CHEBI:65962 - gigantetronenin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name gigantetronenin
ChEBI ID CHEBI:65962
Definition A member of the class of oxolanes that is tetrahydrofuran substituted by a 6-hydroxy-7-(5-methyl-2-oxo-2,5-dihydrofuran-3-yl)heptyl group at position 2 and a (8Z)-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
Download Molfile XML SDF
Formula C37H66O7
Net Charge 0
Average Mass 622.91570
Monoisotopic Mass 622.48085
InChI InChI=1S/C37H66O7/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-33(39)34(40)24-25-35(41)36-26-23-32(44-36)21-18-16-17-20-31(38)28-30-27-29(2)43-37(30)42/h14-15,27,29,31-36,38-41H,3-13,16-26,28H2,1-2H3/b15-14-
InChIKey LFIZQGRMDGWRQH-PFONDFGASA-N
SMILES CCCCCCCCCCCC\C=C/CCC(O)C(O)CCC(O)C1CCC(CCCCCC(O)CC2=CC(C)OC2=O)O1
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 gigantetronenin (CHEBI:65962) has role antineoplastic agent (CHEBI:35610)
gigantetronenin (CHEBI:65962) has role plant metabolite (CHEBI:76924)
gigantetronenin (CHEBI:65962) is a butenolide (CHEBI:50523)
gigantetronenin (CHEBI:65962) is a oxolanes (CHEBI:26912)
gigantetronenin (CHEBI:65962) is a polyketide (CHEBI:26188)
gigantetronenin (CHEBI:65962) is a secondary alcohol (CHEBI:35681)
gigantetronenin (CHEBI:65962) is a tetrol (CHEBI:33573)
IUPAC Name
3-(2-hydroxy-7-{5-[(8Z)-1,4,5-trihydroxyhenicos-8-en-1-yl]tetrahydrofuran-2-yl}heptyl)-5-methylfuran-2(5H)-one
Registry Numbers Types Sources
145403-31-2 CAS Registry Number ChemIDplus
6832033 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11783580 PubMed citation Europe PMC
1479382 PubMed citation Europe PMC
19319860 PubMed citation Europe PMC
7673936 PubMed citation Europe PMC
8021648 PubMed citation Europe PMC
8778244 PubMed citation Europe PMC
Last Modified
05 March 2020