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CHEBI:132386 - wilformine

ChEBI IDCHEBI:132386
ChEBI Namewilformine
Stars
DefinitionA sesquiterpene alkaloid that has been isolated from Tripterygium wilfordii and exhibits immunosuppressive and insecticidal properties. It was found to be identical with euonine, previously isolated from Euonymous sieboldiana.
Secondary ChEBI IDCHEBI:132514
Last Modified21 November 2017
Submitterliuqingping
DownloadsMolfile
FormulaC38H47NO18
Net Charge0
Average Mass805.783
Monoisotopic Mass805.27931
SMILES[H][C@@]12[C@@H](OC(C)=O)[C@@]34O[C@@]1(C)COC(=O)c1cccnc1CC[C@H](C)C(=O)O[C@@]([H])([C@H](OC(C)=O)[C@H](OC(C)=O)[C@@]3(COC(C)=O)[C@H](OC(C)=O)[C@@H]2OC(C)=O)[C@]4(C)O
InChIInChI=1S/C38H47NO18/c1-17-12-13-25-24(11-10-14-39-25)34(47)50-15-35(8)26-27(51-19(3)41)31(54-22(6)44)37(16-49-18(2)40)32(55-23(7)45)28(52-20(4)42)30(56-33(17)46)36(9,48)38(37,57-35)29(26)53-21(5)43/h10-11,14,17,26-32,48H,12-13,15-16H2,1-9H3/t17-,26+,27+,28-,29+,30-,31+,32-,35-,36-,37+,38-/m0/s1
InChIKeyQIHHQEWWGMEJTH-VWEYKOQISA-N
Species of MetaboliteComponentSourceComments
Peritassa campestris (ncbitaxon:123445) root (BTO:0001188) PubMed (11738408)
Tripterygium wilfordii (ncbitaxon:458696) - PubMed (12579877)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
insecticide  Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
ChEBI Ontology
Outgoing Relation(s)
wilformine (CHEBI:132386) has role immunosuppressive agent (CHEBI:35705)
wilformine (CHEBI:132386) has role insecticide (CHEBI:24852)
wilformine (CHEBI:132386) has role plant metabolite (CHEBI:76924)
wilformine (CHEBI:132386) is a acetate ester (CHEBI:47622)
wilformine (CHEBI:132386) is a dihydroagarofuran sesquiterpenoid (CHEBI:71548)
wilformine (CHEBI:132386) is a macrolide (CHEBI:25106)
wilformine (CHEBI:132386) is a pyridine alkaloid (CHEBI:26416)
wilformine (CHEBI:132386) is a sesquiterpene alkaloid (CHEBI:26657)
Synonyms  Source
EuonineKNApSAcK
(8alpha)-8-(Acetyloxy)-8-deoxoevonimineKNApSAcK
Manual XrefsDatabases
101335373PubChem Compound
C00013118KNApSAcK
FR2728466Patent
WO9113627Patent
Registry NumbersSources
Reaxys:5418533Reaxys
CAS:41758-69-4KNApSAcK
Citations