SN 38

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Cat.No. 2684 - SN 38 | C22H20N2O5 | CAS No. 86639-52-3
Description: DNA topoisomerase I inhibitor; antitumor
Alternative Names: 7-Ethyl-10-hydroxycamptothecin
Chemical Name: (4S)-4,11-Diethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)dione
Purity: ≥98% (HPLC)
Datasheet
Citations (6)
Reviews
Literature

Biological Activity

Active metabolite of CPT-11 (Cat. No. 2688) that inhibits DNA topoisomerase I (IC50 values are 0.74 and 1.9 μM in P388 and Ehrlich cells respectively). Inhibits DNA and RNA synthesis (IC50 values are 0.077 and 1.3 μM respectively) but does not affect protein synthesis. Displays potent antitumor activity against a range of human tumor cell lines (IC50 values are 3.3, 13, 19 and 22 nM for HCT-116, BEL-7402, HL60 and HELA cells respectively).

Compound Libraries

SN 38 is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 392.4
Formula C22H20N2O5
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 86639-52-3
PubChem ID 104842
InChI Key FJHBVJOVLFPMQE-QFIPXVFZSA-N
Smiles OC1=CC=C(N=C(C(N3C4)=CC([C@](CC)(O)C(OC5)=O)=C5C3=O)C4=C2CC)C2=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 39.24 100

Preparing Stock Solutions

The following data is based on the product molecular weight 392.4. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.55 mL 12.74 mL 25.48 mL
5 mM 0.51 mL 2.55 mL 5.1 mL
10 mM 0.25 mL 1.27 mL 2.55 mL
50 mM 0.05 mL 0.25 mL 0.51 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the biological activity of the product.

Kawato et al (1991) Intracellular roles of SN-38, a metabolite of the camptothecin derivative CPT-11, in the antitumor effect of CPT-11. Cancer Res. 51 4187 PMID: 1651156

Gao et al (2005) Synthesis and antitumor activity of the hexacyclic camptothecin derivatives. Bioorg.Med.Chem.Lett. 15 3233 PMID: 15913996

Koizumi et al (2006) Novel SN-38-incorporating ploymeric micelles, NK012, eradicate vascular endothelial growth factor-secreting bulky tumors. Cancer Res. 66 10048 PMID: 17047068


If you know of a relevant reference for SN 38, please let us know.

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Keywords: SN 38, SN 38 supplier, DNA, topoisomerase, I, inhibitors, inhibits, antitumor, Isomerases, SN38, chemotherapeutics, 7-Ethyl-10-hydroxycamptothecin, Topoisomerase, 2684, Tocris Bioscience

6 Citations for SN 38

Citations are publications that use Tocris products. Selected citations for SN 38 include:

Vétillard et al (2015) Akt inhibition improves irinotecan treatment and prevents cell emergence by switching the senescence response to apoptosis. Exp Neurol 6 43342 PMID: 26485768

Kathawala et al (2014) Masitinib antagonizes ATP-binding cassette subfamily G member 2-mediated multidrug resistance. Int J Oncol 44 1634 PMID: 24626598

Chen et al (2014) Enzymatic methylation and structure-activity-relationship studies on polycarcin V, a gilvocarcin-type antitumor agent. Chembiochem 15 2729 PMID: 25366963

Ni et al (2010) Transmembrane helices 1 and 6 of the human breast cancer resistance protein (BCRP/ABCG2): identification of polar residues important for drug transport. Am J Physiol Cell Physiol 299 C1100 PMID: 20739628

Jonchère et al (2015) Irinotecan treatment and senescence failure promote the emergence of more transformed and invasive cells that depend on anti-apoptotic Mcl-1. Oncotarget 6 409 PMID: 25565667

Ni et al (2011) Identification of proline residues in or near the transmembrane helices of the human breast cancer resistance protein (BCRP/ABCG2) that are important for transport activity and substrate specificity. Biochemistry 50 8057 PMID: 21854076


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Literature in this Area

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Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Cell Cycle & DNA Damage Repair

Cell Cycle & DNA Damage Repair Poster

In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. Adapted from the 2015 Cancer Product Guide, Edition 3, this poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.