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CHEBI:167574 - semaglutide

Default Structure
ChEBI IDCHEBI:167574
ChEBI Namesemaglutide
Stars
DefinitionA polypeptide that contains a linear sequence of 31 amino acids joined together by peptide linkages. It is an agonist of glucagon-like peptide-1 receptors (GLP-1 AR) and used for the treatment of type 2 diabetes.
Last Modified14 May 2025
SubmitterAdnan
DownloadsMolfile
FormulaC187H291N45O59
Net Charge0
Average Mass4113.641
Monoisotopic Mass4111.11538
SMILESCC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCCNC(=O)COCCOCCNC(=O)COCCOCCNC(=O)CC[C@@H](NC(=O)CCCCCCCCCCCCCCCCC(=O)O)C(=O)O)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)C(C)(C)NC(=O)[C@@H](N)Cc1cncn1)[C@@H](C)O)[C@@H](C)O)C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1cnc2ccccc12)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)O)C(C)C
InChIInChI=1S/C187H291N45O59/c1-18-105(10)154(180(282)208-108(13)159(261)216-133(86-114-89-200-119-50-40-39-49-117(114)119)170(272)218-129(82-102(4)5)171(273)228-152(103(6)7)178(280)215-121(53-44-72-199-186(192)193)162(264)201-91-141(242)209-120(52-43-71-198-185(190)191)161(263)204-94-151(257)258)230-172(274)131(83-111-45-33-31-34-46-111)219-167(269)126(64-69-149(253)254)214-166(268)122(51-41-42-70-195-144(245)98-290-79-78-289-76-74-197-145(246)99-291-80-77-288-75-73-196-139(240)66-61-127(183(285)286)211-140(241)54-37-29-27-25-23-21-19-20-22-24-26-28-30-38-55-146(247)248)212-158(260)107(12)206-157(259)106(11)207-165(267)125(60-65-138(189)239)210-142(243)92-202-163(265)123(62-67-147(249)250)213-168(270)128(81-101(2)3)217-169(271)130(85-113-56-58-116(238)59-57-113)220-175(277)135(95-233)223-177(279)137(97-235)224-179(281)153(104(8)9)229-174(276)134(88-150(255)256)221-176(278)136(96-234)225-182(284)156(110(15)237)231-173(275)132(84-112-47-35-32-36-48-112)222-181(283)155(109(14)236)227-143(244)93-203-164(266)124(63-68-148(251)252)226-184(287)187(16,17)232-160(262)118(188)87-115-90-194-100-205-115/h31-36,39-40,45-50,56-59,89-90,100-110,118,120-137,152-156,200,233-238H,18-30,37-38,41-44,51-55,60-88,91-99,188H2,1-17H3,(H2,189,239)(H,194,205)(H,195,245)(H,196,240)(H,197,246)(H,201,264)(H,202,265)(H,203,266)(H,204,263)(H,206,259)(H,207,267)(H,208,282)(H,209,242)(H,210,243)(H,211,241)(H,212,260)(H,213,270)(H,214,268)(H,215,280)(H,216,261)(H,217,271)(H,218,272)(H,219,269)(H,220,277)(H,221,278)(H,222,283)(H,223,279)(H,224,281)(H,225,284)(H,226,287)(H,227,244)(H,228,273)(H,229,276)(H,230,274)(H,231,275)(H,232,262)(H,247,248)(H,249,250)(H,251,252)(H,253,254)(H,255,256)(H,257,258)(H,285,286)(H4,190,191,198)(H4,192,193,199)/t105-,106-,107-,108-,109+,110+,118-,120-,121-,122-,123-,124-,125-,126-,127+,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,152-,153-,154-,155-,156-/m0/s1
InChIKeyDLSWIYLPEUIQAV-CCUURXOWSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
glucagon-like peptide-1 receptor agonist  An agonist that binds to and activates glucagon-like peptide-1 (GLP-1) receptors.
anti-obesity agent  Any substance which is used to reduce or control weight.
Applications:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
appetite depressant  Any agent that is used to decrease appetite.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
hypoglycemic agent  A drug which lowers the blood glucose level.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
ChEBI Ontology
Outgoing Relation(s)
semaglutide (CHEBI:167574) has role anti-asthmatic agent (CHEBI:65023)
semaglutide (CHEBI:167574) has role anti-obesity agent (CHEBI:74518)
semaglutide (CHEBI:167574) has role antidepressant (CHEBI:35469)
semaglutide (CHEBI:167574) has role antiparkinson drug (CHEBI:48407)
semaglutide (CHEBI:167574) has role appetite depressant (CHEBI:50507)
semaglutide (CHEBI:167574) has role cardiovascular drug (CHEBI:35554)
semaglutide (CHEBI:167574) has role glucagon-like peptide-1 receptor agonist (CHEBI:71196)
semaglutide (CHEBI:167574) has role hypoglycemic agent (CHEBI:35526)
semaglutide (CHEBI:167574) has role neuroprotective agent (CHEBI:63726)
semaglutide (CHEBI:167574) is a lipopeptide (CHEBI:46895)
semaglutide (CHEBI:167574) is a polypeptide (CHEBI:15841)
IUPAC Name 
L-histidyl-2-methylalanyl-L-α-glutamylglycyl-L-threonyl-L-phenylalanyl-L-threonyl-L-seryl-L-α-aspartyl-L-valyl-L-seryl-L-seryl-L-tyrosyl-L-leucyl-L-α-glutamylglycyl-L-glutaminyl-L-alanyl-L-alanyl-N6-((N-(17-carboxyheptadecanoyl)-D-γ-glutamyl)amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanan-1-oyl)-L-lysyl-L-α-glutamyl-L-phenylalanyl-L-isoleucyl-L-alanyl-L-tryptophyl-L-leucyl-L-valyl-L-arginylglycyl-L-arginylglycine
INN  Source
semaglutidaWHO MedNet
Synonyms  Source
NN 9535ChemIDplus
NN-9535DrugBank
NN9535ChemIDplus
NNC 0113-0217ChemIDplus
NNC-0113-0217DrugBank
SemaglutideChEMBL
Brand Names  Source
OzempicKEGG DRUG
RybelsusChEBI
Semaglutide component of cagrisemaChEMBL
Semaglutide component of nn1535 icosemaChEMBL
Semaglutide component of nn1535 laisemaChEMBL
WegovyChEMBL
Manual XrefsDatabases
34981134ChemSpider
D10025KEGG DRUG
DB13928DrugBank
SemaglutideWikipedia
Registry NumbersSources
CAS:910463-68-2ChemIDplus
Citations