Rosarin
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
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
C 20 H 28 O 10
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).
Chemical compound
Rosarin is a cinnamyl alcohol glycoside isolated from Rhodiola rosea .[ 1]
References
^ 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 .