A metabolite of celecoxib
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Celecoxib Carboxylic Acid Acyl-β-D-Glucuronide

Item No. 22457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
β-D-glucopyranuronic acid, 1-[4-[1-[4-(aminosulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazol-5-yl]benzoate]
CAS Number
264236-79-5
Molecular Formula
C23H20F3N3O10S
Formula Weight
587.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: slightly soluble
SMILES
NS(C1=CC=C(N2C(C3=CC=C(C(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O4)=O)C=C3)=CC(C(F)(F)F)=N2)C=C1)(=O)=O
InChi Code
InChI=1S/C23H20F3N3O10S/c24-23(25,26)15-9-14(29(28-15)12-5-7-13(8-6-12)40(27,36)37)10-1-3-11(4-2-10)21(35)39-22-18(32)16(30)17(31)19(38-22)20(33)34/h1-9,16-19,22,30-32H,(H,33,34)(H2,27,36,37)/t16-,17-,18+,19-,22-/m0/s1
InChi Key
ZSTBSABHKHAHNU-QUXXCFOZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Celecoxib carboxylic acid acyl-β-D-glucuronide is a metabolite of the non-steroidal anti-inflammatory drug (NSAID) and COX-2 inhibitor celecoxib (Item No. 10008672).1 It is formed via a multi-step process in which celecoxib undergoes hydroxylation to form hydroxy celecoxib (Item No. 33994) by the cytochrome P450 (CYP) isoforms CYP2C9, CYP3A4, and CYP2D6, followed by oxidation to form celecoxib carboxylic acid (Item No. 34062), and then conjugation to the β-glucuronide.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Paulson, S.K., Hribar, J.D., Liu, N.W., et al. Metabolism and excretion of [14C]celecoxib in healthy male volunteers. Drug Metab. Dispos. 28(3), 308-314 (2000).

    2. Ma, Y., Gao, S., and Hu, M. Quantitation of celecoxib and four of its metabolites in rat blood by UPLC-MS/MS clarifies their blood distribution patterns and provides more accurate pharmacokinetics profiles. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 1001, 202-211 (2015).

    3. Siu, Y.A., Hao, M.-H., Dixit, V., et al. Celecoxib is a substrate of CYP2D6: Impact on celecoxib metabolism in individuals with CYP2C9*3 variants. Drug Metab. Pharmacokinet. 33(5), 219-227 (2018).