A lichen metabolite with diverse biological activities
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Sekikaic Acid

Item No. 13993

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxy-3-[(2-hydroxy-4-methoxy-6-propylbenzoyl)oxy]-4-methoxy-6-propyl-benzoic acid
CAS Number
607-11-4
Molecular Formula
C22H26O8
Formula Weight
418.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
COC1=CC(CCC)=C(C(OC2=C(OC)C=C(CCC)C(C(O)=O)=C2O)=O)C(O)=C1
InChi Code
InChI=1S/C22H26O8/c1-5-7-12-9-14(28-3)11-15(23)17(12)22(27)30-20-16(29-4)10-13(8-6-2)18(19(20)24)21(25)26/h9-11,23-24H,5-8H2,1-4H3,(H,25,26)
InChi Key
CPHXGYQLOSNELY-UHFFFAOYSA-N
Origin
Plant/Ramalina sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $255

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    Product Description

    Sekikaic acid is a phenolic lichen metabolite that has been found in H. obscurata and has diverse biological activities.1,2,3 It scavenges superoxide and DPPH (Item No. 14805) radicals in cell-free assays when used at a concentration of 0.5 µM.1 Sekikaic acid is active against the rg recombinant strain of respiratory syncytial virus (RSV; IC50 = 5.69 µg/ml).2 It inhibits the protein-protein interaction between mixed lineage leukemia 1 (MLL1) and the GACKIX domain of CREB-binding protein (CBP; IC50 = 34 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Thadhani, V.M., Choudhary, M.I., Ali, S., et al. Antioxidant activity of some lichen metabolites. Nat. Prod. Res. 25(19), 1827-1837 (2011).

    2. Lai, D., Odimegwu, D.C., Esimone, C., et al. Phenolic compounds with in vitro activity against respiratory syncytial virus from the Nigerian lichen Ramalina farinacea. Planta Med. 79(15), 1440-1446 (2013).

    3. Majmudar, C.Y., Højfeldt, J.W., Arevang, C.J., et al. Sekikaic acid and lobaric acid target a dynamic interface of the coactivator CBP/p300. Angew. Chem. Int. Ed. Engl. 51(45), 11258-11262 (2012).