A diglycoside with diverse biological activities
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Isomer(s)
35214Rosarin
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Rosavin

Item No. 39839

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-3-phenyl-2-propen-1-yl 6-O-α-L-arabinopyranosyl-β-D-glucopyranoside
CAS Number
84954-92-7
Molecular Formula
C20H28O10
Formula Weight
428.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Soluble
SMILES
O[C@H]([C@H]([C@H](CO1)O)O)[C@@H]1OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC/C=C/C3=CC=CC=C3)O)O)O
InChi Code
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
Origin
Plant/Rhodiola rosea
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $94

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    10 mg

    $150

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    25 mg

    $281

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    50 mg

    $468

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    Cayman Chemical
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    Product Description

    Rosavin is a diglycoside that has been found in R. rosea and has diverse biological activities.1,2,3,4 It scavenges DPPH (Item No. 14805) radicals in a cell-free assay (IC50 = 5.86 µg/ml).1 Rosavin (5-100 µM) inhibits the proliferation of NCI H69, NCI H526, and NCI H446 small cell lung cancer (SCLC) cells.2 It induces apoptosis and cell cycle arrest at the G0/G1 phase in the same cells. It inhibits the growth of Jurkat T cells induced by concanavalin A (Item No. 14951) or anti-CD3 and anti-CD28 antibodies (IC50s = 80 and 74 µM, respectively) and reduces TRAIL levels in isolated mouse splenic T cells when used at concentrations of 0.5, 5, and 50 µM.3 Rosavin (100 mg/kg) reduces ferroptosis-related mitochondrial changes and increased levels of 4-hydroxy nonenal (4-HNE; Item No. 32100) and malondialdehyde (MDA) in type II alveolar epithelial cells, as well as reduces lung tissue iron levels, in a rat model of lung injury induced by intratracheal administration of fine particulate matter with a diameter of less than 2.5 µm (PM2.5).4 It also reduces PM2.5-induced increases in a lung injury score and TNF-α and IL-1β levels in bronchoalveolar lavage fluid (BALF) in the same model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhong, L., Peng, L., Fu, J., et al. Phytochemical, antibacterial and antioxidant activity evaluation of Rhodiola crenulata. Molecules 25(16), 3664 (2020).

    2. Liu, R., Jiang, C., Zhao, Z., et al. Rosavin exerts an antitumor role and inactivates the MAPK/ERK pathway in small-cell lung carcinoma in vitro. Acta Pharm. 73(2), 269-280 (2023).

    3. Marchev, A.S., Dimitrova, P., Koycheva, I.K., et al. Altered expression of TRAIL on mouse T cells via ERK phosphorylation by Rhodiola rosea L. and its marker compounds. Food Chem. Toxicol. 108(Pt B), 419-428 (2017).

    4. Wang, Y., Zhao, S., Jia, N., et al. Pretreatment with rosavin attenuates PM2.5-induced lung injury in rats through antiferroptosis via PI3K/Akt/Nrf2 signaling pathway. Phytother. Res. 37(1), 195-210 (2023).