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CHEBI:65573 - candelalide C

ChEBI IDCHEBI:65573
ChEBI Namecandelalide C
Stars
DefinitionA diterpenoid isolated from Sesquicillium candelabrum and has been shown to act as a blocker of the voltage-gated potassium channel Kv1.3.
Last Modified18 November 2019
DownloadsMolfile
FormulaC28H42O5
Net Charge0
Average Mass458.639
Monoisotopic Mass458.30322
SMILES[H][C@@]12CCC(=C)[C@@H](Cc3c(OC)oc(C)c(C)c3=O)[C@@]1(C)CC[C@@]1([H])O[C@@H](C(C)(C)O)CC[C@@]21C
InChIInChI=1S/C28H42O5/c1-16-9-10-21-27(6,13-12-23-28(21,7)14-11-22(33-23)26(4,5)30)20(16)15-19-24(29)17(2)18(3)32-25(19)31-8/h20-23,30H,1,9-15H2,2-8H3/t20-,21-,22-,23-,27-,28+/m1/s1
InChIKeyJFVQSDWMRIDOHK-RFHSWFGCSA-N
Species of MetaboliteComponentSourceComments
Sesquicillium candelabrum (ncbitaxon:180436) - PubMed (11430046)
Roles Classification
Biological Roles:
potassium channel blocker  An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
candelalide C (CHEBI:65573) has role metabolite (CHEBI:25212)
candelalide C (CHEBI:65573) has role potassium channel blocker (CHEBI:50509)
candelalide C (CHEBI:65573) is a 4-pyranones (CHEBI:131906)
candelalide C (CHEBI:65573) is a cyclic ether (CHEBI:37407)
candelalide C (CHEBI:65573) is a diterpenoid (CHEBI:23849)
candelalide C (CHEBI:65573) is a ketene acetal (CHEBI:145408)
candelalide C (CHEBI:65573) is a organic heterotricyclic compound (CHEBI:26979)
candelalide C (CHEBI:65573) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
3-{[(3R,4aR,6aR,7R,10aR,10bS)-3-(2-hydroxypropan-2-yl)-6a,10b-dimethyl-8-methylidenedodecahydro-1H-benzo[f]chromen-7-yl]methyl}-2-methoxy-5,6-dimethyl-4H-pyran-4-one
Registry NumbersSources
Reaxys:8738976Reaxys
Citations