CHEBI:70144 - robustaside F

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ChEBI Name robustaside F
ChEBI ID CHEBI:70144
Definition A β-D-glucoside in which the anomeric position is substituted by a 4-hydroxyphenoxy residue and the positions 2 and 6 are substituted by [(2Z)-3-(2-hydroxy-5-methoxyphenyl)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 C32H32O13
Net Charge 0
Average Mass 624.58870
Monoisotopic Mass 624.18429
InChI InChI=1S/C32H32O13/c1-40-22-9-11-24(34)18(15-22)3-13-27(36)42-17-26-29(38)30(39)31(32(44-26)43-21-7-5-20(33)6-8-21)45-28(37)14-4-19-16-23(41-2)10-12-25(19)35/h3-16,26,29-35,38-39H,17H2,1-2H3/b13-3-,14-4-/t26-,29-,30+,31-,32-/m1/s1
InChIKey VZMAYTGBKKDAOI-KNPJAZBNSA-N
SMILES COc1ccc(O)c(\C=C/C(=O)OC[C@H]2O[C@@H](Oc3ccc(O)cc3)[C@H](OC(=O)\C=C/c3cc(OC)ccc3O)[C@@H](O)[C@@H]2O)c1
Metabolite of Species Details
Grevillea (NCBI:txid83716) Found in leaf (BTO:0000713). Combined methanolic extract of freeze-dried, ground plant material See: PubMed
Grevillea (NCBI:txid83716) Found in twig (BTO:0001411). 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 F (CHEBI:70144) has role antimalarial (CHEBI:38068)
robustaside F (CHEBI:70144) has role metabolite (CHEBI:25212)
robustaside F (CHEBI:70144) is a β-D-glucoside (CHEBI:22798)
robustaside F (CHEBI:70144) is a aromatic ether (CHEBI:35618)
robustaside F (CHEBI:70144) is a enoate ester (CHEBI:51702)
robustaside F (CHEBI:70144) is a monosaccharide derivative (CHEBI:63367)
robustaside F (CHEBI:70144) is a polyphenol (CHEBI:26195)
IUPAC Name
4-hydroxyphenyl 2,6-bis-O-[(2Z)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enoyl]-β-D-glucopyranoside
Registry Number Type Source
21220924 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21155593 PubMed citation Europe PMC
Last Modified
26 July 2013