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SML0336

Sigma-Aldrich

Rosavin

≥98% (HPLC)

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Synonym(s):
(2E)-3-Phenylprop-2-en-1-yl 6-O-α-L-arabinopyranosyl-β-D-glucopyranoside, (2R,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, (E)-3-Phenyl-2-propenyl 6-O-a-L-arabinopyranosyl-β-D-glucopyranoside, Rosavidin
Empirical Formula (Hill Notation):
C20H28O10
CAS Number:
84954-92-7
Molecular Weight:
428.43
MDL number:
MFCD03427685
UNSPSC Code:
12352200
PubChem Substance ID:
329825341
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -47 to -57° (C=1, MeOH CHCl3 (1:1))

color

white to beige

solubility

H2O: ≥5 mg/mL (warmed)

storage temp.

−20°C

SMILES string

O[C@H]1CO[C@@H](OC[C@H]2O[C@@H](OC\C=C\c3ccccc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O

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

InChI key

RINHYCZCUGCZAJ-IPXOVKFZSA-N

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Biochem/physiol Actions

Rosavin is a benzyl propylene based glycoside and is used in treating pulmonary fibrosis. Rosavin elicits inhibition of expression of tumor necrosis factor based apoptosis in Jurkat T cells.
Rosavin is a well-known glycoside antioxidant from Rhadiola rosea (Golden Root, or Arctic Root) that exhibits antidepressant, anxiolytic and adaptogenic properties.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Protective effects of Rosavin on bleomycin-induced pulmonary fibrosis via suppressing fibrotic and inflammatory signaling pathways in mice
Xin X, et al.
Biomedicine and Pharmacotherapy, 115, 108870-108870 (2019)
Assessing the quality and potential efficacy of commercial extracts of Rhodiola rosea L. by analyzing the salidroside and rosavin content and the electrophysiological activity in hippocampal long-term potentiation, a synaptic model of memory
Dimpfel W, et al.
Frontiers in Pharmacology, 9, 425-425 (2018)

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