An inactive BPA metabolite
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Bisphenol A-β-D-Glucuronide

Item No. 35857

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
β-D-glucopyranosiduronic acid, 4-[1-(4-hydroxyphenyl)-1-methylethyl]phenyl
CAS Number
267244-08-6
Synonyms
  • ​BPA-glucuronide
  • BPA-β-D-glucuronide
  • BPA-monoglucuronide
  • BPAG
Molecular Formula
C21H24O8
Formula Weight
404.4
Purity
≥95%
Formulation (Request formulation change)
A solution in methanol
Solubility(Learn about Variance in Solubility)
Methanol: Slightly soluble: 0.1-1 mg/ml
SMILES
O[C@H]([C@H]1O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)OC(C=C2)=CC=C2C(C)(C(C=C3)=CC=C3O)C.O[C@H]([C@H]4O)[C@@H](O[C@@H]([C@H]4O)C(O)=O)OC(C=C5)=CC=C5C(C)(C(C=C6)=CC=C6O)C
InChi Code
InChI=1S/2C21H24O8/c2*1-21(2,11-3-7-13(22)8-4-11)12-5-9-14(10-6-12)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h2*3-10,15-18,20,22-25H,1-2H3,(H,26,27)/t2*15-,16-,17+,18-,20+/m00/s1
InChi Key
NOSNTNKVRFNMDK-UQFQXFSJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Bisphenol A-β-D-glucuronide (BPA-glucuronide) is an inactive metabolite of the plasticizer BPA.1,2 It is formed from BPA primarily by the UDP-glucuronosyltransferase (UGT) isoform UGT2B15.3 Unlike BPA, BPA-glucuronide does not bind to estrogen receptors (ERs) in cell-free assays or induce ER-mediated transcription in a reporter assay using MCF-7 cells.4 BPA-glucuronide blood levels are lower in patients with Parkinson’s disease compared to individuals without Parkinson's disease with the same blood levels of total BPA, which includes BPA and BPA-glucuronide.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Völkel, W., Bittner, N., and Dekant, W. Quantitation of bisphenol A and bisphenol A glucuronide in biological samples by high performance liquid chromatography-tandem mass spectrometry. Drug Metab. Dispos. 33(11), 1748-1757 (2005).

    2. Stein, T.P., Schluter, M.D., Steer, R.A., et al. Bisphenol-A and phthalate metabolism in children with neurodevelopmental disorders. PLoS One 18(9), e0289841 (2023).

    3. Hanioka, N., Naito, T., and Narimatsu, S. Human UDP-glucuronosyltransferase isoforms involved in bisphenol A glucuronidation. Chemosphere 74(1), 33-36 (2008).

    4. Matthews, J.B., Twomey, K., and Zacharewski, T.R. In vitro and in vivo interactions of bisphenol A and its metabolite, bisphenol A glucuronide, with estrogen receptors α and β. Chem. Res. Toxicol. 14(2), 149-157 (2001).

    5. Landolfi, A., Troisi, J., Savanelli, M.C., et al. Bisphenol A glucuronidation in patients with Parkinson’s disease. Neurotoxicology 63, 90-96 (2017).