lehualide H (CHEBI:68008)

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ChEBI Name	lehualide H

ChEBI ID	CHEBI:68008

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-(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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C20H32O5S

Net Charge

Average Mass

384.53000

Monoisotopic Mass

384.19705

InChI

InChI=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

InChIKey

OSDVFVPBWCZVHJ-UHFFFAOYSA-N

SMILES

COc1c(C)c(CCCCCCCCCCSC(C)=O)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.

ChEBI Ontology
Outgoing	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 Number	Type	Source
21452355	Reaxys Registry Number	Reaxys

Citation	Type	Source
21351759	PubMed citation	Europe PMC

Last Modified

17 March 2014