CHEBI:71193 - liraglutide

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ChEBI Name liraglutide ChEBI ID CHEBI:71193 Definition A lipopeptide that is an analogue of human GLP-1 in which the lysine residue at position 27 is replaced by arginine and a hexadecanoyl group attached to the remaining lysine via a glutamic acid spacer. Used as an adjunct to diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C172H265N43O51 Net Charge 0 Average Mass 3751.20200 Monoisotopic Mass 3748.94646 InChI InChI=1S/C172H265N43O51/c1-18-20-21-22-23-24-25-26-27-28-29-30-37-53-129(224)195-116(170(265)266)59-64-128(223)180-68-41-40-50-111(153(248)199-115(62-67-135(232)233)154(249)204-120(73-100-44-33-31-34-45-100)159(254)214-140(93(11)19-2)167(262)192-97(15)146(241)201-122(76-103-79-183-108-49-39-38-48-106(103)108)157(252)203-118(72-90(5)6)158(253)212-138(91(7)8)165(260)200-110(52-43-70-182-172(177)178)149(244)184-81-130(225)193-109(51-42-69-181-171(175)176)148(243)187-84-137(236)237)196-144(239)95(13)189-143(238)94(12)191-152(247)114(58-63-127(174)222)194-131(226)82-185-151(246)113(61-66-134(230)231)198-155(250)117(71-89(3)4)202-156(251)119(75-102-54-56-105(221)57-55-102)205-162(257)124(85-216)208-164(259)126(87-218)209-166(261)139(92(9)10)213-161(256)123(78-136(234)235)206-163(258)125(86-217)210-169(264)142(99(17)220)215-160(255)121(74-101-46-35-32-36-47-101)207-168(263)141(98(16)219)211-132(227)83-186-150(245)112(60-65-133(228)229)197-145(240)96(14)190-147(242)107(173)77-104-80-179-88-188-104/h31-36,38-39,44-49,54-57,79-80,88-99,107,109-126,138-142,183,216-221H,18-30,37,40-43,50-53,58-78,81-87,173H2,1-17H3,(H2,174,222)(H,179,188)(H,180,223)(H,184,244)(H,185,246)(H,186,245)(H,187,243)(H,189,238)(H,190,242)(H,191,247)(H,192,262)(H,193,225)(H,194,226)(H,195,224)(H,196,239)(H,197,240)(H,198,250)(H,199,248)(H,200,260)(H,201,241)(H,202,251)(H,203,252)(H,204,249)(H,205,257)(H,206,258)(H,207,263)(H,208,259)(H,209,261)(H,210,264)(H,211,227)(H,212,253)(H,213,256)(H,214,254)(H,215,255)(H,228,229)(H,230,231)(H,232,233)(H,234,235)(H,236,237)(H,265,266)(H4,175,176,181)(H4,177,178,182)/t93-,94-,95-,96-,97-,98+,99+,107-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,138-,139-,140-,141-,142-/m0/s1 InChIKey YSDQQAXHVYUZIW-QCIJIYAXSA-N SMILES CCCCCCCCCCCCCCCC(=O)N[C@@H](CCC(=O)NCCCC[C@H](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@H](C)NC(=O)[C@@H](N)Cc1cnc[nH]1)[C@@H](C)O)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(O)=O)C(O)=O Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): glucagon-like peptide-1 receptor agonist An agonist that binds to and activates glucagon-like peptide-1 (GLP-1) receptors. Application(s): neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. View more via ChEBI Ontology ChEBI Ontology Outgoing liraglutide (CHEBI:71193) has role glucagon-like peptide-1 receptor agonist (CHEBI:71196) liraglutide (CHEBI:71193) has role neuroprotective agent (CHEBI:63726) liraglutide (CHEBI:71193) is a lipopeptide (CHEBI:46895) liraglutide (CHEBI:71193) is a polypeptide (CHEBI:15841) IUPAC Name N2-(L-histidyl-L-alanyl-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-hexadecanoyl-L-γ-glutamyl)-L-lysyl-L-α-glutamyl-L-phenylalanyl-L-isoleucyl-L-alanyl-L-tryptophyl-L-leucyl-L-valyl-L-arginylglycyl-L-arginylglycine INNs Sources liraglutida ChemIDplus liraglutide KEGG DRUG liraglutide WHO MedNet liraglutidum ChemIDplus Synonyms Sources NN 2211 ChemIDplus NN-2211 ChemIDplus NN2211 ChemIDplus Brand Name Source Victoza KEGG DRUG Manual Xrefs Databases 4164 DrugCentral D06404 KEGG DRUG DB06655 DrugBank Liraglutide Wikipedia US2006160736 Patent WO2008011518 Patent View more database links Registry Numbers Types Sources 10331362 Reaxys Registry Number Reaxys 204656-20-2 CAS Registry Number ChemIDplus 204656-20-2 CAS Registry Number KEGG DRUG Citations Types Sources 21964769 PubMed citation Europe PMC 22038829 PubMed citation Europe PMC 22051096 PubMed citation Europe PMC 22245694 PubMed citation Europe PMC 22338093 PubMed citation Europe PMC 22382611 PubMed citation Europe PMC 22405264 PubMed citation Europe PMC 22443187 PubMed citation Europe PMC 22446097 PubMed citation Europe PMC 22536087 PubMed citation Europe PMC 22569791 PubMed citation Europe PMC 22587909 PubMed citation Europe PMC 22592020 PubMed citation Europe PMC 22727533 PubMed citation Europe PMC 22846777 PubMed citation Europe PMC 22851600 PubMed citation Europe PMC 22862847 PubMed citation Europe PMC 22927782 PubMed citation Europe PMC 22938097 PubMed citation Europe PMC 22958381 PubMed citation Europe PMC 22973968 PubMed citation Europe PMC 22985213 PubMed citation Europe PMC 23068961 PubMed citation Europe PMC 23082308 PubMed citation Europe PMC 23149376 PubMed citation Europe PMC Last Modified 22 February 2017