SN-38

SN-38
Names
Other names
7-Ethyl-10-hydroxy-camptothecin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.171.154
UNII
Properties
C22H20N2O5
Molar mass 392.404 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

SN-38 is an antineoplastic drug. It is the active metabolite of irinotecan (an analog of camptothecin - a topoisomerase I inhibitor) but has 1000 times more activity than irinotecan itself. In vitro cytotoxicity assays show that the potency of SN-38 relative to irinotecan varies from 2- to 2000-fold.[1]

SN38 is formed via hydrolysis of irinotecan by carboxylesterases and metabolized via glucuronidation by UGT1A1.

The variant of UGT1A1 in ~10% of Caucasians which leads to poor metabolism of SN-38 predicts irinotecan toxicity, as it is then less easily excreted from the body in its SN-38 glucuronide form.[2]

SN-38 and its glucuronide are lost into the bile and feces. It can cause the symptoms of diarrhoea and myelosuppression experienced by ~25% of the patients administered irinotecan.

Interactive pathway map

Click on genes, proteins and metabolites below to link to respective articles. [§ 1]

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Irinotecan Pathway edit

  1. ↑ The interactive pathway map can be edited at WikiPathways: "IrinotecanPathway_WP46359".

See also

References

  1. ↑ http://labeling.pfizer.com/ShowLabeling.aspx?id=533
  2. ↑ O'Dwyer PJ, Catalano RB (October 2006). "Uridine diphosphate glucuronosyltransferase (UGT) 1A1 and irinotecan: practical pharmacogenomics arrives in cancer therapy". J. Clin. Oncol. 24 (28): 4534–8. PMID 17008691. doi:10.1200/JCO.2006.07.3031.


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