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121080-63-5,MFCD00872153
Catalog No.:AA00746L

121080-63-5 | SN-38 Glucuronide

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1mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00746L
Chemical Name:
SN-38 Glucuronide
CAS Number:
121080-63-5
Molecular Formula:
C28H28N2O11
Molecular Weight:
568.5287
MDL Number:
MFCD00872153
SMILES:
CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4c(c3Cn1c2=O)CC)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
Properties
Computed Properties
 
Complexity:
1190  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Heavy Atom Count:
41  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
5  
XLogP3:
-0.1  

Literature

Title: Quantification of irinotecan, SN38, and SN38G in human and porcine plasma by ultra high-performance liquid chromatography-tandem mass spectrometry and its application to hepatic chemoembolization.

Journal: Journal of pharmaceutical and biomedical analysis 20120325

Title: Delayed elimination of SN-38 in cancer patients with severe renal failure.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110201

Title: Fast liquid chromatography-tandem mass spectrometry method for routine assessment of irinotecan metabolic phenotype.

Journal: Therapeutic drug monitoring 20101001

Title: The UGT1A1*28 polymorphism correlates with erlotinib's effect on SN-38 glucuronidation.

Journal: European journal of cancer (Oxford, England : 1990) 20100701

Title: Co-administration of irinotecan decreases the plasma concentration of an active metabolite of amrubicin, amrubicinol in rats.

Journal: Cancer chemotherapy and pharmacology 20100401

Title: Comprehensive pharmacogenetic analysis of irinotecan neutropenia and pharmacokinetics.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20090601

Title: Phase II trial of two different irinotecan schedules with pharmacokinetic analysis in patients with recurrent glioma: North Central Cancer Treatment Group results.

Journal: Journal of neuro-oncology 20090401

Title: Close association of UGT1A9 IVS1+399C>T with UGT1A1*28, *6, or *60 haplotype and its apparent influence on 7-ethyl-10-hydroxycamptothecin (SN-38) glucuronidation in Japanese.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090201

Title: Pharmacokinetic and pharmacogenetic determinants of the activity and toxicity of irinotecan in metastatic colorectal cancer patients.

Journal: British journal of cancer 20081021

Title: Food-drug interaction of (-)-epigallocatechin-3-gallate on the pharmacokinetics of irinotecan and the metabolite SN-38.

Journal: Chemico-biological interactions 20080811

Title: Influence of UGT1A9 intronic I399C>T polymorphism on SN-38 glucuronidation in Asian cancer patients.

Journal: The pharmacogenomics journal 20080601

Title: A mechanistic study on altered pharmacokinetics of irinotecan by St. John's wort.

Journal: Current drug metabolism 20070201

Title: [Pharmacokinetic study of cancer chemotherapy].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060901

Title: The novel UGT1A9 intronic I399 polymorphism appears as a predictor of 7-ethyl-10-hydroxycamptothecin glucuronidation levels in the liver.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20060701

Title: In vivo disposition of irinotecan (CPT-11) and its metabolites in combination with the monoclonal antibody cetuximab.

Journal: Anticancer research 20060101

Title: Role of organic anion transporter OATP1B1 (OATP-C) in hepatic uptake of irinotecan and its active metabolite, 7-ethyl-10-hydroxycamptothecin: in vitro evidence and effect of single nucleotide polymorphisms.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050301

Title: Pharmacokinetics and metabolism of irinotecan combined with capecitabine in patients with advanced colorectal cancer.

Journal: Anticancer research 20050101

Title: New approaches to prevent intestinal toxicity of irinotecan-based regimens.

Journal: Cancer treatment reviews 20041001

Title: Pharmacokinetic modulation of irinotecan metabolites by sulphobromophthalein in rats.

Journal: The Journal of pharmacy and pharmacology 20040601

Title: A phase I and pharmacokinetic study of irinotecan given as a 7-day continuous infusion in metastatic colorectal cancer patients pretreated with 5-fluorouracil or raltitrexed.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20040301

Title: Biliary excretion of irinotecan and its metabolites.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20040123

Title: UGT1A10 is responsible for SN-38 glucuronidation and its expression in human lung cancers.

Journal: Anticancer research 20040101

Title: Glucuronidation as a mechanism of intrinsic drug resistance in human colon cancer: reversal of resistance by food additives.

Journal: Cancer research 20031201

Title: [Pharmacokinetic study of CPT-11, SN-38 and SN-38 glucuronide in the ascites, plasma and bile after intraperitoneal administration of CPT-11].

Journal: Gan to kagaku ryoho. Cancer & chemotherapy 20021101

Title: Enhanced clearance of topoisomerase I inhibitors from human colon cancer cells by glucuronidation.

Journal: Biochemical pharmacology 20020215

Title: Intestinal alkalization as a possible preventive mechanism in irinotecan (CPT-11)-induced diarrhea.

Journal: Cancer research 20020101

Title: UGT1A1*28 polymorphism as a determinant of irinotecan disposition and toxicity.

Journal: The pharmacogenomics journal 20020101

Title: Transport of 7-ethyl-10-hydroxycamptothecin (SN-38) by breast cancer resistance protein ABCG2 in human lung cancer cells.

Journal: Biochemical and biophysical research communications 20011109

Title: Severe CPT-11-induced diarrhea in presence of FK-506 following liver transplantation for hepatocellular carcinoma.

Journal: Anticancer research 20010101

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Tags:121080-63-5 Molecular Formula|121080-63-5 MDL|121080-63-5 SMILES|121080-63-5 SN-38 Glucuronide