CHEBI:68370 - trichanolide

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ChEBI Name trichanolide
ChEBI ID CHEBI:68370
Definition A limonoid based on a mexicanolide-type skeleton isolated from Trichilia connaroides.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H42O10
Net Charge 0
Average Mass 586.66990
Monoisotopic Mass 586.27780
InChI InChI=1S/C32H42O10/c1-8-16(2)24(35)41-26-28(3,4)19(13-21(33)38-7)30(6)18-9-11-29(5)20(32(18)27(42-32)31(26,37)25(30)36)14-22(34)40-23(29)17-10-12-39-15-17/h10,12,15-16,18-20,23,26-27,37H,8-9,11,13-14H2,1-7H3/t16?,18-,19+,20-,23+,26+,27-,29-,30-,31+,32-/m1/s1
InChIKey QTIFIEXYFZYUMD-FIZZZUNNSA-N
SMILES CCC(C)C(=O)O[C@H]1C(C)(C)[C@H](CC(=O)OC)[C@@]2(C)[C@H]3CC[C@]4(C)[C@@H](CC(=O)O[C@H]4c4ccoc4)[C@]33O[C@@H]3[C@]1(O)C2=O
Metabolite of Species Details
Trichilia connaroides (IPNI:579388-1) Found in leaf (BTO:0000713). Methanolic extract of air-dried, powdered leaves 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing trichanolide (CHEBI:68370) has functional parent 2-methylbutyric acid (CHEBI:37070)
trichanolide (CHEBI:68370) has role plant metabolite (CHEBI:76924)
trichanolide (CHEBI:68370) is a δ-lactone (CHEBI:18946)
trichanolide (CHEBI:68370) is a bridged compound (CHEBI:35990)
trichanolide (CHEBI:68370) is a furans (CHEBI:24129)
trichanolide (CHEBI:68370) is a limonoid (CHEBI:39434)
trichanolide (CHEBI:68370) is a methyl ester (CHEBI:25248)
trichanolide (CHEBI:68370) is a organic heteropentacyclic compound (CHEBI:38164)
trichanolide (CHEBI:68370) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
(4R,4aR,6aR,7S,8S,10S,11S,11aR,12aS,12bR)-4-(furan-3-yl)-11-hydroxy-8-(2-methoxy-2-oxoethyl)-4a,7,9,9-tetramethyl-2,13-dioxododecahydro-2H,4H-7,11-methanooxireno[1,8]cycloocta[1,2-f]isochromen-10-yl 2-methylbutanoate
Registry Number Type Source
21299037 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21268637 PubMed citation Europe PMC
Last Modified
07 February 2018