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Rosarin

From Wikipedia, the free encyclopedia
Rosarin
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
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]

References

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  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.