A BPS metabolite
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Parent Compound(s)
45556Bisphenol S
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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Bisphenol S Glucuronide

Item No. 44149

Product Insert (PDF)
Technical Information
Formal Name
4-[(4-hydroxyphenyl)sulfonyl] phenyl β-D-glucopyranosiduronic acid
CAS Number
2230265-52-6
Synonyms
  • BPSG
  • BPS Glucuronide
Molecular Formula
C18H18O10S
Formula Weight
Purity
≥85%
A 1 mg/ml solution in methanol
Methanol: Sparingly soluble: 1-10 mg/ml
SMILES
OC([C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OC2=CC=C(C=C2)S(=O)(C3=CC=C(C=C3)O)=O)=O
InChi Code
InChI=1S/C18H18O10S/c19-9-1-5-11(6-2-9)29(25,26)12-7-3-10(4-8-12)27-18-15(22)13(20)14(21)16(28-18)17(23)24/h1-8,13-16,18-22H,(H,23,24)/t13-,14-,15+,16-,18+/m0/s1
InChi Key
CUMWGMLODONKKD-RNGZQALNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bisphenol S glucuronide (BPSG) is a metabolite of BPS (Item No. 45556).1 It is formed from BPS primarily by the UDP-glucuronosyltransferase (UGT) isoform UGT1A9. BPSG decreases the basal glycolytic capacity of non-cancerous primary urothelial cells and increases the basal glycolytic and mitochondrial capacities of RT4 bladder cancer cells.2 BPSG is inactive at estrogen and thyroid hormone receptors and exhibits negligible transfer across the human placenta ex vivo.3,4 It has been found in various foods, including fish, vegetables, and meats.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gramec Skledar, D., Troberg, J., Lavdas, J., et al. Differences in the glucuronidation of bisphenols F and S between two homologous human UGT enzymes, 1A9 and 1A10. Xenobiotica 45(6), 511-519 (2015).

    2. Pellerin, È., Pellerin, F.A., Chabaud, S., et al. Glucuronidated metabolites of bisphenols A and S alter the properties of normal urothelial and bladder cancer cells. Int. J. Mol. Sci. 23(21), 12859 (2022).

    3. Skledar, D.G., Schmidt, J., Fic, A., et al. Influence of metabolism on endocrine activities of bisphenol S. Chemsphere 157, 152-159 (2016).

    4. Grandin, F.C., Lacroix, M.Z., Gayrard, V., et al. Is bisphenol S a safer alternative to bisphenol A in terms of potential fetal exposure? Placental transfer across the perfused human placenta. Chemsphere 221, 471-478 (2019).

    5. Qu, J., Guo, R., Liu, L., et al. Occurrence of bisphenol analogues and their conjugated metabolites in foodstuff. Sci. Total Environ. 948, 174922 (2024).