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CHEBI:65963 - gigantrionenin

ChEBI IDCHEBI:65963
ChEBI Namegigantrionenin
Stars
DefinitionA member of the class of oxolanes that is tetrahydrofuran substituted by a 7-[5-methyl-2-oxo-2,5-dihydrofuran-3-yl]heptyl at position 2 and a 1,4,5-trihydroxyhenicos-8-en-1-yl group at position 5. Isolated from Goniothalamus giganteus, it exhibits cytotoxic activity.
Last Modified5 August 2014
DownloadsMolfile
FormulaC37H66O6
Net Charge0
Average Mass606.929
Monoisotopic Mass606.48594
SMILES[H][C@@]1([C@@H](O)CC[C@@H](O)[C@H](O)CC/C=C\CCCCCCCCCCCC)CC[C@@H](CCCCCCCC2=C[C@H](C)OC2=O)O1
InChIInChI=1S/C37H66O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-18-21-24-33(38)34(39)26-27-35(40)36-28-25-32(43-36)23-20-17-15-16-19-22-31-29-30(2)42-37(31)41/h14,18,29-30,32-36,38-40H,3-13,15-17,19-28H2,1-2H3/b18-14-/t30-,32+,33+,34+,35-,36-/m0/s1
InChIKeyHASWAOYLTAODRS-VKJZEEHVSA-N
Species of MetaboliteComponentSourceComments
Goniothalamus giganteus (ncbitaxon:261092) bark (BTO:0001301) PubMed (1479382)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
gigantrionenin (CHEBI:65963) has role antineoplastic agent (CHEBI:35610)
gigantrionenin (CHEBI:65963) has role plant metabolite (CHEBI:76924)
gigantrionenin (CHEBI:65963) is a butenolide (CHEBI:50523)
gigantrionenin (CHEBI:65963) is a oxolanes (CHEBI:26912)
gigantrionenin (CHEBI:65963) is a polyketide (CHEBI:26188)
gigantrionenin (CHEBI:65963) is a secondary alcohol (CHEBI:35681)
gigantrionenin (CHEBI:65963) is a triol (CHEBI:27136)
IUPAC Name 
(5S)-5-methyl-3-(7-{(2R,5S)-5-[(1S,4R,5R,8Z)-1,4,5-trihydroxyhenicos-8-en-1-yl]tetrahydrofuran-2-yl}heptyl)furan-2(5H)-one
Registry NumbersSources
Reaxys:7630200Reaxys
Citations