An inhibitor of topoisomerase I and an active metabolite of irinotecan
Related Products
Labeled Version(s)
40133SN-38-d3
Metabolite(s)
35642SN-38 Glucuronide
Pro-drug Form(s)
14180Irinotecan (hydrochloride hydrate)
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SN-38

Item No. 15632

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S)-4,11-diethyl-4,9-dihydroxy-1H-pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
CAS Number
86639-52-3
Synonyms
  • 7-ethyl-10-hydroxy-20(S)-Camptothecin
  • 7-ethyl-10-Hydroxycamptothecin
  • NK 012
Molecular Formula
C22H20N2O5
Formula Weight
392.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.1 mg/mlDMSO: 2 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml
SMILES
O=C([C@]1(O)CC)OCC2=C1C=C(C(N=C(C=CC(O)=C3)C3=C4CC)=C4C5)N5C2=O
InChi Code
InChI=1S/C22H20N2O5/c1-3-12-13-7-11(25)5-6-17(13)23-19-14(12)9-24-18(19)8-16-15(20(24)26)10-29-21(27)22(16,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3/t22-/m0/s1
InChi Key
FJHBVJOVLFPMQE-QFIPXVFZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    50 mg

    $392

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    Product Description

    SN-38 is an inhibitor of topoisomerase I and an active metabolite of the prodrug irinotecan (Item No. 14180).1,2 It is formed from irinotecan by carboxylesterases.1 SN-38 (0.1, 1, and 10 µM) induces topoisomerase I-dependent DNA cleavage in a cell-free assay.2 It induces DNA single-strand breaks in HT-29 colorectal adenocarcinoma cells when used at a concentration of 200 nM and cytotoxicity in HT-29 cells (IC50 = 8.8 nM). SN-38 (100 mg/kg per day) reduces tumor volume without affecting body weight in an MX-1 breast cancer mouse xenograft model.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ma, M.K., and McLeod, H.L. Lessons learned from the irinotecan metabolic pathway. Curr. Med. Chem. 10(1), 41-49 (2003).

    2. Tanizawa, A., Fujimori, A., Fujimori, Y., et al. Comparison of topoisomerase I inhibition, DNA damage, and cytotoxicity of camptothecin derivatives presently in clinical trials. J. Natl. Cancer Inst. 86(11), 836-842 (1994).

    3. Kawato, Y., Furuta, T., Aonuma, M., et al. Antitumor activity of a camptothecin derivative, CPT-11, against human tumor xenografts in nude mice. Cancer Chemother. Pharmacol. 28(3), 192-198 (1991).