D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N5-(aminocarbonyl)-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-, acetate (salt)
Grundinformationen
- CAS
145672-81-7- Standard-SMILES
CC(=O)N[C@H](Cc1ccc2ccccc2c1)C(=O)N[C@@H](Cc1ccc(Cl)cc1)C(=O)N[C@H](Cc1cccnc1)C(=O)N[C@H](CO)C(=O)N[C@H](Cc1ccc(O)cc1)C(=O)N[C@H](CCCNC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C)C(N)=O.CC(=O)O- InChIKey
KFEFLCOCAHJBEA-LBGDFTAXSA-N- Summenformel
- C72H96ClN17O16
- Durchschnittliche Molmasse
- 1.491,1 g/mol
- Monoisotopische Masse
- 1.489,6909477
Namen und Bezeichner
- Bevorzugter Name
- D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N5-(aminocarbonyl)-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-, acetate (salt)
- IUPAC
- (2S)-1-[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-acetamido-3-naphthalen-2-ylpropanoyl]amino]-3-(4-chlorophenyl)propanoyl]amino]-3-pyridin-3-ylpropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-5-(carbamoylamino)pentanoyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]-N-[(2R)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide;acetic acid
- Englischer Name
- CETRORELIX
- Summenformel
- C70H92ClN17O14.C2H4O2
- Molmasse
- 1491.11
Namen und Synonyme
NS 75aD 20761D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N5-(aminocarbonyl)-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-, acetate (salt)Cetrorelix acetateCetrorelix acetateOvurelixCetrorelix impurityCetrotidSb 075 acetateSB-075 ACETATENS-75ACetrorelix( x acetate)
Datenbank-Bezeichner
- CAS
145672-81-7- PubChem CID
- 91824121
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 535 Ų
- H-Brücken-Donoren
- 17
- H-Brücken-Akzeptoren
- 18
- Frei drehbare Bindungen
- 38
- Schwere Atome
- 106
- Formalladung
- 0
- Komplexität
- 2.870
Physikochemische Eigenschaften
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 10 % · methanol: soluble10%
- Aggregatzustand
- solid
- Farbe
- White to off-white
- Wasserlöslichkeit
- Soluble in water
- InChIKey
- KFEFLCOCAHJBEA-YIQVFHPZNA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- risk_code
- 60-63
- safety_code
- 22
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Repr. 1B
Chemie und Industrie
Anwendungen
BeschreibungCetrorelix is a synthetic peptide antagonist of the gonadotropin-releasing hormone receptor (GnRHR) with a Kd value of 0.2 nM for radioligand binding to murine LTK- cells expressing human GnRHR. It inhibits the activation of hGnRHR and a downstream luciferase reporter gene in murine LTK- cells by the GnRHR agonist [D-Trp6]GnRH (IC50 = 1.2 nM). In vivo, cetrorelix (60 μg per day) reduces tumor volume to 35% of control and decreases serum luteinizing hormone levels by 50% in a human epithelial ovarian cancer mouse xenograft model. Centrorelix (0.5 mg/kg) protects the primordial follicles (PMF) in mouse ovaries from damage induced by cyclophosphamide with 65% to 86% PMF survival compared to 46% PMF survival with a saline control. Formulations containing cetrorelix have been used to prevent ovulation during in vitro fertilization.
VerwendenCetrorelix Acetate is an gonadotropin-releasing hormone antagonist and is used to treat hormone-sensitive cancers of the prostate and breast.
Ergänzende Hinweise
DefinitionChEBI: The acetic acid salt of cetrorelix. A gonadotrophin-releasing hormone (GnRH) antagonist, it is used for treatment of infertility and of hormone-sensitive cancers of the prostate and breast.
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