histrelin   Click here for help

GtoPdb Ligand ID: 3884

Synonyms: ORF 17070 | RWJ 17070 | Vantas®
Approved drug
histrelin is an approved drug (FDA (1991))
Compound class: Peptide
Comment: Marketed formulations contain histrelin acetate (PubChem CID 25084151).
2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES CCNC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C(Cc1ncn(c1)Cc1ccccc1)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1cnc[nH]1)NC(=O)C1CCC(=O)N1)CO)CC(C)C)CCCN=C(N)N
Isomeric SMILES CCNC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](Cc1ncn(c1)Cc1ccccc1)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H]1CCC(=O)N1)CO)CC(C)C)CCCN=C(N)N
InChI InChI=1S/C66H86N18O12/c1-4-70-64(95)55-17-11-25-84(55)65(96)48(16-10-24-71-66(67)68)76-58(89)49(26-38(2)3)77-62(93)53(30-43-34-83(37-74-43)33-40-12-6-5-7-13-40)81-59(90)50(27-39-18-20-44(86)21-19-39)78-63(94)54(35-85)82-60(91)51(28-41-31-72-46-15-9-8-14-45(41)46)79-61(92)52(29-42-32-69-36-73-42)80-57(88)47-22-23-56(87)75-47/h5-9,12-15,18-21,31-32,34,36-38,47-55,72,85-86H,4,10-11,16-17,22-30,33,35H2,1-3H3,(H,69,73)(H,70,95)(H,75,87)(H,76,89)(H,77,93)(H,78,94)(H,79,92)(H,80,88)(H,81,90)(H,82,91)(H4,67,68,71)/t47-,48-,49-,50-,51-,52-,53+,54-,55-/m0/s1
InChI Key HHXHVIJIIXKSOE-QILQGKCVSA-N
No information available.
Summary of Clinical Use Click here for help
Histrelin is used to treat hormone-sensitive prostate cancers and uterine fibroids. The drug is also effective in treating precocious puberty in children.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Histrelin acetate is a 9 amino acid analog of gonadotropin-releasing hormone (GnRH). The drug activates GnRH receptors in pituitary gonadotrophs, which release the gonadotropins LH and FSH. Sustained activation of GnRH receptors leads to their desensitisation and levels of LH and FSH fall, and the levels of sex steroids remains low.
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