CHEBI:65658 - cordyheptapeptide A

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ChEBI Name cordyheptapeptide A
ChEBI ID CHEBI:65658
Definition A homodectic cyclic peptide made up from N-methylglycyl, L-phenylalanyl, N-methyl-L-tyrosyl, L-isoleucyl, L-leucyl, N-methyl-D-phenylalanyl and L-prolyl residues linked in sequence. It is an antimalarial drug isolated from the insect pathogenic fungus Cordyceps.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C49H65N7O8
Net Charge 0
Average Mass 880.08250
Monoisotopic Mass 879.48946
InChI InChI=1S/C49H65N7O8/c1-8-32(4)43-45(60)51-37(26-31(2)3)46(61)55(7)41(29-34-18-13-10-14-19-34)49(64)56-25-15-20-39(56)48(63)53(5)30-42(58)50-38(27-33-16-11-9-12-17-33)47(62)54(6)40(44(59)52-43)28-35-21-23-36(57)24-22-35/h9-14,16-19,21-24,31-32,37-41,43,57H,8,15,20,25-30H2,1-7H3,(H,50,58)(H,51,60)(H,52,59)/t32-,37-,38-,39-,40-,41+,43-/m0/s1
InChIKey ZXPWAGZHBVVLJM-PPLXTMPISA-N
SMILES [H][C@]1(NC(=O)[C@H](Cc2ccc(O)cc2)N(C)C(=O)[C@H](Cc2ccccc2)NC(=O)CN(C)C(=O)[C@]2([H])CCCN2C(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](CC(C)C)NC1=O)[C@@H](C)CC
Metabolite of Species Details
Cordyceps (NCBI:txid45234) of strain BCC1788 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 cordyheptapeptide A (CHEBI:65658) has role antimalarial (CHEBI:38068)
cordyheptapeptide A (CHEBI:65658) has role metabolite (CHEBI:25212)
cordyheptapeptide A (CHEBI:65658) is a homodetic cyclic peptide (CHEBI:24613)
cordyheptapeptide A (CHEBI:65658) is a macrocycle (CHEBI:51026)
cordyheptapeptide A (CHEBI:65658) is a phenols (CHEBI:33853)
IUPAC Name
cyclo(N-methylglycyl-L-phenylalanyl-N-methyl-L-tyrosyl-L-isoleucyl-L-leucyl-N-methyl-D-phenylalanyl-L-prolyl)
Synonym Source
(6S,9S,12S,15S,18R,23aS)-6,18-dibenzyl-12-[(2S)-butan-2-yl]-9-(4-hydroxybenzyl)-15-isobutyl-2,8,17-trimethylhexadecahydro-1H-pyrrolo[1,2-a][1,4,7,10,13,16,19]heptaazacyclohenicosine-1,4,7,10,13,16,19-heptone IUPAC
Registry Number Type Source
11237468 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16499340 PubMed citation Europe PMC
17887724 PubMed citation Europe PMC
Last Modified
06 August 2016