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CHEBI:68007 - lehualide G

Default Structure
ChEBI IDCHEBI:68007
ChEBI Namelehualide G
Stars
DefinitionA member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 3, a hydroxy group at position 4, a methyl group at position 5 and a (2E)-3-methyl-11-phenylundec-2-en-1-yl 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
FormulaC25H34O4
Net Charge0
Average Mass398.543
Monoisotopic Mass398.24571
SMILESCOc1c(O)c(C)c(C/C=C(\C)CCCCCCCCc2ccccc2)oc1=O
InChIInChI=1S/C25H34O4/c1-19(17-18-22-20(2)23(26)24(28-3)25(27)29-22)13-9-6-4-5-7-10-14-21-15-11-8-12-16-21/h8,11-12,15-17,26H,4-7,9-10,13-14,18H2,1-3H3/b19-17+
InChIKeyHDTIRSDZUHKVQB-HTXNQAPBSA-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 G (CHEBI:68007) has role animal metabolite (CHEBI:75767)
lehualide G (CHEBI:68007) has role antineoplastic agent (CHEBI:35610)
lehualide G (CHEBI:68007) is a 2-pyranones (CHEBI:75885)
lehualide G (CHEBI:68007) is a ether (CHEBI:25698)
lehualide G (CHEBI:68007) is a polyketide (CHEBI:26188)
IUPAC Name 
4-hydroxy-3-methoxy-5-methyl-6-[(2E)-3-methyl-11-phenylundec-2-en-1-yl]-2H-pyran-2-one
Registry NumbersSources
Reaxys:21452357Reaxys
Citations