Pasireotide

Pasireotide

Pasireotide is a synthetic long-acting cyclic hexapeptide with somatostatin-like activity. It is marketed as a diaspartate salt called Signifor®, which is used in the treatment of Cushing's disease.

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CAT No: 10-101-169

CAS No: 396091-73-9

Synonyms/Alias: Pasireotide;396091-73-9;SOM 230;SOM-230;SOM230;pasireotida;Pasireotide free base;pasireotidum;CHEBI:72312;Pasireotide [USAN:INN];UNII-98H1T17066;98H1T17066;Cyclo((4R)-4-(2-aminoethylcarbamoyloxy)-L-prolyl-L-phenylglycyl-D-tryptophyl-L-lysyl-4-O-benzyl-L-tyrosyl-L-phenylalanyl-);CHEMBL3349607;SOM 320;396091-73-9 (free base);[(3S,6S,9S,12R,15S,18S,20R)-9-(4-aminobutyl)-3-benzyl-12-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-15-phenyl-6-[(4-phenylmethoxyphenyl)methyl]-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosan-20-yl] N-(2-aminoethyl)carbamate;cyclo((4R)-4-(2-aminoethylcarbamoyloxy)-L-prolyl-L-phenylglycyl-D-tryptophyl-L-lysyl-4-O-benzyl-L-tyrosyl-L- phenylalanyl-);PASIREOTIDE (MART.);PASIREOTIDE [MART.];(3S,6R,9S,12S,15S,19R,20aS)-6-((1H-indol-3-yl)methyl)-9-(4-aminobutyl)-15-benzyl-12-(4-(benzyloxy)benzyl)-1,4,7,10,13,16-hexaoxo-3-phenylicosahydropyrrolo[1,2-a][1,4,7,10,13,16]hexaazacyclooctadecin-19-yl (2-aminoethyl)carbamate;cyclo[(2S)-2-phenylglycyl-D-tryptophyl-L-lysyl-O-benzyl-L-tyrosyl-L-phenylalanyl-(4R)-4-{[(2-aminoethyl)carbamoyl]oxy}-L-prolyl];Pasireotide [INN];PASIREOTIDE [USAN];cyclo((2S)-2-phenylglycyl-D-tryptophyl-L-lysyl-O-benzyl-L-tyrosyl-L-phenylalanyl-(4R)-4-(((2-aminoethyl)carbamoyl)oxy)-L-prolyl);PASIREOTIDE [MI];PASIREOTIDE [VANDF];PASIREOTIDE [WHO-DD];GTPL2018;SCHEMBL12462108;H01CB05;BDBM50474236;AKOS030526804;AT41874;DB06663;NCGC00378682-03;FP110151;HY-16381;EN300-23849528;Q3896970;BRD-K59715032-362-01-4;SOM230;Cyclo(-Hyp (2-aminoethyl-carbamoyl)-Phg-D-Trp-Lys-Tyr(Bzl)-Phe) acetate;(3S,6R,9S,12S,15S,19R,20aS)-9-(4-aminobutyl)-15-benzyl-12-{[4-(benzyloxy)phenyl]methyl}-6-[(1H-indol-3-yl)methyl]-1,4,7,10,13,16-hexaoxo-3-phenyl-icosahydropyrrolo[1,2-a]1,4,7,10,13,16-hexaazacyclooctadecan-19-yl N-(2-aminoethyl)carbamate;[(3S,6S,9S,12R,15S,18S,20R)-9-(4-aminobutyl)-12-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-15-phenyl-6-[[4-(phenylmethoxy)phenyl]methyl]-3-(phenylmethyl)-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosan-20-yl] N-(2-aminoethyl)carbamate;1498076-00-8;

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M.F/Formula	C58H66N10O9
M.W/Mr.	1047.2
Sequence	One Letter Code: cyclo((4R)-4-(2-Aminoethylcarbamoyloxy)-LPFWK-4-O-benzyl-YF-) Three Letter Code: cyclo((4R)-4-(2-Aminoethylcarbamoyloxy)-L-Pro-L-Phe-D-Trp-L-Lys-4-O-benzyl-L-Tyr-L- Phe-)
Application	Pasireotide is used for the treatment of Cushing’s disease, specifically for those patients whom pituitary surgery has not been curative or is not an option.

Source#	Synthetic
Shipping Condition	Room temperature
InChI	InChI=1S/C58H66N10O9/c59-27-13-12-22-46-52(69)64-47(30-38-23-25-42(26-24-38)76-36-39-16-6-2-7-17-39)53(70)66-49(31-37-14-4-1-5-15-37)57(74)68-35-43(77-58(75)61-29-28-60)33-50(68)55(72)67-51(40-18-8-3-9-19-40)56(73)65-48(54(71)63-46)32-41-34-62-45-21-11-10-20-44(41)45/h1-11,14-21,23-26,34,43,46-51,62H,12-13,22,27-33,35-36,59-60H2,(H,61,75)(H,63,71)(H,64,69)(H,65,73)(H,66,70)(H,67,72)/t43-,46+,47+,48-,49+,50+,51+/m1/s1
InChI Key	VMZMNAABQBOLAK-DBILLSOUSA-N
Canonical SMILES	C1C(CN2C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C2=O)CC3=CC=CC=C3)CC4=CC=C(C=C4)OCC5=CC=CC=C5)CCCCN)CC6=CNC7=CC=CC=C76)C8=CC=CC=C8)OC(=O)NCCN
Isomeric SMILES	C1[C@H](CN2[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C2=O)CC3=CC=CC=C3)CC4=CC=C(C=C4)OCC5=CC=CC=C5)CCCCN)CC6=CNC7=CC=CC=C76)C8=CC=CC=C8)OC(=O)NCCN

1. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists

2. Sex differences in oxidative stress level and antioxidative enzymes expression and activity in obese pre-diabetic elderly rats treated with metformin or liraglutide

3. Cationic cell-penetrating peptides are potent furin inhibitors

4. Extended exenatide administration enhances lipid metabolism and exacerbates pancreatic injury in mice on a high fat, high carbohydrate diet

5. Odorant binding protein based biomimetic sensors for detection of alcohols associated with Salmonella contamination in packaged beef

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