CHEBI:132150 - wilforine

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ChEBI Name wilforine
ChEBI ID CHEBI:132150
Definition An organic heteropentacyclic compound and pyridine alkaloid with formula C43H49NO18 originally isolated from the roots of Tripterygium wilfordii.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C43H49NO18
Net Charge 0
Average Mass 867.847
Monoisotopic Mass 867.29496
InChI InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(58-25(5)48)42(20-54-22(2)45)36(59-26(6)49)32(60-38(51)27-13-10-9-11-14-27)34(61-37(21)50)41(8,53)43(42,62-40)33(30)57-24(4)47/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3/t21-,30+,31+,32-,33+,34-,35+,36-,40-,41-,42+,43-/m0/s1
InChIKey ZOCKGJZEUVPPPI-QSNSFFMXSA-N
SMILES [C@@]12([C@@H]([C@@H]([C@@]3([C@H]([C@]14[C@]([C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C=5C=CC=CC5)OC([C@H](CCC6=NC=CC=C6C(OC[C@@]3(O4)C)=O)C)=O)(O)C)OC(C)=O)[H])OC(C)=O)OC(=O)C)COC(C)=O
Metabolite of Species Details
Peritassa campestris (NCBI:txid123445) Found in root (BTO:0001188). See: PubMed
Tripterygium wilfordii (NCBI:txid458696) Found in root (BTO:0001188). 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): phytogenic insecticide
An insecticide compound naturally occurring in plants.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing wilforine (CHEBI:132150) has role phytogenic insecticide (CHEBI:22917)
wilforine (CHEBI:132150) has role plant metabolite (CHEBI:76924)
wilforine (CHEBI:132150) is a acetate ester (CHEBI:47622)
wilforine (CHEBI:132150) is a benzoate ester (CHEBI:36054)
wilforine (CHEBI:132150) is a dihydroagarofuran sesquiterpenoid (CHEBI:71548)
wilforine (CHEBI:132150) is a macrocyclic lactone (CHEBI:63944)
wilforine (CHEBI:132150) is a organic heteropentacyclic compound (CHEBI:38164)
wilforine (CHEBI:132150) is a pyridine alkaloid (CHEBI:26416)
IUPAC Name
(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-tetraacetoxy-21-(acetoxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7,9,11-trien-19-yl benzoate
Synonym Source
26-Deoxywilfordine SUBMITTER
Manual Xref Database
601100 PubChem
View more database links
Registry Number Type Source
11088-09-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11738408 PubMed citation Europe PMC
18976997 PubMed citation Europe PMC
21982911 PubMed citation Europe PMC
24651642 PubMed citation Europe PMC
25425175 PubMed citation Europe PMC
25958670 PubMed citation Europe PMC
350230 Chinese Abstracts citation Europe PMC
353089 Chinese Abstracts citation Europe PMC
4712613 PubMed citation SUBMITTER
642181 Chinese Abstracts citation Europe PMC
Last Modified
17 June 2016