Rosavin

Rosavin

Names
IUPAC name (2E)-3-phenylprop-2-en-1-yl 6-O-α-L-arabinopyranosyl-α-D-glucopyranoside
Other names Rosavin; (2S,3R,4S,5S,6R)-2-[(E)-3-phenylprop-2-enoxy]-6-([(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl)oxane-3,4,5-triol
Identifiers
CAS Number	84954-92-7
ChEMBL	ChEMBL1083511
ChemSpider	7999634
Jmol interactive 3D	Image
PubChem	6440755
InChI 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 Key: RINHYCZCUGCZAJ-IPXOVKFZSA-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
SMILES 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
Chemical formula	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).
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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. Adaptogenic and central nervous system effects of single doses of 3% rosavin and 1% salidroside Rhodiola rosea L. extract in mice. Phytotherapy Research. 2007 Jan;21(1):37-43. doi:10.1002/ptr.2013 PMID 17072830
2. Mattioli L, Funari C, Perfumi M. Effects of Rhodiola rosea L. extract on behavioural and physiological alterations induced by chronic mild stress in female rats. Journal of Psychopharmacology. 2008 May 30. doi:10.1177/0269881108089872 PubMed