EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66610 - nalanthalide

Default Structure
ChEBI IDCHEBI:66610
ChEBI Namenalanthalide
Stars
DefinitionA pyranone diterpenoid isolated from Nalanthamala and Chaunopycnis alba and has been shown to be a blocker of the voltage-gated potassium channel Kv1.3
Last Modified18 November 2019
DownloadsMolfile
FormulaC30H44O5
Net Charge0
Average Mass484.677
Monoisotopic Mass484.31887
SMILES[H][C@@]12CCC(=C)[C@@H](Cc3c(OC)oc(C)c(C)c3=O)[C@@]1(C)CC[C@H](OC(C)=O)[C@@]2(C)CCC=C(C)C
InChIInChI=1S/C30H44O5/c1-18(2)11-10-15-30(8)25-13-12-19(3)24(29(25,7)16-14-26(30)35-22(6)31)17-23-27(32)20(4)21(5)34-28(23)33-9/h11,24-26H,3,10,12-17H2,1-2,4-9H3/t24-,25-,26+,29-,30+/m1/s1
InChIKeyRVADBFKZGNOVDI-PELMAWFUSA-N
Species of MetaboliteComponentSourceComments
Chaunopycnis alba (ncbitaxon:124418) - DOI (10.1016/S0040-4039(00)02258-9) Strain: MF 6799
Nalanthamala (ncbitaxon:160956) - DOI (10.1016/S0040-4039(00)02258-9) Strain: MF 5638
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
potassium channel blocker  An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
ChEBI Ontology
Outgoing Relation(s)
nalanthalide (CHEBI:66610) has role metabolite (CHEBI:25212)
nalanthalide (CHEBI:66610) has role potassium channel blocker (CHEBI:50509)
nalanthalide (CHEBI:66610) is a ortho-fused bicyclic hydrocarbon (CHEBI:35428)
nalanthalide (CHEBI:66610) is a 4-pyranones (CHEBI:131906)
nalanthalide (CHEBI:66610) is a acetate ester (CHEBI:47622)
nalanthalide (CHEBI:66610) is a diterpenoid (CHEBI:23849)
nalanthalide (CHEBI:66610) is a enol ether (CHEBI:47985)
nalanthalide (CHEBI:66610) is a ketene acetal (CHEBI:145408)
IUPAC Name 
(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxo-4H-pyran-3-yl)methyl]-1,4a-dimethyl-6-methylidene-1-(4-methylpent-3-en-1-yl)decahydronaphthalen-2-yl acetate
Synonyms  Source
3-[[(1R,4aR,5S,6S,8aR)-6-(acetyloxy)decahydro-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)-1-naphthalenyl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-oneChEBI
(−)-nalanthalideChEBI
Registry NumbersSources
Reaxys:6162225Reaxys