Rosavin

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Rosavin
Rosavin.png
Names
IUPAC name
(2E)-3-Phenylprop-2-en-1-yl α-L-arabinopyranosyl-(1→6)-α-D-glucopyranoside
Preferred IUPAC name
(2S,3R,4S,5S,6R)-2-{[(2E)-3-Phenylprop-2-en-1-yl]oxy}-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxane-3,4,5-triol
Other names
Rosavin
Identifiers
  • 84954-92-7 checkY
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C20H28O10/c21-12-9-28-19(17(25)14(12)22)29-10-13-15(23)16(24)18(26)20(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 ☒N
    Key: RINHYCZCUGCZAJ-IPXOVKFZSA-N ☒N
  • InChI=1/C20H28O10/c21-12-9-28-19(17(25)14(12)22)29-10-13-15(23)16(24)18(26)20(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: RINHYCZCUGCZAJ-IPXOVKFZBN
  • O[C@H]3[C@H](OC[C@H]2O[C@@H](OC\C=C\c1ccccc1)[C@H](O)[C@@H](O)[C@@H]2O)OC[C@H](O)[C@@H]3O
Properties
C20H28O10
Molar mass 428.430
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N  (what is checkY☒N ?)
Infobox references

Rosavin is a cinnamyl alcohol glycoside found in the plant Rhodiola rosea. It is thought to be one of the compounds responsible for the antidepressant and anxiolytic actions of this plant, along with salidroside.[1][2]

References[]

  1. ^ Perfumi M, Mattioli L (January 2007). "Adaptogenic and central nervous system effects of single doses of 3% rosavin and 1% salidroside Rhodiola rosea L. extract in mice". Phytotherapy Research. 21 (1): 37–43. doi:10.1002/ptr.2013. PMID 17072830. S2CID 46232827.
  2. ^ Mattioli L, Funari C, Perfumi M (March 2009). "Effects of Rhodiola rosea L. extract on behavioural and physiological alterations induced by chronic mild stress in female rats". Journal of Psychopharmacology. 23 (2): 130–42. doi:10.1177/0269881108089872. PMID 18515456. S2CID 206489765.
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