A metabolite of raloxifene
Related Products
Parent Compound(s)
10011620Raloxifene (hydrochloride)
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Raloxifene 4'-Glucuronide

Item No. 27831

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[6-hydroxy-3-[4-[2-(1-piperidinyl)ethoxy]benzoyl]benzo[b]thien-2-yl]phenyl, β-D-glucopyranosiduronic acid
CAS Number
182507-22-8
Synonyms
  • Ral-4’-Gluc
Molecular Formula
C34H35NO10S
Formula Weight
649.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly soluble
SMILES
OC1=CC=C(C(C(C2=CC=C(OCCN3CCCCC3)C=C2)=O)=C(C4=CC=C(O[C@@H]5O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]5O)C=C4)S6)C6=C1
InChi Code
InChI=1S/C34H35NO10S/c36-21-8-13-24-25(18-21)46-32(20-6-11-23(12-7-20)44-34-30(40)28(38)29(39)31(45-34)33(41)42)26(24)27(37)19-4-9-22(10-5-19)43-17-16-35-14-2-1-3-15-35/h4-13,18,28-31,34,36,38-40H,1-3,14-17H2,(H,41,42)/t28-,29-,30+,31-,34+/m0/s1
InChi Key
VHXYPEXOSLGZKH-WKRHDJAJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

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    Product Description

    Raloxifene 4’-glucuronide is a metabolite of the selective estrogen receptor modulator raloxifene (Item No. 10011620).1 It is formed from raloxifene via the UDP-glucuronosyltransferase (UGT) isoforms UGT1A1, UGT1A8, and UGT1A10.2 It binds to the estrogen receptor with an IC50 value of 370 nM.1 Raloxifene 4’-glucuronide inhibits the voltage-gated potassium channel Kv4.3 by 6.2 and 20.1% when used at concentrations of 10 and 30 µM, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sun, D., Jones, N.R., Manni, A., et al. Characterization of raloxifene glucuronidation: Potential role of UGT1A8 genotype on raloxifene metabolism in vivo. Cancer Prev. Res. (Phila.) 6(7), 719-730 (2013).

    2. Kemp, D.C., Fan, P.W., and Stevens, J.C. Characterization of raloxifene glucuronidation in vitro: Contribution of intestinal metabolism to presystemic clearance. Drug Metab. Dispos. 30(6), 694-700 (2002).

    3. Chae, Y.J., Kim, D.H., Lee, H.J., et al. Raloxifene inhibits cloned Kv4.3 channels in an estrogen receptor-independent manner. Pflugers Arch. 467(8), 1663-1676 (2015).