-oxopentan-2-yl)-2-{2-[2-(3-hydroxy-2-{2-[3-(1H-imidazol-5-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]-3-(1H-indol-3-yl)propanamido}propanamido)-3-(4-hydroxyphenyl)propanamido]acetamido}-4-methylpentanamideMFCD00133489LHRH, humanLH-RH Sea BreampEHWSYGLRPG-NH
Weitere Namen anzeigen
NCGC00182043-01orb321101orb746802SCHEMBL29286982SCHEMBL29351373DB00644NCGC00389662-01DB-057197

Datenbank-Bezeichner

CAS
6918-09-8、9034-40-6、33515-09-2
PubChem CID
36523
EC Number
232-895-0

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
-2,4
Polarare Oberfläche (TPSA)
475 Ų
H-Brücken-Donoren
16
H-Brücken-Akzeptoren
15
Frei drehbare Bindungen
31
Schwere Atome
85

Experimentelle und physikochemische Eigenschaften

LogP-3.6
Solubility5.88e-02 g/L
Physical DescriptionLiquid

Sicherheit und Regulatorisches

Gefahrenhinweise

Regulatory Information · 2 Einträge

XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).

Luteinizing hormone-releasing factor: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Chemie und Industrie

Pharmakologische Informationen

Pharmacodynamics · 1 Eintrag

Gonadorelin is responsible for the release of follicle stimulating hormone and leutinizing hormone from the anterior pitutitary. In the pituitary GnRH stimulates synthesis and release of FSH and LH, a process that is controlled by the frequency and amplitude of GnRH pulses, as well as the feedback of androgens and estrogens. The pulsatility of GnRH secretion has been seen in all vertebrates, and it is necessary to ensure a correct reproductive function. Thus a single hormone, GnRH, controls a complex process of follicular growth, ovulation, and corpus luteum maintenance in the female, and spermatogenesis in the male. Its short half life requires infusion pumps for its clinical use

Mechanism of Action · 1 Eintrag

Systemic - Like naturally occurring gonadotropin-releasing hormone (GnRH), gonadorelin primarily stimulates the synthesis and release of luteinizing hormone (LH) from the anterior pituitary gland. Follicle-stimulating hormone (FSH) production and release is also increased by gonadorelin, but to a lesser degree. In prepubertal females and some gonadal function disorders, the FSH response may be greater than the LH response. For the treatment of amenorrhea, delayed puberty, and infertility the administration of gonadorelin is used to simulate the physiologic release of GnRH from the hypothalamus in treatment of delayed puberty, treatment of infertility caused by hypogonadotropic hypogonadism, and induction of ovulation in those women with hypothalamic amenorrhea. This results in increased levels of pituitary gonadotropins LH and FSH, which subsequently stimulate the gonads to produce reproductive steroids.

Biological Half-LifeVery short, initial, 2 to 10 minutes; terminal, 10 to 40 minutes
Metabolism/MetabolitesRapidly hydrolyzed to inactive peptide components
Absorption, Distribution and ExcretionRapidly absorbed when injected
Cellular LocationsMembrane

Verwendung und Herstellung

General Manufacturing InformationLuteinizing hormone-releasing factor: INACTIVE

Zugehörige Reaktionen

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