SN-38

For research use only.

Catalog No.S4908

27 publications

SN-38 Chemical Structure

CAS No. 86639-52-3

SN-38 is an active metabolite of CPT-11, inhibits DNA topoisomerase I, DNA synthesis and causes frequent DNA single-strand breaks. SN-38 induces autophagy.

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Selleck's SN-38 has been cited by 27 publications

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Choose Selective ADC Cytotoxin Inhibitors

Biological Activity

Description SN-38 is an active metabolite of CPT-11, inhibits DNA topoisomerase I, DNA synthesis and causes frequent DNA single-strand breaks. SN-38 induces autophagy.
Targets
Topo I [1]
(Cell-free assay)
In vitro

SN-38, a biological active metabolite of irinotecan hydrochloride (CPT-11). SN-38 causes the strongest inhibition of DNA topoisomerase I, followed by CPT and then CPT-11. CPT-11 dose dependently shifts the position of relaxed DNA in the direction of nicked DNA, but SN-38 and CPT shows no effect on the position of relaxed DNA. SN-38 dose-dependently and time-dependently inhibit DNA synthesis. Respective IC50 values of SN-38, in DNA synthesis is 0.077 μM. The inhibitory effect of SN-38 on RNA synthesis is less than that on DNA synthesis and it does not inhibit protein synthesis. SN-38 caused frequent DNA single-strand breaks in P388 cells. [1]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
human PC6 cells NEnPUZpRem:uaX\ldoF1cW:wIHHzd4F6 NETHNHM3KGSjeYO= NHLiN5FCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIGDDOkBk\WyuczDjZZJzgWmwZzDwVmMh[W[2ZYKgOkBl[Xm|LDDJR|UxRTBwNEOgcm0> NG\Dd3gyQTJ3NEi0Ny=>
human HCT116 cells MnX3VJJwdGmoZYLheIlwdiCjc4PhfS=> NXewdGV2OyCmYYnz NXO3[oUzSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[W[2ZYKgN{Bl[Xm|LDDJR|UxRTBwNUWgcm0> M3vzTlE6OjV2OESz
human PC3 cells Ml7vR5l1d3SxeHnjxsBie3OjeR?= NFjaT4E4OiCq NIjCbIdEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBRSzNiY3XscJMh\XiycnXzd4lv\yCjbIDoZVVj\XSjMzDpcpRm\3KrbjDhd5Nme3OnZDDhd{Bk\WyuIIP1dpZqfmGuIHHmeIVzKDd{IHjyd{BjgSCVUlKgZZN{[XluIFnDOVA:Oi54IH7N NFHTWYEzOjl3OUK0Oi=>
human A549 cells MlH2R5l1d3SxeHnjxsBie3OjeR?= NWfmS4pNOyCmYYnz MVrDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBOVQ6KGOnbHzzJIF{e2W|c3XkJIF{KGe{b4f0bEBqdmirYnn0bY9vKGGodHXyJFMh\GG7czDifUBUWkJiYYPzZZktKEmFNUC9Nk44OiCwTR?= MnH6NlQ2Ojl6N{C=
human QG56 cells NGLpeVZRem:uaX\ldoF1cW:wIHHzd4F6 MnvIN{Bl[Xm| MlT2RY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCTR{W2JINmdGy|IHHmeIVzKDNiZHH5d{whUUN3ME2yMlghdk1? Ml;ONVkzPTR6NEO=
human NCI-H460 cells Mmj0VJJwdGmoZYLheIlwdiCjc4PhfS=> M2n1WlMh\GG7cx?= M2K4RWFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTlPJMWg1PjBiY3XscJMh[W[2ZYKgN{Bl[Xm|LDDJR|UxRTNwMzDuUS=> NEC1VmsyQTJ3NEi0Ny=>
human DU145 cells MYrQdo9tcW[ncnH0bY9vKGG|c3H5 MmfOPVYhcA>? NXvv[IRkSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDEWVE1PSClZXzsd{Bi\nSncjC5OkBpenNuIFnDOVA:PCCwTR?= NV3ZdGRjOTh{N{[xOFE>
human breast cancer cell line (SK-BR-3) M3r2SmN6fG:2b4jpZ:Kh[XO|YYm= M2\CfGlvKF[rdILvJIN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJIJz\WG|dDDjZY5k\XJiY3XscEBtcW6nIDjTT{1DWi1|KTygTWM2OD12IH7N M{fyUVEyOzN2NU[5
human KB3-1 cells MojNR5l1d3SxeHnjxsBie3OjeR?= MVi0JIRigXN? MWfDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDLRlMuOSClZXzsd{Bi\nSncjC0JIRigXNiYomgUXRVKG2ndHjv[EwhUUN3ME20JI5O Ml7mNVk{ODN|ME[=
human HCT116 cells M4DjTWN6fG:2b4jpZ:Kh[XO|YYm= NYfu[Wd3PzJiaB?= MV;DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JJN2dG[xcnjv[IFucW6nIFKgZZN{[XluIFnDOVA:PC5{ODDuUS=> NFmyXXEzPTh|NUO1PS=>
MDA-MB-435 S human breast cancer cells NXX4WGY{TnWwY4Tpc44h[XO|YYm= NELrTYxKdmirYnn0bY9vKGGpYXnud5QhVUSDLV3CMVQ{PSCVIHj1cYFvKGK{ZXHzeEBk[W6lZYKgZ4VtdHNiaX6geIhmKGGkc3XuZ4Uhd2ZiYXzieY1qdixiSVO1NF02KG6P NWHJb|JDOTFyNUK4NFI>
human HT-29 cells NIjY[49EgXSxdH;4bYPDqGG|c3H5 NYTQd484S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUFRvMkmgZ4VtdHNuIFnDOVA:PS57IH7N MkLwNlE1PzB6NkS=
human lung cancer cell line (H128) NV7tU2pLS3m2b4TvfIlkyqCjc4PhfS=> NFrPU2tKdiCYaYTyc{BkgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBtfW6pIHPhcoNmeiClZXzsJIxqdmViKFixNlgqNCCLQ{WwQVYhdk1? MX6xNVM{PDV4OR?=
human MIA PaCa cells MXHQdo9tcW[ncnH0bY9vKGG|c3H5 NGDVeVJCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIF3JRUBR[UOjIHPlcIx{KGGodHXyJFk3KGi{czygTWM2OD14IH7N MoP6NVgzPzZzNEG=
human HCT116 colon cancer cell line NXflO3lZTnWwY4Tpc44h[XO|YYm= MVnJcohq[mm2b4L5JINwdmOnboTyZZRqd25iYXfhbY5{fCCqdX3hckBJS1RzMU[gZ49td25iY3HuZ4VzKGOnbHygcIlv\SxiSVO1NF04KG6P MYWxOVgxQDR3Nh?=
human stomach cancer cell line (MKN45) NYXXOXpYS3m2b4TvfIlkyqCjc4PhfS=> NXrQSFFtUW5iVnn0do8h[3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4he3SxbXHjbEBk[W6lZYKgZ4VtdCCuaX7lJEhOU052NTmsJGlEPTB;ODDuUS=> NGjibm0yOTN|NEW2PS=>
human A2780 cells MVnDfZRwfG:6aXRCpIF{e2G7 MXi3NkBp NEfNVIVEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCOjd6MDDj[YxteyCxdnXy[ZhxemW|c3nu[{BidHCqYUXi[ZRiOyCrboTl[5JqdiCjc4Pld5Nm\CCjczDj[YxtKHO3co\peoFtKGGodHXyJFczKGi{czDifUBUWkJiYYPzZZktKEmFNUC9PUBvVQ>? MnnSNlI6PTl{NE[=
human ovarian cancer cell line (SK-OV-3) M37rPGN6fG:2b4jpZ:Kh[XO|YYm= NVfDenB5UW5iVnn0do8h[3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hd3[jcnnhckBk[W6lZYKgZ4VtdCCuaX7lJEhUUy2RVj2zLUwhUUN3ME2xNUBvVQ>? NIW1NFAyOTN|NEW2PS=>
human DU145 prostate cell line NWf2d|RmWHKxbHnm[ZJifGmxbjDhd5NigQ>? MnTBRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCGVUG0OUBxem:|dHH0[UBk\WyuIHzpcoUtKEmFNUC9NVMhdk1? MXqxNFQ6QDJzNh?=
human colon cancer cell line (WiDr) MmjOR5l1d3SxeHnjxsBie3OjeR?= M2DYN2lvKF[rdILvJIN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJINwdG:wIHPhcoNmeiClZXzsJIxqdmViKGfpSJIqNCCLQ{WwQVE1KG6P NGjqVncyOTN|NEW2PS=>
human lung cancer cell line (A549) M4rhRmN6fG:2b4jpZ:Kh[XO|YYm= NXrqTYNyUW5iVnn0do8h[3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hdHWwZzDjZY5k\XJiY3XscEBtcW6nIDjBOVQ6MQ>? NYf5S4FSOTF|M{S1Olk>
human tumor HL60 cell-line MnHoSpVv[3Srb36gZZN{[Xl? NYjMXmRWOyCmYYnz Mm\NTY4ufmm2cn:gbY5pcWKrdH;yfUBkd26lZX70doF1cW:wIH\vdkBpfW2jbjD0eY1weiCKTE[wJINmdGxvbHnu[UB4[XNiZHX0[ZJucW6nZDD1d4lv\yCVUlKgZZN{[XliYX\0[ZIhOyCmYYnzJI9nKGmwY4XiZZRqd25uIFnDOVA:OTlibl2= M1PMfVE2QTF|OUm2
PC-3 carcinoma cell line MmrLS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? MYPDc45k\W62cnH0bY9vKHKncYXpdoVlKHSxIHnubIljcXRiZ4Lve5RpKG:oIHj1cYFvKHC{b4P0ZZRmKFCFLUOgZ4Fz[2mwb33hJINmdGxibHnu[UwhUUN3ME2zOU43KG6P MXexOVQ2PDJ|MB?=
human KBV1 cells NX7UW5hPS3m2b4TvfIlkyqCjc4PhfS=> NWr1W455PCCmYYnz M4\ORmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KE2GUkGgc5ZmemW6cILld5NqdmdiaIXtZY4hU0KYMTDj[YxteyCjZoTldkA1KGSjeYOgZpkhVVSWIH3leIhw\CxiSVO1NF01PiCwTR?= Ml;CNVk{ODN|ME[=
human A549 cells M1iyfmN6fG:2b4jpZ:Kh[XO|YYm= MWDDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBOVQ6KGOnbHzzMEBKSzVyPUS3JI5O M2LQeFIyPDdyOE[0
NSCLC-H460 MkjYR5l1d3SxeHnjxsBie3OjeR?= NV[4enIyS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hdm:wLYPtZYxtNWOnbHygcJVv\yClYYLjbY5wdWFiY3XscEBtcW6nIFi0OlAhME6VQ1zDMWg1PjBrLDDJR|UxRThyIH7N MnvsNVE2PjN7MkW=
MDA-MB-435 S human breast cancer cells MlLHSpVv[3Srb36gZZN{[Xl? NV\1[WF[UW6qaXLpeIlwdiCjZ3HpcpN1KE2GQT3NRk01OzViUzDoeY1idiCkcnXhd5Qh[2GwY3XyJINmdGy|IHnuJJRp\SCycnXz[Y5k\SCxZjCzNEBu\y:vTDDIV2EtKEmFNUC9OVAhdk1? NX\iT4RZOTFyNUK4NFI>
human H460 cell NX\3XW9RT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= NGrkTJNKdmirYnn0bY9vKG:oIHj1cYFvKEh2NkCgZ4VtdCCpcn;3eIgtKEmFNUC9PFAhdk1? MoDWNVY6OTN5ME[=
human MDA-MB-231 cells MlKzR5l1d3SxeHnjxsBie3OjeR?= MVnDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|LDDJR|UxRTF5NjDuUS=> MUiyOFUzQTh5MB?=
human KBH5.0 cells NVu1RVF6S3m2b4TvfIlkyqCjc4PhfS=> M3;Vd|Qh\GG7cx?= M3f1[2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KEKFUmCgc5ZmemW6cILld5NqdmdiaIXtZY4hU0KKNT6wJINmdGy|IHHmeIVzKDRiZHH5d{BjgSCPVGSgcYV1cG:mLDDJR|UxRTBwMzFOwG0> NYfaenVyOTl|MEOzNFY>
human MCF-7 breast cell line M3PqOnBzd2yrZnXyZZRqd25iYYPzZZk> MlPIRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCPQ1[tO{BjemWjc4SgZ4VtdCCuaX7lMEBKSzVyPUCuN|ch|ryP M3PUflExPDl6MkG2
human SKOV-3 ovarian cell line NFzuW|JRem:uaX\ldoF1cW:wIHHzd4F6 M1L0VWFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iU1vPWk0{KG:4YYLpZY4h[2WubDDsbY5mNCCLQ{WwQVAvPzJizszN M3LySVExPDl6MkG2
human Bel-7402 liver cancer cell line MmnQSpVv[3Srb36gZZN{[Xl? NUC2Vo5pUW6qaXLpeI9zgSClb37j[Y51emG2aX;uJIFo[Wmwc4SgbJVu[W5iQnXsMVc1ODJibHn2[ZIh[2GwY3XyJINmdGxibHnu[UwhUUN3ME2zMlE6KM7:TR?= MWSxOVgxQDR3Nh?=
HEK293 cells NIXCWHlEgXSxdH;4bYPDqGG|c3H5 M1XE[|czKGh? MV\JcpRzcW6|aXOgZ5l1d3SxeHnjbZR6KGGpYXnud5QhUEWNMkmzJINmdGy|IHHzd4V{e2WmIHHzJJJm\HWldHnvckBqdiClZXzsJJZq[WKrbHn0fUBi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5 NEjwNYIzPTJ5MkC1OS=>

... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
p-Chk1 / Chk1 / Topo I ; 

PubMed: 18509065     


Log-phase Ovcar-5 cells were treated for 24 h with diluent (0.1% DMSO, lanes 1 and 6), gemcitabine at 12.5, 25, 50 or 100 nM (lanes 2-5, respectively), or SN-38 at 2.5, 5, 10, 20 and 40 nM in the absence (lanes 7-11) or presence (lanes 12-17) of 50 nM gemcitabine. At the end of the incubation, whole cell lysates were prepared, subjected to SDS-PAGE, transferred to nitrocellulose, and probed with reagents that recognize phospho-Ser345-Chk1, total Chk1, topo I or, as control, β-actin. Because of the limited number of lanes on our electrophoresis apparatus, lanes 1-5 and 6-17 represent two different membranes from the same experiment that were probed simultaneously.

18509065
Growth inhibition assay
Cell viability; 

PubMed: 25759163     


(A) Drug sensitivity towards SN‐38 and oxaliplatin for the parental and drug resistant cell lines. Cells were exposed to a range of drug concentrations for 48 h and cell viability was assessed by an endpoint MTT assay. Results of representative experiments are shown. Green (triangle) is the parental cell line, blue (diamond) the SN‐38 resistant cell line, and red (square) the oxaliplatin resistant cell line.

25759163
In vivo After oral dosing, peak SN-38 concentrations occurrs within 1 h, and the The percent unbound SN-38 lactone in murine plasma at 1000 ng/mL is 3.4 +/- 0.67%, whereas at 100 ng/mL the percent unbound is 1.18 +/- 0.14%. SN-38 lactone AUCs in micebearing human neuroblastoma xenografts are greater than in nontumor-bearing animals. [2]

Protocol

Kinase Assay:[1]
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Topoisomerase I Assay:

One unit (the minimum amount for full relaxation of 0.5 μg SV40 DNA under the conditions of this study) of topoisomerase I, 0.5 μL of the test compounds, and 0.5μg SV40 DNA are added sequentially to the reaction buffer, which is composed of 25 mM Tris-HCl (pH 7.5), 50 mM KC1, 5 mM MgCl2, 0.25 mM EDTA disodium salt, 0.25 mM dithiothreitol, 15μg /mL bovine serum albumin, and 5% glycerol. Then, the reaction mixture (50 μL) is incubated for 10 min at 37 °C, and the reaction is terminated by treatment with 7.5 μL of a solution consisting of 1% sodium dodecyl sulfate, 20 mM EDTA disodium salt, and 0.5 mg/mL proteinase K for an additional 30 min at 37°C. The samples are mixed with 5 μL of the loading buffer containing 10 mM Na2HPO4, 31.3% sucrose, and 0.3% bromophenol blue. Relaxed (form Ir) DNA is separated from supercoiled (form I) and nicked (form II) DNA by electrophoresis on 0.8% agarose gel at 50 mA and 20 V for 17 h in the presence of 2 μg/mL chloroquine, 10 mM EDTA, 30 mM NaH2PO4, and 36 Mm Tris-HCl (pH 7.8). After electrophoresis, the gel is stained with 0.05% ethidium bromide and photographed with UV light (302 nm). The amount of DNA is quantified using a densitometer.
Cell Research:[3]
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  • Cell lines: A-172, U-87, and LA-567
  • Concentrations: 0 -1000 nM
  • Incubation Time: 48 h
  • Method: MTT assay
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 21 mg/mL (53.51 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 392.4
Formula

C22H20N2O5

CAS No. 86639-52-3
Storage powder
in solvent
Synonyms N/A
Smiles CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)C4(CC)O)C2=NC5=C1C=C(C=C5)O

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03964727 Suspended Biological: IMMU-132 Metastatic Non-Small Cell Lung Carcinoma|Head and Neck Squamous Cell Carcinoma|Endometrial Cancer Immunomedics Inc. August 6 2019 Phase 2
NCT03995706 Recruiting Drug: Sacituzumab Govitecan Glioblastoma The University of Texas Health Science Center at San Antonio|Immunomedics Inc. July 17 2019 Early Phase 1
NCT03245450 Recruiting Drug: Eribulin mesilate|Drug: Irinotecan hydrochloride Refractory or Recurrent Solid Tumors|Rhabdomyosarcoma|Non-Rhabdomyosarcoma Soft Tissue Sarcoma|Ewing Sarcoma Eisai Inc. February 22 2018 Phase 1|Phase 2
NCT03221400 Recruiting Drug: PEN-866 Sodium|Drug: fluorouracil|Drug: Folinic acid Carcinoma|Endometrial Adenocarcinoma|Neoplasms|Squamous Cell Carcinoma of the Anus|Adenocarcinoma of the Pancreas|Advanced Cancer|Solid Tumor|Solid Carcinoma|Squamous Cell Carcinoma of the Cervix|Squamous Cell Carcinoma|Squamous Cell Carcinoma of the Vulva|Squamous Cell Carcinoma of the Penis|Gastric Cancer|Gastric Adenocarcinoma|Gastroesophageal Junction Adenocarcinoma|Small-cell Lung Cancer|Small Cell Lung Carcinoma|Pancreatic Ductal Adenocarcinoma|Pancreatic Adenocarcinoma Tarveda Therapeutics August 29 2017 Phase 1|Phase 2
NCT03096340 Unknown status Drug: IT-141 Cancer|Neoplasms|Tumors|Refractory Solid Tumors|Recurrent Solid Tumors Intezyne Technologies Inc. March 23 2017 Phase 1
NCT02785068 Withdrawn Drug: MM-151|Drug: nal-IRI|Drug: Leucovorin|Drug: 5-FU Colorectal Cancer Merrimack Pharmaceuticals July 2016 Phase 1|Phase 2

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID