An isoflavone glycoside with diverse biological activities
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Isomer(s)
34744Swertisin
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Calycosin 7-O-β-D-Glucoside

Item No. 25095

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-(β-D-glucopyranosyloxy)-3-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
20633-67-4
Molecular Formula
C22H22O10
Formula Weight
446.4
Purity
≥98%
Formulation (Request formulation change)
A lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml
λmax
221, 261 nm
SMILES
O=C1C2=CC=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C=C2OC=C1C4=CC(O)=C(OC)C=C4
InChi Code
InChI=1S/C22H22O10/c1-29-15-5-2-10(6-14(15)24)13-9-30-16-7-11(3-4-12(16)18(13)25)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
InChi Key
WACBUPFEGWUGPB-MIUGBVLSSA-N
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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    1 mg

    $41

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    5 mg

    $178

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    10 mg

    $312

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    25 mg

    $680

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    Product Description

    Calycosin 7-O-β-D-glucoside is an isoflavone glycoside that has been isolated from A. mongholicus and A. membranaceus and has antioxidant, anti-inflammatory, and neuroprotective biological activities.1,2,3 It scavenges 34.5% of generated 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals compared to a vehicle control when used at a concentration of 100 μg/ml in a cell-free assay.1 Calycosin 7-O-β-D-glucoside (10 μg/ml) inhibits cytotoxicity, intracellular reactive oxygen species (ROS) production, and cytoskeletal defects induced by LPS in human umbilical vein endothelial cells (HUVECs).2 In vivo, calycosin 7-O-β-D-glucoside (26.8 mg/kg) reduces brain infarct volume in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, D.-H., Bao, Y.-M., Wei, C.-L., et al. Studies of chemical constituents and their antioxidant activities from Astragalus mongholicus Bunge. Biomed. Environ. Sci. 18(5), 297-301 (2005).

    2. Jiang, Y.-H., Sun, W., Li, W., et al. Calycosin-7-O-β-D-glucoside promotes oxidative stress-induced cytoskeleton reorganization through integrin-linked kinase signaling pathway in vascular endothelial cells. BMC Complement. Altern. Med. 15:315, (2015).

    3. Fu, S., Gu, Y., Jiang, J.-Q., et al. Calycosin-7-O-β-D-glucoside regulates nitric oxide /caveolin-1/matrix metalloproteinases pathway and protects blood-brain barrier integrity in experimental cerebral ischemia-reperfusion injury. J. Ethnopharmacol. 155(1), 692-701 (2014).