CHEBI:65963 - gigantrionenin

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ChEBI Name gigantrionenin
ChEBI ID CHEBI:65963
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C37H66O6
Net Charge 0
Average Mass 606.91630
Monoisotopic Mass 606.48594
InChI InChI=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
InChIKey HASWAOYLTAODRS-VKJZEEHVSA-N
SMILES [H][C@]1(CC[C@@H](CCCCCCCC2=C[C@H](C)OC2=O)O1)[C@@H](O)CC[C@@H](O)[C@H](O)CC\C=C/CCCCCCCCCCCC
Metabolite of Species Details
Goniothalamus giganteus (NCBI:txid261092) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
7630200 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
1479382 PubMed citation Europe PMC
Last Modified
05 August 2014