CHEBI:65583 - dragomabin

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ChEBI Name dragomabin
ChEBI ID CHEBI:65583
Definition A lipopeptide consisting of a 2-methyloct-7-ynoyl moiety attached to a linear tetrapeptide comprising of N-methyl-L-phenylalanyl, L-alanyl, N-methyl-L-alanyl and Nα,O-dimethyl-L-tyrosine units. It is isolated from a Panamanian strain of the marine cyanobacterium Lyngbya majuscula and displays antimalarial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C37H51N5O6
Net Charge 0
Average Mass 661.83070
Monoisotopic Mass 661.38393
InChI InChI=1S/C37H51N5O6/c1-9-10-11-13-16-25(2)35(45)42(7)32(24-28-17-14-12-15-18-28)34(44)39-26(3)36(46)40(5)27(4)37(47)41(6)31(33(38)43)23-29-19-21-30(48-8)22-20-29/h1,12,14-15,17-22,25-27,31-32H,10-11,13,16,23-24H2,2-8H3,(H2,38,43)(H,39,44)/t25-,26-,27-,31-,32-/m0/s1
InChIKey JAYHQHZOWYDLDQ-PONGSQKHSA-N
SMILES COc1ccc(C[C@H](N(C)C(=O)[C@H](C)N(C)C(=O)[C@H](C)NC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C)CCCCC#C)C(N)=O)cc1
Metabolite of Species Details
Lyngbya majuscula (NCBI:txid158786) Panamanian strain of the marine cyanobacterium See: PubMed
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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dragomabin (CHEBI:65583) has role antimalarial (CHEBI:38068)
dragomabin (CHEBI:65583) has role metabolite (CHEBI:25212)
dragomabin (CHEBI:65583) is a lipopeptide (CHEBI:46895)
IUPAC Name
N-methyl-N-[(2S)-2-methyloct-7-ynoyl]-L-phenylalanyl-L-alanyl-N-methyl-L-alanyl-Nα,O-dimethyl-L-tyrosinamide
Registry Number Type Source
11195402 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17441769 PubMed citation Europe PMC
19424997 PubMed citation Europe PMC
Last Modified
06 December 2012