CHEBI:66270 - trilobacin

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ChEBI Name trilobacin
ChEBI ID CHEBI:66270
Definition A polyketide isolated from the bark of Asimina triloba. It has been shown to exhibit cytotoxicity in the NCI human tumor cell line screen.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C37H66O7
Net Charge 0
Average Mass 622.91570
Monoisotopic Mass 622.48085
InChI InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(39)33-22-24-35(43-33)36-25-23-34(44-36)32(40)21-18-15-12-9-8-10-13-16-19-30(38)27-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3/t28-,30+,31+,32+,33+,34+,35-,36+/m0/s1
InChIKey MBABCNBNDNGODA-YVKOSWGISA-N
SMILES CCCCCCCCCC[C@@H](O)[C@H]1CC[C@H](O1)[C@H]1CC[C@@H](O1)[C@H](O)CCCCCCCCCC[C@@H](O)CC1=C[C@H](C)OC1=O
Metabolite of Species Details
Asimina triloba (NCBI:txid12953) 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 trilobacin (CHEBI:66270) has role antineoplastic agent (CHEBI:35610)
trilobacin (CHEBI:66270) has role plant metabolite (CHEBI:76924)
trilobacin (CHEBI:66270) is a butenolide (CHEBI:50523)
trilobacin (CHEBI:66270) is a polyketide (CHEBI:26188)
trilobacin (CHEBI:66270) is a triol (CHEBI:27136)
IUPAC Name
(5S)-3-[(2R,13R)-2,13-dihydroxy-13-{(2R,2'S,5R,5'R)-5'-[(1R)-1-hydroxyundecyl]octahydro-2,2'-bifuran-5-yl}tridecyl]-5-methylfuran-2(5H)-one
Manual Xref Database
HMDB0031369 HMDB
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Registry Numbers Types Sources
140224-67-5 CAS Registry Number ChemIDplus
7344197 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11667706 PubMed citation Europe PMC
1593281 PubMed citation Europe PMC
19132937 PubMed citation Europe PMC
20701317 PubMed citation Europe PMC
9113328 PubMed citation Europe PMC
Last Modified
27 November 2014