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CHEBI:70145 - robustaside G

ChEBI IDCHEBI:70145
ChEBI Namerobustaside G
Stars
DefinitionA β-D-glucoside in which the anomeric position is substituted by a 4-hydroxyphenoxy residue and the positions 2 and 6 by [(2E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]oxy residues. Isolated from Grevillea, it exhibits antimalarial activity.
Last Modified26 July 2013
DownloadsMolfile
FormulaC30H28O13
Net Charge0
Average Mass596.541
Monoisotopic Mass596.15299
SMILESO=C1C=CC(O)(/C=C/C(=O)OC[C@H]2O[C@@H](Oc3ccc(O)cc3)[C@H](OC(=O)/C=C/C3(O)C=CC(=O)C=C3)[C@@H](O)[C@@H]2O)C=C1
InChIInChI=1S/C30H28O13/c31-18-1-3-21(4-2-18)41-28-27(43-24(35)10-16-30(39)13-7-20(33)8-14-30)26(37)25(36)22(42-28)17-40-23(34)9-15-29(38)11-5-19(32)6-12-29/h1-16,22,25-28,31,36-39H,17H2/b15-9+,16-10+/t22-,25-,26+,27-,28-/m1/s1
InChIKeyDKNCSDJNWFKXEC-GEQWPRKQSA-N
Species of MetaboliteComponentSourceComments
Grevillea (ncbitaxon:83716)
twig (BTO:0001411) PubMed (21155593) Combined methanolic extract of freeze-dried, ground plant material
leaf (BTO:0000713) PubMed (21155593) Combined methanolic extract of freeze-dried, ground plant material
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
ChEBI Ontology
Outgoing Relation(s)
robustaside G (CHEBI:70145) has role antimalarial (CHEBI:38068)
robustaside G (CHEBI:70145) has role metabolite (CHEBI:25212)
robustaside G (CHEBI:70145) is a cyclic ketone (CHEBI:3992)
robustaside G (CHEBI:70145) is a enoate ester (CHEBI:51702)
robustaside G (CHEBI:70145) is a monosaccharide derivative (CHEBI:63367)
robustaside G (CHEBI:70145) is a phenols (CHEBI:33853)
robustaside G (CHEBI:70145) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
4-hydroxyphenyl 2,6-bis-O-[(2E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]-β-D-glucopyranoside
Registry NumbersSources
Reaxys:21220923Reaxys
Citations