A fungal metabolite
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Viridicatol

Item No. 25206

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-4-(3-hydroxyphenyl)-2(1H)-quinolinone
CAS Number
14484-44-7
Molecular Formula
C15H11NO3
Formula Weight
253.3
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C1C(O)=C(C2=CC(O)=CC=C2)C3=CC=CC=C3N1
InChi Code
InChI=1S/C15H11NO3/c17-10-5-3-4-9(8-10)13-11-6-1-2-7-12(11)16-15(19)14(13)18/h1-8,17-18H,(H,16,19)
InChi Key
QIJIOTTYIGBOQA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $183

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    5 mg

    $634

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    Cayman Chemical
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    Product Description

    Viridicatol is a fungal metabolite that has been found in various Penicillium species as well as Phoma.1,2 It suppresses the expression of COX-2 and inducible nitric oxide synthase (iNOS) and inhibits production of nitric oxide and prostaglandin E2 (PGE2) in LPS-stimulated RAW 264.7 and BV2 cells.3 It also inhibits NF-κB DNA-binding activity, nuclear translocation of NF-κB p65 and p50 heterodimers, and blocks degradation of inhibitor of kappa B α (IκBα) in the cytoplasm of LPS-stimulated RAW 264.7 and BV2 cells. Viridicatol inhibits the growth of F. graminearum in a disc assay.2 It also inhibits protein tyrosine phosphatase 1B (PTB1B) in vitro (IC50 = 64 μM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Birkinshaw, J.H., Luckner, M., Mohammed, Y.S., et al. Studies in the biochemistry of micro-organisms. 114. Viridicatol and cyclopenol, metabolites of Penicillium viridicatum westling and Penicillium cyclopium westling. Biochem J. 89(2), 196-202 (1963).

    2. Mousa, W.K., Schwan, A.L., Davidson, J., et al. An endophytic fungus isolated from finger millet (Eleusine coracana) produces anti-fungal natural products. Front. Microbiol. 6:1157, (2015).

    3. Ko, W.G., Sohn, J.H., Kim, Y.-C., et al. Viridicatol from marine-derived fungal strain Penicillium sp. SF-5295 exerts anti-inflammatory effects through inhibiting NF-κB signaling pathway on lipopolysaccharide-induced RAW264.7 and BV2 cells. Nat. Prod. Sci. 21(4), 240-247 (2015).

    4. Sohn, J.H., Lee, Y.-R., Lee, D.-S., et al. PTP1B inhibitory secondary metabolites from marine-derived fungal strains Penicillium spp. and Eurotium sp. J. Microbiol. Biotechnol. 23(9), 1206-1211 (2013).