Structure via PubChem · Public domain (PubChem)
goserelin
Sign in to saveAlso known as decapeptide I, ICI 118630, Zoladex®, Goserelin acetate, ICI-118630, Zoladex, ZD9393
Goserelin, sold under the brand name Zoladex among others, is a medication which is used to suppress production of the sex hormones (testosterone and estrogen), particularly in the treatment of breast cancer and prostate cancer. It is an injectable gonadotropin releasing hormone agonist (GnRH agonist).
Chemical data
- Formula
- C59H84N18O14
- Molecular weight
- 1269.4 g/mol
- IUPAC name
- (2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(carbamoylamino)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]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
- SMILES
- CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NNC(=O)N)NC(=O)[C@@H](COC(C)(C)C)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6
- InChIKey
- BLCLNMBMMGCOAS-URPVMXJPSA-N
- XLogP
- -1.5
- Polar surface area
- 496 Ų
- H-bond donors
- 17
- H-bond acceptors
- 16
- Formal charge
- 0
via PubChem
Research
2,150 papers- Goserelin ('Zoladex')--offering patients more choice in early breast cancer.European journal of oncology nursing : the official journal of European Oncology Nursing Society · 2004
- Clinical pharmacokinetics of goserelin.Clinical pharmacokinetics · 2000
- Goserelin. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in benign gynaecological disorders.Drugs · 1996
- Goserelin: a review of its use in the treatment of early breast cancer in premenopausal and perimenopausal women.Drugs · 2005
- Goserelin. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic efficacy in prostate cancer.Drugs & aging · 1995
via PubMed
Wikidata facts
- Mass
- 1268.641
- Has use
- medication
Show 6 more facts
- medical condition treated
- endometriosis
- chemical formula
- C₅₉H₈₄N₁₈O₁₄
- canonical SMILES
- CC(C)CC(C(=O)NC(CCCN=C(N)N)C(=O)N1CCCC1C(=O)NNC(=O)N)NC(=O)C(COC(C)(C)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
- isomeric SMILES
- CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NNC(=O)N)NC(=O)[C@@H](COC(C)(C)C)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6
- defined daily dose
- 0.129
- Commons category
- Goserelin
Sources (6)
via Wikidata · CC0
~3 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Chemistry
- Society and culture
- Names
- References
Goserelin, sold under the brand name Zoladex among others, is a medication which is used to suppress production of the sex hormones (testosterone and estrogen), particularly in the treatment of breast cancer and prostate cancer. It is an injectable gonadotropin releasing hormone agonist (GnRH agonist).
Structurally, it is a decapeptide. It is the natural GnRH decapeptide with two substitutions to inhibit rapid degradation.
Excerpted from Wikipedia’s “goserelin” article, available under the CC BY-SA 4.0 licence.