A lichen metabolite with diverse biological activities
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Diffractaic Acid

Item No. 24208

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,4-dimethoxy-3,6-dimethyl-benzoic acid, 4-carboxy-3-hydroxy-2,5-dimethylphenyl ester
CAS Number
436-32-8
Synonyms
  • NSC 5901
  • NSC 685595
Molecular Formula
C20H22O7
Formula Weight
374.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C(O)C1=C(O)C(C)=C(OC(C2=C(OC)C(C)=C(OC)C=C2C)=O)C=C1C
InChi Code
InChI=1S/C20H22O7/c1-9-8-14(11(3)17(21)15(9)19(22)23)27-20(24)16-10(2)7-13(25-5)12(4)18(16)26-6/h7-8,21H,1-6H3,(H,22,23)
InChi Key
MIJKZXWOOXIEEU-UHFFFAOYSA-N
Origin
Fungus/Cladia sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $134

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    2.5 mg

    $498

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    Product Description

    Diffractaic acid is a lichen metabolite that has been found in P. magellanica and has diverse biological activities.1,2,3,4 It is cytotoxic to HCT116, HeLa, and MCF-7 cancer cells (IC50s = 42.2, 64.6, and 93.4 μM, respectively).1 Diffractaic acid inhibits growth of M. tuberculosis (MIC = 41.7 μM).2 In vivo, diffractaic acid (25-200 mg/kg) reduces neutrophil infiltration, lipid peroxidation, myeloperoxidase (MPx) activity, and the number of gastric lesions as well as reverses decreases in superoxide dismutase (SOD) and glutathione peroxidase (GPx) activities induced by indomethacin (Item No. 70270) in rat gastric mucosa.3 Diffractaic acid also has analgesic activity, reducing acetic acid-induced writhing and increasing the pressure pain threshold in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brisdelli, F., Perilli, M., Selitri, D., et al. Cytotoxic activity and antioxidant capacity of purified lichen metabolites: An in vitro study. Phytother. Res. 27(3), 431-437 (2013).

    2. Honda, K., Pavan, F.R., Coelho, R.G., et al. Antimycobacterial activity of lichen substances. Phytomedicine 17(5), 328-332 (2010).

    3. Bayir, Y., Odabasoglu, F., Cakir, A., et al. The inhibition of gastric mucosal lesion, oxidative stress and neutrophil-infiltration in rats by the lichen constituent diffractaic acid. Phytomedicine 13(8), 584-590 (2006).

    4. Okuyama, E., Umeyama, K., Yamazaki, M., et al. Usnic acid and diffractaic acid as analgesic and antipyretic components of Usnea diffracta. Planta Med. 61(2), 113-115 (1995).