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(+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside

Go to external page http://purl.obolibrary.org/obo/CHEBI_66605

A lignan that consists of (+)-lyoniresinol attached to two beta-D-glucopyranosyl units at positions 4 and 4' via glycosidic linkages. Isolated from Indigofera heterantha, it exhibits inhibitory activity against lipoxygenase.

Term info

Label

(+)-lyoniresinol 4,4'-bis-O-beta-D-glucopyranoside

Synonyms
  • 4-[(1S,2R,3R)-7-(beta-D-glucopyranosyloxy)-2,3-bis(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside
database cross reference
Subsets

3_STAR

IUPAC NAME
4-[(1S,2R,3R)-7-(beta-D-glucopyranosyloxy)-2,3-bis(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside [ IUPAC ]

charge

0

formula

C34H48O18

has obo namespace

chebi_ontology

id

CHEBI:66605

inchi

InChI=1S/C34H48O18/c1-45-17-7-14(8-18(46-2)30(17)51-33-28(43)26(41)24(39)20(11-37)49-33)22-16(10-36)15(9-35)5-13-6-19(47-3)31(32(48-4)23(13)22)52-34-29(44)27(42)25(40)21(12-38)50-34/h6-8,15-16,20-22,24-29,33-44H,5,9-12H2,1-4H3/t15-,16-,20+,21+,22+,24+,25+,26-,27-,28+,29+,33-,34-/m0/s1

inchikey

WDBFWRZVSDUFTE-AUWKFTQZSA-N

mass

744.73410

monoisotopicmass

744.28406

smiles

COc1cc(cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@@H]1[C@@H](CO)[C@H](CO)Cc2cc(OC)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(OC)c12