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Includes: HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, Structure Elucidation Report (SER), and additional analytical data depending on the product.

Semaglutide Impurity 1 Tetratrifluoroacetate ((Trp25-Hydroxybenzyl)-Semaglutide Tetratrifluoroacetate)

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Catalogue No.:	VE0025916
CAS No.:	N/A
Mol. Formula:	C194H297N45O60. 4 C2HF3O2
Mol. Weight:	4219.77 4*114.02

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Parent drug

Semaglutide

IUPAC Name

(3S,9S,12S,15S,18S,21S,24S,27S,30S,33S,36S,39S,45S,48S,51S,54S,81S)-3-(3-(2-((S)-1-(1H-imidazol-5-yl)-3-oxopropan-2-yl)hydrazinyl)-3-methyl-2-oxobutanoyl)-45-(3-amino-3-oxopropyl)-54-(((6S,12S,15S,18S,21S,24S,27S, 30S,33S)-1-amino-30-benzyl-27-((S)-sec-butyl)-35-carboxy-6-((carboxymethyl) carbamoyl)-12-(3-guanidinopropyl)-21-((2-(4-hydroxybenzyl)-1H-indol-3-yl)methyl)-1-imino-18-isobutyl-15-isopropyl-24-methyl-8,11,14,17,20, 23,26,29,32-nonaoxo-2,7,10,13,16,19,22,25,28,31-decaazapentatriacontan-33-yl)carbamoyl)-12-benzyl-39-(2-carboxyethyl)-21-(carboxymethyl)-33-(4-hydroxybenzyl)-9,15-bis((R)-1-hydroxyethyl)-18,27,30-tris(hydroxymethyl)-36-isobutyl-24-isopropyl-48,51-dimethyl-5,8,11,14,17,20,25, 26,29,32,35,38,41,44,47,50,60,69,78,83-icosaoxo-62,65,71,74-tetraoxa-4,7,10,13,16,19,22,23,28,31,34,37,40,43,46,49,52,53,59,68,77,82-docosaazanonanonacontane-1,81,99-tricarboxylic acid, 2,2,2-trifluoroacetic acid (1:4)

Pharmacopeial Synonyms

N/A

Synonyms

N/A

Smiles

O=C(CC[C@@H](C(C(C(C)(NN[C@H](C=O)CC1=CN=CN1)C)=O)=O)NC(CNC([C@H]([C@H](O)C)NC([C@H](CC2=CC=CC=C2)NC([C@H]([C@H](O)C)NC([C@H](CO)NC([C@H](CC(O)=O)NN[C@@H](C(C)C)C(C([C@H](CO)NC([C@H](CO)NC([C@H](CC3=CC=C(O)C=C3)NC([C@H](CC(C)C)NC([C@H](CCC(O)=O)NC(CNC([C@H](CCC(N)=O)NC([C@H](C)NC([C@H](C)NN[C@H](C(N[C@@H](CCC(O)=O)C(N[C@@H](CC4=CC=CC=C4)C(N[C@@H]([C@@H](C)CC)C(N[C@@H](C)C(N[C@@H](CC5=C(CC6=CC=C(O)C=C6)NC7=C5C=CC=C7)C(N[C@@H](CC(C)C)C(N[C@@H](C(C)C)C(N[C@@H](CCCNC(N)=N)C(NCC(N[C@H](C(NCC(O)=O)=O)CCCNC(N)=N)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CCCCNC(COCCOCCNC(COCCOCCNC(CC[C@@H](C(O)=O)NC(CCCCCCCCCCCCCCCCC(O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)O.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

InChI

InChI=1S/C194H297N45O60.4C2HF3O2/c1-18-110(10)162(189(292)212-112(12)170(273)221-141(92-125-124-49-39-40-50-126(124)213-135(125)87-118-56-60-122(246)61-57-118)180(283)223-137(86-107(4)5)181(284)230-161(109(8)9)188(291)220-129(53-44-76-205-193(198)199)173(276)206-95-150(252)215-128(52-43-75-204-192(196)197)172(275)209-98-159(266)267)231-182(285)139(88-116-45-33-31-34-46-116)224-176(279)132(68-73-157(262)263)219-177(280)133(51-41-42-74-201-152(254)103-298-83-82-297-80-78-203-153(255)104-299-84-81-296-79-77-202-147(249)70-65-134(191(294)295)217-148(250)54-37-29-27-25-23-21-19-20-22-24-26-28-30-38-55-154(256)257)236-234-113(13)171(274)211-111(11)169(272)218-130(64-69-146(195)248)174(277)207-96-151(253)216-131(67-72-156(260)261)175(278)222-136(85-106(2)3)178(281)225-138(90-119-58-62-123(247)63-59-119)179(282)228-144(101-242)185(288)227-143(100-241)165(268)167(270)160(108(6)7)238-237-142(93-158(264)265)184(287)229-145(102-243)186(289)233-164(115(15)245)190(293)226-140(89-117-47-35-32-36-48-117)183(286)232-163(114(14)244)187(290)208-97-149(251)214-127(66-71-155(258)259)166(269)168(271)194(16,17)239-235-121(99-240)91-120-94-200-105-210-120;4*3-2(4,5)1(6)7/h31-36,39-40,45-50,56-63,94,99,105-115,121,127-134,136-145,160-164,213,234-239,241-247H,18-30,37-38,41-44,51-55,64-93,95-98,100-104H2,1-17H3,(H2,195,248)(H,200,210)(H,201,254)(H,202,249)(H,203,255)(H,206,276)(H,207,277)(H,208,290)(H,209,275)(H,211,274)(H,212,292)(H,214,251)(H,215,252)(H,216,253)(H,217,250)(H,218,272)(H,219,280)(H,220,291)(H,221,273)(H,222,278)(H,223,283)(H,224,279)(H,225,281)(H,226,293)(H,227,288)(H,228,282)(H,229,287)(H,230,284)(H,231,285)(H,232,286)(H,233,289)(H,256,257)(H,258,259)(H,260,261)(H,262,263)(H,264,265)(H,266,267)(H,294,295)(H4,196,197,204)(H4,198,199,205);4*(H,6,7)/t110-,111-,112-,113-,114+,115+,121-,127-,128-,129-,130-,131-,132-,133-,134-,136-,137-,138-,139-,140-,141-,142-,143-,144-,145-,160-,161-,162-,163-,164-;;;;/m0…./s1

Description

Semaglutide Impurity 1 Tetratrifluoroacetate ((Trp25-Hydroxybenzyl)-Semaglutide Tetratrifluoroacetate) is a process-related peptide impurity arising from alkylation or side-chain modification of the Trp25 residue and manifests as the tetratrifluoroacetate salt. This impurity displays a characteristic mass shift detectable by high resolution LC-MS and distinct retention behavior in reversed phase HPLC, with UV response at peptide wavelengths. It is relevant for stability and purity assessments, requiring isolation, structural confirmation by MS/MS and NMR, and quantitation according to ICH impurity thresholds. Control strategies include optimized coupling conditions, scavengers during synthesis, and targeted LC-MS monitoring in quality control.