CHEBI:65571 - candelalide A

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ChEBI Name candelalide A
ChEBI ID CHEBI:65571
Definition A diterpenoid isolated from Sesquicillium candelabrum and has been shown to act as a blocker of the voltage-gated potassium channel Kv1.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H34O4
Net Charge 0
Average Mass 398.53510
Monoisotopic Mass 398.24571
InChI InChI=1S/C25H34O4/c1-15-8-9-20-24(4,12-10-21-25(20,5)11-7-13-28-21)19(15)14-18-22(26)16(2)17(3)29-23(18)27-6/h7,13,19-21H,1,8-12,14H2,2-6H3/t19-,20-,21-,24-,25+/m1/s1
InChIKey SCHPGLGCBCJZKD-YYHYCTJNSA-N
SMILES [H][C@@]12CC[C@]3(C)[C@H](Cc4c(OC)oc(C)c(C)c4=O)C(=C)CC[C@@]3([H])[C@]1(C)CC=CO2
Metabolite of Species Details
Sesquicillium candelabrum (NCBI:txid180436) See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing candelalide A (CHEBI:65571) has role metabolite (CHEBI:25212)
candelalide A (CHEBI:65571) has role potassium channel blocker (CHEBI:50509)
candelalide A (CHEBI:65571) is a 4-pyranones (CHEBI:131906)
candelalide A (CHEBI:65571) is a cyclic ether (CHEBI:37407)
candelalide A (CHEBI:65571) is a diterpenoid (CHEBI:23849)
candelalide A (CHEBI:65571) is a ketene acetal (CHEBI:145408)
candelalide A (CHEBI:65571) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
3-{[(4aR,6aR,7R,10aR,10bS)-6a,10b-dimethyl-8-methylidene-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromen-7-yl]methyl}-2-methoxy-5,6-dimethyl-4H-pyran-4-one
Synonym Source
(−)-candelalide A ChEBI
Registry Number Type Source
8731640 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11430046 PubMed citation Europe PMC
16092865 PubMed citation Europe PMC
19191240 PubMed citation Europe PMC
Last Modified
18 November 2019