CHEBI:70145 - robustaside G

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ChEBI Name robustaside G
ChEBI ID CHEBI:70145
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H28O13
Net Charge 0
Average Mass 596.53550
Monoisotopic Mass 596.15299
InChI InChI=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
InChIKey DKNCSDJNWFKXEC-GEQWPRKQSA-N
SMILES O[C@@H]1[C@@H](COC(=O)\C=C\C2(O)C=CC(=O)C=C2)O[C@@H](Oc2ccc(O)cc2)[C@H](OC(=O)\C=C\C2(O)C=CC(=O)C=C2)[C@H]1O
Metabolite of Species Details
Grevillea (NCBI:txid83716) Found in twig (BTO:0001411). Combined methanolic extract of freeze-dried, ground plant material See: PubMed
Grevillea (NCBI:txid83716) Found in leaf (BTO:0000713). Combined methanolic extract of freeze-dried, ground plant material See: PubMed
Roles Classification
Biological Role(s): 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(s): 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.
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ChEBI Ontology
Outgoing robustaside G (CHEBI:70145) has role antimalarial (CHEBI:38068)
robustaside G (CHEBI:70145) has role metabolite (CHEBI:25212)
robustaside G (CHEBI:70145) is a β-D-glucoside (CHEBI:22798)
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)
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 Number Type Source
21220923 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21155593 PubMed citation Europe PMC
Last Modified
26 July 2013