A fungal metabolite with antibacterial properties
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Terphenyllin

Item No. 23480

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3',6'-dimethoxy-[1,1':4',1''-terphenyl]-2',4,4''-triol
CAS Number
52452-60-5
Synonyms
  • NSC 299114
Molecular Formula
C20H18O5
Formula Weight
338.4
Purity
≥85%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC1=CC=C(C2=C(OC)C(O)=C(C3=CC=C(O)C=C3)C(OC)=C2)C=C1
InChi Code
InChI=1S/C20H18O5/c1-24-17-11-16(12-3-7-14(21)8-4-12)20(25-2)19(23)18(17)13-5-9-15(22)10-6-13/h3-11,21-23H,1-2H3
InChi Key
YNEMPXKRLPZFAX-UHFFFAOYSA-N
Origin
Fungus/Aspergillus candidus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $267

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    5 mg

    $997

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    Product Description

    Terphenyllin is a flavonoid metabolite originally isolated from A. candidus that has antibacterial and cytotoxic properties.1,2 It is active against methicillin-resistant S. aureus 1 (MRSA-1), MRSA-2, and V. vulnificus (MICs = 31.27-31.47 µg/ml) and cytotoxic to HeLa, A549, and HepG2 cells (IC50s = 18.87, 12.33, and 21.2 µM, respectively).2 Terphenyllin inhibits HIV-1 integrase in coupled and strand transfer assays with IC50 values of 17.7 µM and 47.7 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marchelli, R., and Vining, L.C. Terphenyllin, a novel p-terphenyl metabolite from aspergillus candidus. J. Antibiot. (Tokyo) 28(4), 328-331 (1975).

    2. Wang, W., Liao, Y., Tang, C., et al. Cytotoxic and antibacterial compounds from the coral-derived fungus Aspergillus tritici SP2-8-1. Mar. Drugs 15(11), E348 (2017).

    3. Singh, S.B., Jayasuriya, H., Dewey, R., et al. Isolation, structure, and HIV-1-integrase inhibitory activity of structurally diverse fungal metabolites. J. Ind. Microbiol. Biotechnol. 30(12), 721-731 (2003).