robustaside D
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http://purl.obolibrary.org/obo/CHEBI_70146
A beta-D-glucoside in which the anomeric position is substituted by a 4-hydroxyphenoxy residue and at position 6 by [(2E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]oxy residue. Isolated from Grevillea, it exhibits antimalarial activity.
Term info
Label
robustaside D
Synonyms
- 4-hydroxyphenyl 6-O-[(2E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]-beta-D-glucopyranoside
Subsets
3_STAR
IUPAC NAME
4-hydroxyphenyl 6-O-[(2E)-3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoyl]-beta-D-glucopyranoside
[
IUPAC
]
charge
0
formula
C21H22O10
has obo namespace
chebi_ontology
id
CHEBI:70146
inchi
InChI=1S/C21H22O10/c22-12-1-3-14(4-2-12)30-20-19(27)18(26)17(25)15(31-20)11-29-16(24)7-10-21(28)8-5-13(23)6-9-21/h1-10,15,17-20,22,25-28H,11H2/b10-7+/t15-,17-,18+,19-,20-/m1/s1
inchikey
KQIQKULTIAJZKL-VHFDLOJPSA-N
mass
434.39340
monoisotopicmass
434.12130
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](O)[C@H]1O
Term relations
Subclass of:
- enoate ester
- beta-D-glucoside
- cyclic ketone
- monosaccharide derivative
- phenols
- has role some metabolite
- has role some antimalarial