CHEBI:65573 - candelalide C

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name candelalide C
ChEBI ID CHEBI:65573
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
Download Molfile XML SDF
Formula C28H42O5
Net Charge 0
Average Mass 458.63010
Monoisotopic Mass 458.30322
InChI InChI=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
InChIKey JFVQSDWMRIDOHK-RFHSWFGCSA-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[C@@H](O2)C(C)(C)O
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 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 Number Type Source
8738976 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11430046 PubMed citation Europe PMC
19191240 PubMed citation Europe PMC
Last Modified
18 November 2019