A major phase II metabolite of tolmetin
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Tolmetin β-D-Glucuronide

Item No. 22161

Technical Information
Formal Name
1-[1-methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate] β-D-glucopyranuronic acid
CAS Number
71595-19-2
Molecular Formula
C21H23NO9
Formula Weight
Purity
≥95%
A solid
DMSO: slightly solubleMethanol: slightly, heated
SMILES
CC1=CC=C(C(C2=CC=C(CC(O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O3)=O)N2C)=O)C=C1
InChi Code
InChI=1S/C21H23NO9/c1-10-3-5-11(6-4-10)15(24)13-8-7-12(22(13)2)9-14(23)30-21-18(27)16(25)17(26)19(31-21)20(28)29/h3-8,16-19,21,25-27H,9H2,1-2H3,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
InChi Key
MEFIGCPEYJZFFC-ZFORQUDYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tolmetin β-D-glucuronide is a major phase II metabolite of tolmetin (Item No. 18195).1 Tolmetin β-D-glucuronide has been classified into a ‘warning’ category in terms of its potential to cause idiosyncratic drug toxicity, based on its half-life in several in vitro systems.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hyneck, M.L., Smith, P.C., Unseld, E., et alHigh-performance liquid chromatographic determination of tolmetin, tolmetin glucuronide and its isomeric conjugates in plasma and urine. J. Chromatogr. 420(2), 349-356 (1987).

    2. Sawamura, R., Okudaira, N., Watanabe, K., et alPredictability of idiosyncratic drug toxicity risk for carboxylic acid-containing drugs based on the chemical stability of acyl glucuronide. Drug. Metab. Dispos. 38(10), 1857-1864 (2010).