A xanthone with diverse biological activities
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9-Hydroxycalabaxanthone

Item No. 40277

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-buten-1-yl)-2H,6H-pyrano[3,2-b]xanthen-6-one
CAS Number
35349-68-9
Synonyms
  • 9-HCX
  • Mangostanin
  • Xanthone I
Molecular Formula
C24H24O6
Formula Weight
408.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
O=C1C2=C(C3=C(C=C2OC4=CC(O)=C(C(C/C=C(C)\C)=C14)OC)OC(C)(C)C=C3)O
InChi Code
InChI=1S/C24H24O6/c1-12(2)6-7-14-19-17(10-15(25)23(14)28-5)29-18-11-16-13(8-9-24(3,4)30-16)21(26)20(18)22(19)27/h6,8-11,25-26H,7H2,1-5H3
InChi Key
HQWHKELJHUFLGD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    $570

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    Product Description

    9-Hydroxycalabaxanthone is a xanthone that has been found in G. mangostana and has diverse biological activities.1,2,3,4,5 It inhibits phosphodiesterase 4D2 (PDE4D2) in a cell-free assay (IC50 = 420 nM).1 9-Hydroxycalabaxanthone is cytotoxic to HT-29 colon cancer cells (EC50 = 9.1 µM) and is active against P. gingivalis, S. mutans, S. aureus, S. epidermidis, S. pyogenes, and C. acnes.2,3 It is also active against chloroquine-sensitive and -resistant P. falciparum (median IC50s = 1.5 and 1.2 µM, respectively) and is synergistic with mefloquine (Item No. 23665) and artesunate (Item No. 11817).4 9-Hydroxycalabaxanthone (5-40 µM) protects against hydrogen peroxide-induced cytotoxicity in HaCaT keratinocytes.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liang, J., Huang, Y.-Y., Zhou, Q., et al. Discovery and optimization of α-mangostin derivatives as novel PDE4 inhibitors for the treatment of vascular dementia. J. Med. Chem. 63(6), 3370-3380 (2020).

    2. Han, A.-R., Kim, J.-A., Lantvit, D.D., et al. Cytotoxic xanthone constituents of the stem bark of Garcinia mangostana (mangosteen). J. Nat. Prod. 72(11), 2028-2031 (2009).

    3. Munar-Bestard, M., Rodríguez-Fernández, A., Ramis, J.M., et al. In vitro evaluation of mangostanin as an antimicrobial and biocompatible topical antiseptic for skin and oral tissues. ACS Pharmacol. Transl. Sci. 7(5), 1507-1517 (2024).

    4. Chaijaroenkul, W., and Na-Bangchang, K. The in vitro antimalarial interaction of 9-hydroxycalabaxanthone and α-mangostin with mefloquine/artesunate. Acta Parasitol. 60(1), 105-111 (2014).

    5. Abate, M., Pagano, C., Masullo, M., et al. Mangostanin, a xanthone derived from Garcinia mangostana fruit, exerts protective and reparative effects on oxidative damage in human keratinocytes. Pharmaceuticals (Basel) 15(1), 84 (2022).