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M  END
> <ID>
CHEBI:8824

> <NAME>
trans-rhaponticin

> <DEFINITION>
A rhaponticin in which the double bond adopts a trans-configuration. It possesses a range of pharmacological activities including antitumour, antiinflammatory, antilipemic and neuroprotective activities.

> <STAR>
3

> <SYNONYM>
rhapontin; rhaponticine; rhaponticin; rhaponticin; ponticin; (E)-rhaponticin; (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; (2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <IUPAC_NAME>
3-hydroxy-5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]phenyl beta-D-glucopyranoside

> <FORMULA>
C21H24O9

> <MASS>
420.414

> <MONOISOTOPIC_MASS>
420.14203

> <CHARGE>
0

> <SMILES>
COC1=CC=C(\C=C\C2=CC(O)=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)C=C1O

> <INCHI>
InChI=1S/C21H24O9/c1-28-16-5-4-11(8-15(16)24)2-3-12-6-13(23)9-14(7-12)29-21-20(27)19(26)18(25)17(10-22)30-21/h2-9,17-27H,10H2,1H3/b3-2+/t17-,18-,19+,20-,21-/m1/s1

> <INCHIKEY>
GKAJCVFOJGXVIA-DXKBKAGUSA-N

> <CAS_REGISTRY_NUMBER>
155-58-8

> <CHEMIDPLUS>
155-58-8

> <KEGG_COMPOUND_ACCESSION>
C10288

> <KNAPSACK_ACCESSION>
C00002904

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMPK13090002

> <WIKIPEDIA_ACCESSION>
Rhaponticin

> <AGRICOLA_CITATION>
IND44126010

> <PUBMED_CITATION>
19235684; 21782194; 22121779; 22452262; 23220535; 23364836; 23421127; 24362821; 25127020; 26598549; 27930969; 28364627; 30015877; 30666906; 31095470; 31108853; 32662907; 32926752; 33088192; 33494167; 33605003; 33770502; 7362262

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