Rosarin

Last updated
Rosarin
Rosarin.svg
Names
IUPAC name
(2E)-3-Phenylprop-2-en-1-yl α-L-arabinofuranosyl-(1→6)-β-D-glucopyranoside
Systematic IUPAC name
(2R,3S,4S,5R,6R)-2-({[(2R,3R,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-{[(2E)-3-phenylprop-2-en-1-yl]oxy}oxane-3,4,5-triol
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C20H28O10/c21-9-12-14(22)17(25)20(29-12)28-10-13-15(23)16(24)18(26)19(30-13)27-8-4-7-11-5-2-1-3-6-11/h1-7,12-26H,8-10H2/b7-4+/t12-,13+,14-,15+,16-,17+,18+,19+,20+/m0/s1
    Key: IEBFEMIXXHIISM-YZOUKVLTSA-N
  • InChI=1/C20H28O10/c21-9-12-14(22)17(25)20(29-12)28-10-13-15(23)16(24)18(26)19(30-13)27-8-4-7-11-5-2-1-3-6-11/h1-7,12-26H,8-10H2/b7-4+/t12-,13+,14-,15+,16-,17+,18+,19+,20+/m0/s1
    Key: IEBFEMIXXHIISM-YZOUKVLTBR
  • C1=CC=C(C=C1)/C=C/CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H](O3)CO)O)O)O)O)O
Properties
C20H28O10
Molar mass 428.434 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Rosarin is a cinnamyl alcohol glycoside isolated from Rhodiola rosea . [1]

Related Research Articles

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Salidroside (rhodioloside) is a glucoside of tyrosol found in the plant Rhodiola rosea. It has been studied, along with rosavin, as one of the potential compounds responsible for the putative antidepressant and anxiolytic actions of this plant. Salidroside may be more active than rosavin, even though many commercially marketed Rhodiola rosea extracts are standardized for rosavin content rather than salidroside.

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References

  1. Mudge, E.; Lopes-Lutz, D.; Brown, P. N.; Schieber, A. (2013). "Purification of Phenylalkanoids and monoterpene glycosides from Rhodiola rosea L. Roots by high-speed counter-current chromatography". Phytochemical Analysis. 24 (2): 129–134. doi:10.1002/pca.2391. PMID   22811209.