A synthetic non-steroidal estrogen receptor ligand
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Labeled Version(s)
43149Hexestrol-d6
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Hexestrol

Item No. 29003

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-4,4′-[(1R,2S)-1,2-diethyl-1,2-ethanediyl]bis-phenol
CAS Number
84-16-2
Synonyms
  • Hexoestrol
  • meso-Hexestrol
  • NSC 9894
Molecular Formula
C18H22O2
Formula Weight
270.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:9): 0.1 mg/ml
λmax
230 nm
SMILES
CC[C@@H](C1=CC=C(O)C=C1)[C@@H](C2=CC=C(O)C=C2)CC
InChi Code
InChI=1S/C18H22O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,17-20H,3-4H2,1-2H3/t17-,18+
InChi Key
PBBGSZCBWVPOOL-HDICACEKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    Product Description

    Hexestrol is a synthetic non-steroidal estrogen receptor ligand that binds to estrogen receptor α (ERα) and ERβ (Kis = 0.06 and 0.06 nM for the human and rat receptors, respectively).1 It inhibits rat liver microsomal and ox brain phospholipid liposomal lipid peroxidation (IC50s = 1.5 and 2.75 μM, respectively).2 It also inhibits porcine microtubule assembly and induces disassembly of preformed microtubules when used at concentrations of 50 and 100 μM, respectively, in a cell-free assay.3 Hexestrol (25 mg/animal) induces kidney tumors in male Syrian hamsters.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kuiper, G.G.J.M., Carlsson, B., Grandien, K., et al. Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors α and β. Endocrinology 138(3), 863-870 (1997).

    2. Wiseman, H., and Halliwell, B. Carcinogenic antioxidants. Diethylstilboestrol, hexoestrol and 17 α-ethynyloestradiol. FEBS Lett. 332(1-2), 159-163 (1993).

    3. Sato, Y., Murai, T., Oda, T., et al. Inhibition of microtubule polymerization by synthetic estrogens: Formation of a ribbon structure. J. Biochem. 101(5), 1247-1252 (1987).

    4. Liehr, J.G., Ballatore, A.M., Dague, B.B., et al. Carcinogenicity and metabolic activation of hexestrol. Chem. Biol. Interact. 55(1-2), 157-176 (1985).