A xanthone with diverse biological activities
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1,3,5,8-Tetrahydroxyxanthone

Item No. 46073

Technical Information
Formal Name
1,3,5,8-tetrahydroxy-9H-xanthen-9-one
CAS Number
2980-32-7
Synonyms
  • Desmethylbellidifolin
  • DMB
  • THX
  • Xan
Molecular Formula
C13H8O6
Formula Weight
Purity
≥98%
A solid
SMILES
O=C1C2=C(OC3=C1C(O)=CC=C3O)C=C(O)C=C2O
InChi Code
InChI=1S/C13H8O6/c14-5-3-8(17)10-9(4-5)19-13-7(16)2-1-6(15)11(13)12(10)18/h1-4,14-17H
InChi Key
MPXAWSABMVLIBU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    1,3,5,8-Tetrahydroxyxanthone (THX) is a xanthone that has been found in G. acuta that has diverse biological activities.1,2,3,4 It reduces PI3K, phosphorylated AKT, and phosphorylated mTOR levels in, and inhibits proliferation of, HT-29 and LoVo colorectal cancer cells (IC50s = 83.42 and 69.87 µM, respectively).1 THX decreases TNF-α, IL-6, inducible nitric oxide synthase (iNOS), and COX-2 levels in LPS-stimulated RAW 264.7 macrophages and reduces body weight loss, bloody stool, and diarrhea in a rat model of ulcerative colitis (UC).2 It inhibits α-glucosidase and aldose reductase 2 (IC50s = 5.2 and 0.09 µM, respectively) and prevents hydrogen peroxide-induced decreases in viability of INS-1 pancreatic β-cells.3 THX reduces plasma malondialdehyde (MDA) levels, lipid levels, and ketone bodies concentration and increases plasma glucose levels in a mouse model of ketosis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lu, M.-Q., Ruan, J.-Y., Li, H.-M., et al. Xanthones from Gentianella acuta (Michx.) hulten ameliorate colorectal carcinoma via the PI3K/Akt/mTOR signaling pathway. Int. J. Mol. Sci. 24(3), 2279 (2023).

    2. Ni, Y., Liu, M., Yu, H., et al. Desmethylbellidifolin from Gentianella acuta ameliorate TNBS-induced ulcerative colitis through antispasmodic effect and anti-inflammation. Front. Pharmacol. 10, 1104 (2019).

    3. Zheng, H.-H., Luo, C.-T., Chen, H., et al. Xanthones from Swertia mussotii as multitarget-directed antidiabetic agents. ChemMedChem 9(7), 1374-1377 (2014).

    4. Xiao, H.-B., Sun, Z.-L., and Zhou, N. 1,3,5,8-Tetrahydroxyxanthone regulates ANGPTL3-LPL pathway to lessen the ketosis in mice. Eur. J. Pharm. Sci. 46(1-2), 26-31 (2012).