EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:70143 - robustaside E

ChEBI IDCHEBI:70143
ChEBI Namerobustaside E
Stars
DefinitionA 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.
Last Modified7 February 2018
DownloadsMolfile
FormulaC21H24O11
Net Charge0
Average Mass452.412
Monoisotopic Mass452.13186
SMILESO=C(/C=C/C1(O)C=CC(O)CC1=O)OC[C@H]1O[C@@H](Oc2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
InChIInChI=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
InChIKeyMJKRDLMPYUENAA-OANOARFOSA-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:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 E (CHEBI:70143) has role antimalarial (CHEBI:38068)
robustaside E (CHEBI:70143) has role metabolite (CHEBI:25212)
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)
robustaside E (CHEBI:70143) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
4-hydroxyphenyl 6-O-[(2E)-3-(1,4-dihydroxy-6-oxocyclohex-2-en-1-yl)prop-2-enoyl]-β-D-glucopyranoside
Registry NumbersSources
Reaxys:21220922Reaxys
Citations