CHEBI:77834 - lancovutide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name lancovutide
ChEBI ID CHEBI:77834
Definition A 19-membered heterodetic cyclic peptide that is isolated from Streptoverticillium cinnamoneus. It exhibits antiproliferative properties and induces apoptosis in tumour cells and has been used for treatment of cystic fibrosis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C89H125N23O25S3
Net Charge 0
Average Mass 2013.27900
Monoisotopic Mass 2011.83791
InChI InChI=1S/C89H125N23O25S3/c1-44(2)67-85(131)107-60-42-138-41-59-80(126)106-61-43-140-46(4)69(87(133)103-56(76(122)108-67)35-49-23-12-7-13-24-49)109-77(123)55(34-48-21-10-6-11-22-48)102-83(129)62-27-18-32-112(62)66(116)39-96-73(119)54(33-47-19-8-5-9-20-47)101-79(125)58(104-81(61)127)37-94-31-17-15-26-53(88(134)135)100-86(132)68(110-78(124)57(36-64(93)114)97-65(115)38-95-84(130)70(111-82(60)128)71(117)89(136)137)45(3)139-40-50(91)72(118)98-51(25-14-16-30-90)74(120)99-52(75(121)105-59)28-29-63(92)113/h5-13,19-24,44-46,50-62,67-71,94,117H,14-18,25-43,90-91H2,1-4H3,(H2,92,113)(H2,93,114)(H,95,130)(H,96,119)(H,97,115)(H,98,118)(H,99,120)(H,100,132)(H,101,125)(H,102,129)(H,103,133)(H,104,127)(H,105,121)(H,106,126)(H,107,131)(H,108,122)(H,109,123)(H,110,124)(H,111,128)(H,134,135)(H,136,137)/t45?,46-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59+,60-,61-,62-,67-,68+,69+,70-,71+/m0/s1
InChIKey SFWLDKQAUHFCBS-WWXQEMPQSA-N
SMILES CC(C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]2NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H]3CCCN3C(=O)CNC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H]3CNCCCC[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CSC[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CSC4C)C(=O)N[C@@H](CS[C@H]2C)C(=O)N3)NC1=O)[C@@H](O)C(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): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lancovutide (CHEBI:77834) has role antimicrobial agent (CHEBI:33281)
lancovutide (CHEBI:77834) has role apoptosis inducer (CHEBI:68495)
lancovutide (CHEBI:77834) has role bacterial metabolite (CHEBI:76969)
lancovutide (CHEBI:77834) is a heterodetic cyclic peptide (CHEBI:24533)
lancovutide (CHEBI:77834) is a macrocycle (CHEBI:51026)
INN Source
lancovutide ChemIDplus
Synonyms Sources
Antibiotic PA 48009 ChemIDplus
Duramycin ChemIDplus
Leucopeptin ChemIDplus
Moli1901 ChEBI
Manual Xrefs Databases
DB05029 DrugBank
EP2281578 Patent
EP2283868 Patent
EP2283869 Patent
EP2357009 Patent
View more database links
Registry Number Type Source
15778774 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19747007 PubMed citation Europe PMC
20873825 PubMed citation Europe PMC
21091780 PubMed citation Europe PMC
22534031 PubMed citation Europe PMC
22543977 PubMed citation Europe PMC
23123139 PubMed citation Europe PMC
23804327 PubMed citation Europe PMC
Last Modified
20 March 2014