A flavonoid with diverse biological activities
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Didymin

Item No. 25197

Technical Information
Formal Name
7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
2418540-64-2
Molecular Formula
C28H34O14
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 5 mg/mlEthanol: 0.1 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
214, 224, 282 nm
SMILES
O=C1C2=C(C=C(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]4[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O4)O3)C=C2O)OC(C5=CC=C(OC)C=C5)C1
InChi Code
InChI=1S/C28H34O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-14-7-15(29)20-16(30)9-17(41-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-29,31-36H,9-10H2,1-2H3/t11-,17?,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
InChi Key
RMCRQBAILCLJGU-SMCKTMTRSA-N
Origin
Plant/Clinopodii herba
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Didymin is a flavonoid that has been found in citrus fruits with diverse biological activities.1,2,3 It reduces hydrogen peroxide-induced production of reactive oxygen species (ROS) and cell death and increases superoxide dismutase (SOD), glutathione peroxidase (GPx), and catalase (CAT) activity in SH-SY5Y cells differentiated into a neuronal phenotype.1 Didymin reduces survival of A549 and H460 lung cancer cells in a concentration-dependent manner via induction of cell cycle arrest at the G0/G1 phase and Fas-mediated apoptosis.2 In vivo, didymin (6 mg/kg) inhibits tumor growth in an A549 mouse xenograft model. It also reduces hepatic collagen deposition, the number of hepatic lesions, and serum levels of alanine aminotransferase (ALT), aspartate aminotransferase (AST), and TNF-α in a rat model of CCL4-induced hepatic fibrosis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morelli, S., Piscioneri, A., Salerno, S., et alNeuroprotective effect of didymin on hydrogen peroxide-induced injury in the neuronal membrane system. Cells Tissues Organs 199(2-3), 184-200 (2014).

    2. Hung, J.-Y., Hsu, Y.-L., Ko, Y.-C., et alDidymin, a dietary flavonoid glycoside from citrus fruits, induces Fas-mediated apoptotic pathway in human non-small-cell lung cancer cells in vitro and in vivo. Lung Cancer 68(3), 366-374 (2010).

    3. Lin, X., Bai, F., Nie, J., et alDidymin alleviates hepatic fibrosis through inhibiting ERK and PI3K/Akt pathways via regulation of Raf kinase inhibitor protein. Cell Physiol. Biochem. 40(6), 1422-1432 (2016).