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CHEBI:68009 - lehualide I

ChEBI IDCHEBI:68009
ChEBI Namelehualide I
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-(methylsulfanyl)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
FormulaC19H32O4S
Net Charge0
Average Mass356.528
Monoisotopic Mass356.20213
SMILESCOc1c(C)c(CCCCCCCCCCSC)oc(=O)c1OC
InChIInChI=1S/C19H32O4S/c1-15-16(23-19(20)18(22-3)17(15)21-2)13-11-9-7-5-6-8-10-12-14-24-4/h5-14H2,1-4H3
InChIKeyKEAOWFVPPJUFOW-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 I (CHEBI:68009) has role animal metabolite (CHEBI:75767)
lehualide I (CHEBI:68009) has role antineoplastic agent (CHEBI:35610)
lehualide I (CHEBI:68009) is a 2-pyranones (CHEBI:75885)
lehualide I (CHEBI:68009) is a ether (CHEBI:25698)
lehualide I (CHEBI:68009) is a organic sulfide (CHEBI:16385)
lehualide I (CHEBI:68009) is a polyketide (CHEBI:26188)
IUPAC Name 
3,4-dimethoxy-5-methyl-6-[10-(methylsulfanyl)decyl]-2H-pyran-2-one
Registry NumbersSources
Reaxys:21452352Reaxys
Citations