CHEBI:69611 - lysikokianoside 1

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ChEBI Name lysikokianoside 1
ChEBI ID CHEBI:69611
Definition A triterpenoid saponin that is (3β,16α)-13,28-epoxyoleanane-3,16-diol attached to a tetrasaccharide residue at position 3 via a glycosidic linkage. Isolated from aerial parts of Lysimachia clethroides, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C52H86O21
Net Charge 0
Average Mass 1047.22660
Monoisotopic Mass 1046.56616
InChI InChI=1S/C52H86O21/c1-46(2)14-15-51-22-67-52(29(51)16-46)13-9-28-48(5)11-10-31(47(3,4)27(48)8-12-49(28,6)50(52,7)17-30(51)56)71-44-40(73-43-39(64)36(61)33(58)24(18-53)68-43)35(60)26(21-66-44)70-45-41(37(62)34(59)25(19-54)69-45)72-42-38(63)32(57)23(55)20-65-42/h23-45,53-64H,8-22H2,1-7H3/t23-,24-,25-,26+,27+,28-,29-,30-,31+,32+,33-,34-,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,48+,49-,50+,51-,52+/m1/s1
InChIKey GQENXAKENMICMF-UXYUNAJASA-N
SMILES CC1(C)CC[C@]23CO[C@@]4(CC[C@@H]5[C@@]6(C)CC[C@H](O[C@@H]7OC[C@H](O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O[C@@H]8OC[C@@H](O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)C(C)(C)[C@@H]6CC[C@@]5(C)[C@]4(C)C[C@H]2O)[C@@H]3C1
Metabolite of Species Details
Lysimachia clethroides (NCBI:txid167892) Found in aerial part (BTO:0001658). Air-dried, powdered aerial parts were extracted with 70% aqueous ethyl alcohol. 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 saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lysikokianoside 1 (CHEBI:69611) has role antineoplastic agent (CHEBI:35610)
lysikokianoside 1 (CHEBI:69611) has role plant metabolite (CHEBI:76924)
lysikokianoside 1 (CHEBI:69611) is a cyclic ether (CHEBI:37407)
lysikokianoside 1 (CHEBI:69611) is a hexacyclic triterpenoid (CHEBI:70994)
lysikokianoside 1 (CHEBI:69611) is a secondary alcohol (CHEBI:35681)
lysikokianoside 1 (CHEBI:69611) is a tetrasaccharide derivative (CHEBI:63567)
lysikokianoside 1 (CHEBI:69611) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(3β,16α)-16-hydroxy-13,28-epoxyoleanan-3-yl β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside
Synonym Source
3β-O-{β-D-xylopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4)-{O-β-D-glucopyranosyl-(1→2)}-α-L-arabinopyranosyl}-16α-hydroxy-13β,28-epoxy oleanane ChEBI
Registry Number Type Source
5714226 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18335347 PubMed citation Europe PMC
21928797 PubMed citation Europe PMC
Last Modified
20 January 2014