Jump to content

Syringin

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by DePiep (talk | contribs) at 14:03, 2 November 2015 (Chembox: unknown parameters: fix spelling, replace or remove. See also full parameter list (via AWB script)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Syringin
Names
IUPAC name
4-[(1E)-3-Hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenyl β-D-glucopyranoside
Other names
Eleutheroside B; Ilexanthin A; Ligustrin; Lilacin; Magnolenin; Methoxyconiferine; Sinapyl alcohol 4-O-glucoside; Siringin; Syringoside
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.120.487 Edit this at Wikidata
  • InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1
    Key: QJVXKWHHAMZTBY-GCPOEHJPSA-N
  • InChI=1/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1
    Key: QJVXKWHHAMZTBY-GCPOEHJPBY
  • O(c1c(OC)cc(/C=C/CO)cc1OC)[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)CO
Properties
C17H24O9
Molar mass 372.370 g·mol−1
Appearance White crystalline solid
Melting point 192 °C (378 °F; 465 K)[1]
Slightly soluble[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Syringin is a natural chemical compound first isolated from the bark of lilac (Syringa vulgaris) by Meillet in 1841.[1] It has since been found to be distributed widely throughout many types of plants. It is also called eleutheroside B, and is found in Eleutherococcus senticosus (Siberian ginseng). It is also found in dandelion coffee.

Chemically, it is the glucoside of sinapyl alcohol.

References

  1. ^ a b c Merck Index, 11th Edition, 8997

Template:Natural phenol-stub