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CHEBI:66016 - hirsutellide A

Default Structure
ChEBI IDCHEBI:66016
ChEBI Namehirsutellide A
Stars
DefinitionA cyclodepsipeptide isolated from the cell extract of the entomopathogenic fungus Hirsutella kobayasii BCC 1660 and exhibits antimycobacterial and antimalarial activities.
Last Modified20 February 2013
DownloadsMolfile
FormulaC36H48N4O8
Net Charge0
Average Mass664.800
Monoisotopic Mass664.34721
SMILES[H][C@@]1([C@H](C)CC)NC(=O)[C@@H](Cc2ccccc2)OC(=O)CN(C)C(=O)[C@]([H])([C@H](C)CC)NC(=O)[C@@H](Cc2ccccc2)OC(=O)CN(C)C1=O
InChIInChI=1S/C36H48N4O8/c1-7-23(3)31-35(45)39(5)21-29(41)48-28(20-26-17-13-10-14-18-26)34(44)38-32(24(4)8-2)36(46)40(6)22-30(42)47-27(33(43)37-31)19-25-15-11-9-12-16-25/h9-18,23-24,27-28,31-32H,7-8,19-22H2,1-6H3,(H,37,43)(H,38,44)/t23-,24-,27-,28-,31+,32+/m1/s1
InChIKeyPMRINUPHTRWJOC-BZPSDGNJSA-N
Species of MetaboliteComponentSourceComments
Hirsutella kobayasii (ncbitaxon:42367) - PubMed (12350163)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
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.
Applications:
antimycobacterial drug  A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.
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.
ChEBI Ontology
Outgoing Relation(s)
hirsutellide A (CHEBI:66016) has role antimalarial (CHEBI:38068)
hirsutellide A (CHEBI:66016) has role antimycobacterial drug (CHEBI:64912)
hirsutellide A (CHEBI:66016) has role metabolite (CHEBI:25212)
hirsutellide A (CHEBI:66016) is a cyclodepsipeptide (CHEBI:35213)
hirsutellide A (CHEBI:66016) is a macrocycle (CHEBI:51026)
IUPAC Name 
(6S,9R,15S,18R)-9,18-dibenzyl-6,15-di[(2R)-butan-2-yl]-4,13-dimethyl-1,10-dioxa-4,7,13,16-tetraazacyclooctadecane-2,5,8,11,14,17-hexone
Registry NumbersSources
Reaxys:9309812Reaxys
Citations