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CHEBI:68008 - lehualide H

ChEBI IDCHEBI:68008
ChEBI Namelehualide H
Stars
DefinitionA member of the class of 2-pyranones that is 2H-pyran-2-one substituted by methoxy groups at positions 3 and 4, a methyl group at position 5 and a 10-(acetylsulfanyl)decyl group at position 6. Isolated from the marine sponge of the genus Plakortis, it exhibits cytotoxicity against human promyeloid leukemic HL-60 cells.
Last Modified17 March 2014
DownloadsMolfile
FormulaC20H32O5S
Net Charge0
Average Mass384.538
Monoisotopic Mass384.19705
SMILESCOc1c(C)c(CCCCCCCCCCSC(C)=O)oc(=O)c1OC
InChIInChI=1S/C20H32O5S/c1-15-17(25-20(22)19(24-4)18(15)23-3)13-11-9-7-5-6-8-10-12-14-26-16(2)21/h5-14H2,1-4H3
InChIKeyOSDVFVPBWCZVHJ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Plakortis (ncbitaxon:86044) - PubMed (21351759) Methanolic extract of frozen sample
Roles Classification
Biological Role:
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
lehualide H (CHEBI:68008) has role animal metabolite (CHEBI:75767)
lehualide H (CHEBI:68008) has role antineoplastic agent (CHEBI:35610)
lehualide H (CHEBI:68008) is a 2-pyranones (CHEBI:75885)
lehualide H (CHEBI:68008) is a ether (CHEBI:25698)
lehualide H (CHEBI:68008) is a polyketide (CHEBI:26188)
lehualide H (CHEBI:68008) is a thioester (CHEBI:51277)
IUPAC Name 
S-[10-(3,4-dimethoxy-5-methyl-2-oxo-2H-pyran-6-yl)decyl] ethanethioate
Registry NumbersSources
Reaxys:21452355Reaxys
Citations