Lecirelin

Lecirelin (6-(3-methyl-d-valine)-9-(N-ethyl-L-prolynamide)-10-deglycinamide) luteinizing hormone releasing factor, is a synthetic hypothalamic gonadotropin releasing hormone (GnRH) analogue. Lecirelin is a nonapeptide, while the natural compound is a decapeptide. Moreover, the glycine aminoacid in the 6th position has been substituted by leucine.

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CAT No: 10-101-89

CAS No: 61012-19-9

Synonyms/Alias: LECIRELIN;61012-19-9;Dalmarelin;Gestran;ZD8NZ8J5LN;Lecrelin;UNII-ZD8NZ8J5LN;DTXSID00735365;GLXC-25476;DA-69143;MS-32049;F85421;(Des-Gly10,tBu-D-Gly6,Pro-NHEt9)-LHRH trifluoroacetate salt;

Chemical Name: (2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3,3-dimethyl-1-oxobutan-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

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M.F/Formula	C59H84N16O12
M.W/Mr.	1209.4
Sequence	One Letter Code:XHWSYXLRP Three Letter Code:H-Pyr-His-Trp-Ser-Tyr-D-Gly(tBu)-Leu-Arg-Pro-NHEt
Activity	Agonist
Biological Activity	Lecirelin, a synthetic gonadotropin-releasing hormone (GnRH) analogue, acts as a GnRH agonist. Lecirelin is widely used for the research of bovine ovarian follicular cysts.
Target	GnRH Receptor

Shipping Condition	Room temperature in continental US; may vary elsewhere.
InChI	InChI=1S/C59H84N16O12/c1-7-63-55(85)46-15-11-23-75(46)57(87)40(14-10-22-64-58(60)61)68-50(80)41(24-32(2)3)72-56(86)48(59(4,5)6)74-53(83)42(25-33-16-18-36(77)19-17-33)69-54(84)45(30-76)73-51(81)43(26-34-28-65-38-13-9-8-12-37(34)38)70-52(82)44(27-35-29-62-31-66-35)71-49(79)39-20-21-47(78)67-39/h8-9,12-13,16-19,28-29,31-32,39-46,48,65,76-77H,7,10-11,14-15,20-27,30H2,1-6H3,(H,62,66)(H,63,85)(H,67,78)(H,68,80)(H,69,84)(H,70,82)(H,71,79)(H,72,86)(H,73,81)(H,74,83)(H4,60,61,64)/t39-,40-,41-,42-,43-,44-,45-,46-,48-/m0/s1
InChI Key	XJWIEWPGHRSZJM-MGZASHDBSA-N
Canonical SMILES	CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(C(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	CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C(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

1. Emu oil in combination with other active ingredients for treating skin imperfections

2. Uncarboxylated osteocalcin decreases insulin-stimulated glucose uptake without affecting insulin signaling and regulators of mitochondrial biogenesis in myotubes

3. Application of human liver organoids as a patient-derived primary model for HBV infection and related hepatocellular carcinoma

4. TMEM16F and dynamins control expansive plasma membrane reservoirs

5. C-peptide and its C-terminal fragments improve erythrocyte deformability in type 1 diabetes patients

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