CHEBI:68009 - lehualide I

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ChEBI Name lehualide I
ChEBI ID CHEBI:68009
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H32O4S
Net Charge 0
Average Mass 356.52000
Monoisotopic Mass 356.20213
InChI InChI=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
InChIKey KEAOWFVPPJUFOW-UHFFFAOYSA-N
SMILES COc1c(C)c(CCCCCCCCCCSC)oc(=O)c1OC
Metabolite of Species Details
Plakortis (NCBI:txid86044) Methanolic extract of frozen sample See: PubMed
Roles Classification
Biological Role(s): animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
21452352 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21351759 PubMed citation Europe PMC
Last Modified
17 March 2014