An ellagitannin with diverse biological activities
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Thonningianin A

Item No. 44802

Technical Information
Formal Name
1-[4-[[4,6-O-[[(1S)-4,4′,5,5′,6,6′-hexahydroxy[1,1′-biphenyl]-2,2′-diyl]dicarbonyl]-3-O-(3,4,5-trihydroxybenzoyl)-β-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-phenyl-1-propanone
CAS Number
271579-11-4
Molecular Formula
C42H34O21
Formula Weight
Purity
≥95%
A solid
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(C1=C(O)C=C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](COC3=O)O2)OC(C4=CC(O)=C(O)C(O)=C4C5=C(O)C(O)=C(O)C=C53)=O)OC(C6=CC(O)=C(O)C(O)=C6)=O)O)C=C1O)CCC7=CC=CC=C7
InChi Code
InChI=1S/C42H34O21/c43-20(7-6-15-4-2-1-3-5-15)30-21(44)10-17(11-22(30)45)60-42-36(55)38(63-39(56)16-8-23(46)31(50)24(47)9-16)37-27(61-42)14-59-40(57)18-12-25(48)32(51)34(53)28(18)29-19(41(58)62-37)13-26(49)33(52)35(29)54/h1-5,8-13,27,36-38,42,44-55H,6-7,14H2/t27-,36-,37-,38-,42-/m1/s1
InChi Key
XQVKQEFQGYTUAR-VHBRHXFYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Thonningianin A is an ellagitannin originally isolated from T. sanguinea that has diverse biological activities.1,2,3 It reduces lipid peroxidation and reactive oxygen species (ROS) formation and prevents reductions in glutathione peroxidase 4 (GPX4) activity, nuclear factor erythroid 2-related factor 2 (Nrf2) nuclear translocation, and cell viability in PC12 cells induced by RSL-3 (Item No. 19288), a ferroptosis inducer.1 In vivo, thonningianin A reduces amyloid-β (Aβ) and phosphorylated tau protein levels and inhibits neuronal death and glial activation in a 3xTg mouse model of Alzheimer's disease.2 It is also active against the fungus C. albicans (MIC = 1 µg/ml).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yong, Y., Yan, L., Wei, J., et alA novel ferroptosis inhibitor, Thonningianin A, improves Alzheimer’s disease by activating GPX4. Theranostics 14(16), 6161-6184 (2024).

    2. Yu, L., Wang, H., Yao, Q., et alThonningianin A from Penthorum chinense Pursh as a targeted inhibitor of Alzheimer’s disease-related β-amyloid and Tau proteins. Phytother. Res. 38(9), 4815-4831 (2024).

    3. Wang, H.L., H., Liu, Z., Zhu, Z., et alActivity of thonningianin A against Candida albicans in vitro and in vivo. Appl. Microbiol. Biotechnol. 108(1), 96 (2024).