SN-38

SN-38
Names
Other names
7-Ethyl-10-hydroxy-camptothecin
Identifiers
86639-52-3 N
ChEBI CHEBI:8988 N
ChEMBL ChEMBL837 YesY
ChemSpider 94634 YesY
6925
Jmol interactive 3D Image
PubChem 104842
UNII 0H43101T0J YesY
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 the active metabolite of irinotecan (an analog of camptothecin - a topoisomerase I inhibitor); it is 1000 times more active 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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|{{{bSize}}}px|alt=Irinotecan Pathway edit]]

Irinotecan Pathway edit

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

See also

References


This article is issued from Wikipedia - version of the Wednesday, February 10, 2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.