CHEBI:65429 - ardisianoside E

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ChEBI Name ardisianoside E
ChEBI ID CHEBI:65429
Definition A triterpenoid saponin that is (3β,16αα)-13,28-epoxyoleanane-3,16,30-triol with a β-D-Glcp-(1→2)-[β-D-Glcp-(1→4)]-α-L-Arap moiety attached to position 3 by a glycosidic linkage. It is isolated from Ardisia japonica and exhibits anticancer properties.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:69610
Supplier Information
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Formula C47H78O18
Net Charge 0
Average Mass 931.11140
Monoisotopic Mass 930.51882
InChI InChI=1S/C47H78O18/c1-41(2)25-7-11-44(5)26(8-12-47-27-15-42(3,20-50)13-14-46(27,21-60-47)28(51)16-45(44,47)6)43(25,4)10-9-29(41)64-40-37(65-39-36(58)34(56)31(53)23(18-49)62-39)32(54)24(19-59-40)63-38-35(57)33(55)30(52)22(17-48)61-38/h22-40,48-58H,7-21H2,1-6H3/t22-,23-,24+,25+,26-,27-,28-,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,42+,43+,44-,45+,46-,47+/m1/s1
InChIKey QMDCUVOUEVYVPH-CDLHYRBUSA-N
SMILES [H][C@@]1(CO[C@@]([H])(O[C@H]2CC[C@@]3(C)[C@@]([H])(CC[C@]4(C)[C@]3([H])CC[C@]35OC[C@@]6(CC[C@](C)(CO)C[C@@]36[H])[C@H](O)C[C@@]45C)C2(C)C)[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Ardisia japonica (NCBI:txid276775) Found in whole plant (BTO:0001461). See: PubMed
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 ardisianoside E (CHEBI:65429) has functional parent (3β,16α)-13,28-epoxyoleanane-3,16,30-triol (CHEBI:71262)
ardisianoside E (CHEBI:65429) has parent hydride oleanane (CHEBI:36481)
ardisianoside E (CHEBI:65429) has role antineoplastic agent (CHEBI:35610)
ardisianoside E (CHEBI:65429) has role plant metabolite (CHEBI:76924)
ardisianoside E (CHEBI:65429) is a bridged compound (CHEBI:35990)
ardisianoside E (CHEBI:65429) is a cyclic ether (CHEBI:37407)
ardisianoside E (CHEBI:65429) is a hexacyclic triterpenoid (CHEBI:70994)
ardisianoside E (CHEBI:65429) is a secondary alcohol (CHEBI:35681)
ardisianoside E (CHEBI:65429) is a trisaccharide derivative (CHEBI:63571)
ardisianoside E (CHEBI:65429) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
(3β,16α)-16,30-dihydroxy-13,28-epoxyoleanan-3-yl β-D-glucopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranoside
Registry Number Type Source
11058766 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17243725 PubMed citation Europe PMC
21928797 PubMed citation Europe PMC
Last Modified
20 January 2014