A DNA topoisomerase I inhibitor
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Rubitecan

Item No. 28956

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S)-ethyl-4-hydroxy-10-nitro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
CAS Number
91421-42-0
Synonyms
  • 9-nitro-20(S)-Camptothecin
  • RFS 2000
Molecular Formula
C20H15N3O6
Formula Weight
393.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: Slightly soluble
λmax
221, 240, 318, 334, 377 nm
SMILES
O=C([C@]1(O)CC)OCC2=C1C=C(C(N=C(C=CC=C3[N+]([O-])=O)C3=C4)=C4C5)N5C2=O
InChi Code
InChI=1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,1H3/t20-/m0/s1
InChi Key
VHXNKPBCCMUMSW-FQEVSTJZSA-N
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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    5 mg

    $37

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    10 mg

    $54

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    25 mg

    $124

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    50 mg

    $209

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    Cayman Chemical
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    Product Description

    Rubitecan is a DNA topoisomerase I inhibitor.1,2 It inhibits DNA topoisomerase I and increases the fraction of supercoiled DNA in a cell-free assay in a concentration-dependent manner.1 Rubitecan inhibits the growth of A121 ovarian and H460 lung cancer cells (IC50s = 4 and 2 nM, respectively).3 It also inhibits the growth of doxorubicin-susceptible and -resistant MCF-7 breast cancer cells (IC50s = 2 and 3 nM, respectively). Rubitecan (4 mg/kg twice per week) reduces tumor growth in a U937 leukemia mouse xenograft model.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rubin, E., Pantazis, P., Bharti, A., et al. Identification of a mutant human topoisomerase I with intact catalytic activity and resistance to 9-nitro-camptothecin. The Journal of Biological Chemisty 269(4), 2433-2439 (1994).

    2. Hinz, H.R., Harris, N.J., Natelson, E.A., et al. Pharmacokinetics of the in vivo and in vitro conversion of 9-nitro-20(S)-camptothecin to 9-amino-20(S)-camptothecin in humans, dogs, and mice. Cancer Res. 54(12), 3096-3100 (1994).

    3. Bernacki, R.J., Pera, P., Gambacorta, P., et al. In vitro antitumor activity of 9-nitro-camptothecin as a single agent and in combination with other antitumor drugs. Ann. N. Y. Acad. Sci. 922, 293-297 (2000).

    4. Pantazis, P., Mendoza, J.T., Early, J.A., et al. 9-Nitro-camptothecin delays growth of U-937 leukemia tumors in nude mice and is cytotoxic or cytostatic for human myelomonocytic leukemia lines in vitro. Eur. J. Haematol. 50(2), 81-89 (1993).