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CHEBI:65429 - ardisianoside E

Default Structure
ChEBI IDCHEBI:65429
ChEBI Nameardisianoside E
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:69610
Last Modified20 January 2014
DownloadsMolfile
FormulaC47H78O18
Net Charge0
Average Mass931.123
Monoisotopic Mass930.51882
SMILES[H][C@@]1(O[C@@H]2[C@@H](O)[C@@]([H])(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CO[C@@]2([H])O[C@H]2CC[C@]3(C)[C@@]4([H])CC[C@]56OC[C@@]7(CC[C@](C)(CO)C[C@]75[H])[C@H](O)C[C@@]6(C)[C@]4(C)CC[C@@]3([H])C2(C)C)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=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
InChIKeyQMDCUVOUEVYVPH-CDLHYRBUSA-N
Species of MetaboliteComponentSourceComments
Ardisia japonica (ncbitaxon:276775) whole plant (BTO:0001461) PubMed (17243725)
Lysimachia clethroides (ncbitaxon:167892) aerial part (BTO:0001658) PubMed (21928797) Air-dried, powdered aerial parts were extracted with 70% aqueous ethyl alcohol.
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:11058766Reaxys
Citations