Histrelin

Histrelin is a gonadotropin releasing hormone (GnRH) agonist that is a potent inhibitor of production of testosterone (in men) and estrogen (in women) and is used predominantly to treat advanced prostate cancer. Histrelin is associated with a low rate of transient serum enzyme elevations during therapy, but has not been linked convincingly to cases of clinically apparent acute liver injury.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Histrelin(CAS 76712-82-8)

CAT No: R1965

CAS No:76712-82-8

Synonyms/Alias:histrelin;76712-82-8;Histrelina;Histrelin acetate;Histreline;Histrelinum;Vantaas;ORF 17070;RWJ 17070;Supprelin;Histrelinum [Latin];ORF-17070;UNII-H50H3S3W74;Vantas;BRN 4290557;CHEBI:5739;HSDB 7657;H50H3S3W74;RWJ-17070;ORF 17070RWJ 17070;DTXSID50227543;Histrelinum (Latin);Vantas (TN);HISTRELIN (MART.);HISTRELIN [MART.];5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-1-benzyl-D-histidyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide;5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-N(tau)-benzyl-D-histidyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide;L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-N(im)-benzyl-histidyl-L-leucyl-L-arginyl-L-proline ethylamide;Histreline [French];Histrelina [Spanish];Histrelin [USAN:INN];((ImBl)-D-His(sub 6),Pro(sub 9)-NEt)LHRH;IBHPE-LHRH;HISTRELIN [INN];HISTRELIN [MI];Histrelin (USAN/INN);HISTRELIN [HSDB];HISTRELIN [USAN];5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-Ntau-benzyl-D-histidyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide;L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-Nim-benzyl-histidyl-L-leucyl-L-arginyl-L-proline ethylamide;HISTRELIN [VANDF];HISTRELIN [WHO-DD];SCHEMBL17881;5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-N(sup tau)-benzyl-D-histidyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide;GTPL3884;CHEMBL1201255;SCHEMBL19409305;SCHEMBL19712198;SCHEMBL22288995;DTXCID00150034;L02AE05;HY-P0056;imbzl-His(6), Pro(9)-NET-GNRH;AKOS030573448;NCGC00181758-01;FH138112;CS-0015085;GnRH, His(imBzl)(6)-N-Et-ProNH2(9)-;LHRH, His(imBzl)(6)-N-Et-ProNH2(9)-;NS00078785;(Des-Gly10,D-His(Bzl)6,Pro-NHEt9)-LHRH;D02369;Q5871149;6-His(imBzl)-9-N-Et-ProNH2-10-des-GlyNH2-LHRH;LHRH, histidyl(imBzl)(6)-N-ethylprolinamide(9)-des-glycinamide(10)-;5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-N(sup tau)- benzyl-D-histidyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide;5-OXO-L-PROLYL-L-HISTIDYL-L-TRYPTOPHYL-L-SERYL-L-TYROSYL-NT-BENZYL-D-HISTIDYL-L-LEUCYL-L-ARGINYL-N-ETHYL-L-PROLINAMIDE;L-Prolinamide, 5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-1-(phenylmethyl)-D-histidyl-L-leucyl-L-arginyl-N-ethyl-;Luteinizing hormone-releasing factor (pig), 6-(1-(phenylmethyl)-D- histidine)-9-(N-ethyl-L-prolinamide)-10-deglycinamide-;

Chemical Name:(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-3-(1-benzylimidazol-4-yl)-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]-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

Custom Peptide Synthesis
cGMP Peptide
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  • IND and NDA support
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M.F/Formula
C66H86N18O12
M.W/Mr.
1323.5
Sequence
One Letter Code:XHWSYXLRP
Three Letter Code:H-Pyr-His-Trp-Ser-Tyr-D-His(1-Bn)-Leu-Arg-Pro-NHEt
Activity
Agonist
Target
Gonadotropin-releasing hormone (GnRH)
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
Canonical SMILES
CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(CC2=CN(C=N2)CC3=CC=CC=C3)NC(=O)C(CC4=CC=C(C=C4)O)NC(=O)C(CO)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CC7=CN=CN7)NC(=O)C8CCC(=O)N8
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](CC2=CN(C=N2)CC3=CC=CC=C3)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CC7=CN=CN7)NC(=O)[C@@H]8CCC(=O)N8

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