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CHEBI:65905 - (1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane

ChEBI IDCHEBI:65905
ChEBI Name(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane
Stars
ASCII Name(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane
DefinitionA tetracyclic diterpenoid that is hexadecahydropyrene substituted by isocyano group at position 8, methyl groups at positions 1, 4, 7 and 8 and a formamido group at position 1. Isolated from the tropical marine sponge Cymbastela hooperi, it exhibits antiplasmodial activity.
Last Modified25 January 2013
DownloadsMolfile
FormulaC22H34N2O
Net Charge0
Average Mass342.527
Monoisotopic Mass342.26711
SMILES[H][C@]12C[C@@H](C)[C@@](C)([N+]#[C-])[C@@]3([H])CC[C@@]4([H])[C@]([H])([C@]13[H])[C@]([H])(CC[C@]4(C)NC=O)[C@@H](C)C2
InChIInChI=1S/C22H34N2O/c1-13-10-15-11-14(2)22(4,23-5)18-7-6-17-20(19(15)18)16(13)8-9-21(17,3)24-12-25/h12-20H,6-11H2,1-4H3,(H,24,25)/t13-,14+,15-,16+,17-,18-,19+,20+,21-,22+/m0/s1
InChIKeyXBSPNOJIQRUQDQ-OXEUSEQRSA-N
Species of MetaboliteComponentSourceComments
Cymbastela hooperi (WORMS:165531) - PubMed (19199790)
Roles Classification
Biological Roles:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
ChEBI Ontology
Outgoing Relation(s)
(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane (CHEBI:65905) has role antiplasmodial drug (CHEBI:64915)
(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane (CHEBI:65905) has role metabolite (CHEBI:25212)
(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane (CHEBI:65905) is a formamides (CHEBI:24079)
(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane (CHEBI:65905) is a isocyanide (CHEBI:35353)
(1S,3S,4R,7S,8S,11S,12S,13S,15R,20R)-7-formamido-20-isocyanoisocycloamphilectane (CHEBI:65905) is a tetracyclic diterpenoid (CHEBI:52557)
IUPAC Name 
N-[(1S,3aR,4S,5aS,7R,8R,8aS,10aS,10bS,10cS)-8-isocyano-1,4,7,8-tetramethylhexadecahydropyren-1-yl]formamide
Registry NumbersSources
Reaxys:19756168Reaxys
Citations