A cytotoxic Streptomyces metabolite
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UK 1

Item No. 20139

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2'-(2-hydroxyphenyl)-[2,4'-bibenzoxazole]-4-carboxylic acid, methyl ester
CAS Number
151271-53-3
Molecular Formula
C22H14N2O5
Formula Weight
386.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: soluble
SMILES
OC(C=CC=C1)=C1C2=NC3=C(C=CC=C3C4=NC5=C(C=CC=C5C(OC)=O)O4)O2
InChi Code
InChI=1S/C22H14N2O5/c1-27-22(26)14-8-5-11-17-19(14)24-21(29-17)13-7-4-10-16-18(13)23-20(28-16)12-6-2-3-9-15(12)25/h2-11,25H,1H3
InChi Key
NGKIDJMAXLRJRL-UHFFFAOYSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $252

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    5 mg

    $1,197

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    Product Description

    UK 1 is a metabolite from Streptomyces sp. 517-02 that demonstrates cytotoxic activity against various cancer cell lines, though it does not have antibacterial effects.1 It has been shown to inhibit topoisomerase II and also to inhibit hepatitis C viral replication.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ueki, M., Ueno, K., Miyadoh, S., et al. UK-1, a novel cytotoxic metabolite from Streptomyces sp. 517-02. I. Taxonomy, fermentation, isolation, physico-chemical and biological properties. J. Antibiot. (Tokyo) 46(7), 1089-1094 (1993).

    2. Reynolds, M.B., DeLuca, M.R., and Kerwin, S.M. The novel Bis(benzoxazole) Cytotoxic natural product UK-1 is a magnesium ion-dependent DNA binding agent and inhibitor of human topoisomerase II. Bioorg. Chem. 27(4), 326-337 (1999).

    3. Ward, D.N., Talley, D.C., Tavag, M., et al. UK-1 and structural analogs are potent inhibitors of hepatitis C virus replication. Bioorg. Med. Chem. Lett. 24(2), 609-612 (2014).