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MW 244.28 Da, Purity >98%. Topoisomerase I inhibitor. Inhibits topoisomerase I induced DNA cleavage. Induces apoptosis via a p53 independent mechanism. Shows antitumor, antiviral, antibacterial, antifungal and wound healing activities.

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Images

Chemical Structure - beta-Lapachone, Topoisomerase I inhibitor (AB141097), expandable thumbnail
  • Functional Studies - beta-Lapachone, Topoisomerase I inhibitor (AB141097), expandable thumbnail

Publications

Key facts

CAS number
132820-30-5
Purity
> 98%
Form
Solid
Molecular weight
244.28 Da
Molecular formula
C15H16O3
PubChem identifier
497540
Nature
Synthetic

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MW 244.28 Da, Purity >98%. Topoisomerase I inhibitor. Inhibits topoisomerase I induced DNA cleavage. Induces apoptosis via a p53 independent mechanism. Shows antitumor, antiviral, antibacterial, antifungal and wound healing activities.

Key facts

Purity
> 98%
PubChem identifier
497540
Solubility

Soluble in ethanol to 50 mM.

Soluble in DMSO to 100 mM.

Biochemical name
2,2-Dimethyl-3,4,4a,10b-tetrahydrobenzo[h]chromene-5,6-dione
Biological description

Topoisomerase I inhibitor. Inhibits topoisomerase I induced DNA cleavage. Induces apoptosis via a p53 independent mechanism. Shows antitumor, antiviral, antibacterial, antifungal and wound healing activities.

Canonical SMILES
CC1(CCC2C(O1)C3=CC=CC=C3C(=O)C2=O)C
InChI
InChI=1S/C15H16O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6,11,14H,7-8H2,1-2H3
InChIKey
FGGFBHJNRSCDBK-UHFFFAOYSA-N
IUPAC name
2,2-dimethyl-3,4,4a,10b-tetrahydrobenzo[h]chromene-5,6-dione

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
The product can be stored for up to 12 months

Product promise

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2 product images

  • Chemical Structure - beta-Lapachone, Topoisomerase I inhibitor (ab141097), expandable thumbnail

    Chemical Structure - beta-Lapachone, Topoisomerase I inhibitor (ab141097)

    2D chemical structure of ab141097, beta-Lapachone, Topoisomerase I inhibitor

  • Functional Studies - beta-Lapachone, Topoisomerase I inhibitor (ab141097), expandable thumbnail

    Functional Studies - beta-Lapachone, Topoisomerase I inhibitor (ab141097)

    ab18209 staining p21 in serum starved PC-3 cells treated with ß-lapachone (ab141097), by ICC/IF. Increase of p21 nuclear expression correlates with increased concentration of ß-lapachone, as described in literature.
    The cells were incubated at 37°C for 6 hours in media containing different concentrations of ab141097 (ß-lapachone) in DMSO, fixed with 100% methanol for 5 minutes at -20°C and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab18209 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 anti-rabbit polyclonal antibody (Goat Anti-Rabbit IgG H&L (DyLight® 488) preadsorbed ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

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