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NICOTINE-N-B-GLUCURONIDE

CAS No.:
153536-53-9
Catalog Number:
AG00APL3
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00APL3
Chemical Name:
NICOTINE-N-B-GLUCURONIDE
CAS Number:
153536-53-9
MDL Number:
MFCD30502881
IUPAC Name:
(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[3-[(2S)-1-methylpyrrolidin-2-yl]pyridin-1-ium-1-yl]oxane-2-carboxylate
InChI:
InChI=1S/C16H22N2O6/c1-17-6-3-5-10(17)9-4-2-7-18(8-9)15-13(21)11(19)12(20)14(24-15)16(22)23/h2,4,7-8,10-15,19-21H,3,5-6H2,1H3/t10-,11-,12-,13+,14-,15+/m0/s1
InChI Key:
SAWAIULJDYFLPD-CTTWBBHYSA-N
Properties
Complexity:
458  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
0
Exact Mass:
338.148g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
338.36g/mol
Monoisotopic Mass:
338.148g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
117A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.3  
Literature
Title Journal
Liquid chromatography-tandem mass spectrometry method for measurement of nicotine N-glucuronide: a marker for human UGT2B10 inhibition. Journal of pharmaceutical and biomedical analysis 20110715
Estimation of nicotine dose after low-level exposure using plasma and urine nicotine metabolites. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20100501
Meconium nicotine and metabolites by liquid chromatography-tandem mass spectrometry: differentiation of passive and nonexposure and correlation with neonatal outcome measures. Clinical chemistry 20081201
Identification of novel CYP2A6*1B variants: the CYP2A6*1B allele is associated with faster in vivo nicotine metabolism. Clinical pharmacology and therapeutics 20080101
Respiratory retention of nicotine and urinary excretion of nicotine and its five major metabolites in adult male smokers. Toxicology letters 20070910
Urinary biomarkers to assess exposure of cats to environmental tobacco smoke. American journal of veterinary research 20070401
Limited modulation of the transport activity of the human multidrug resistance proteins MRP1, MRP2 and MRP3 by nicotine glucuronide metabolites. Toxicology letters 20050516
N-glucuronidation of nicotine and cotinine in human: formation of cotinine glucuronide in liver microsomes and lack of catalysis by 10 examined UDP-glucuronosyltransferases. Drug metabolism and disposition: the biological fate of chemicals 20020901
Properties