CHEBI:70143 - robustaside E

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ChEBI Name robustaside E
ChEBI ID CHEBI:70143
Definition A β-glucoside having 4-hydroxyphenoxy residue as the anomeric substituent and a [(2E)-3-(1,4-dihydroxy-6-oxocyclohex-2-en-1-yl)prop-2-enoyl]oxy residue at position 6. 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 C21H24O11
Net Charge 0
Average Mass 452.40870
Monoisotopic Mass 452.13186
InChI InChI=1S/C21H24O11/c22-11-1-3-13(4-2-11)31-20-19(28)18(27)17(26)14(32-20)10-30-16(25)6-8-21(29)7-5-12(23)9-15(21)24/h1-8,12,14,17-20,22-23,26-29H,9-10H2/b8-6+/t12?,14-,17-,18+,19-,20-,21?/m1/s1
InChIKey MJKRDLMPYUENAA-OANOARFOSA-N
SMILES OC1CC(=O)C(O)(C=C1)\C=C\C(=O)OC[C@H]1O[C@@H](Oc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
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 E (CHEBI:70143) has role antimalarial (CHEBI:38068)
robustaside E (CHEBI:70143) has role metabolite (CHEBI:25212)
robustaside E (CHEBI:70143) is a β-D-glucoside (CHEBI:22798)
robustaside E (CHEBI:70143) is a enoate ester (CHEBI:51702)
robustaside E (CHEBI:70143) is a monosaccharide derivative (CHEBI:63367)
robustaside E (CHEBI:70143) is a phenols (CHEBI:33853)
robustaside E (CHEBI:70143) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
4-hydroxyphenyl 6-O-[(2E)-3-(1,4-dihydroxy-6-oxocyclohex-2-en-1-yl)prop-2-enoyl]-β-D-glucopyranoside
Registry Number Type Source
21220922 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21155593 PubMed citation Europe PMC
Last Modified
07 February 2018